An immersive & luxurious strategic reset for people who want more out of life.

Not just your job performance.
Not just your investment portfolio.
Not just your business goals.

Your life.

Most people spend more time planning their next vacation, their holiday dinner menu, or their kid's birthday party than they spend planning their lives.

Which means they spend years living on autopilot.

And then they wonder why they feel stuck.

YOUR LIFE DESERVES AN ANNUAL REVIEW.

Which is why…

At The Obsessed Retreat, we'll evaluate the essential components of an obsessed life.

We'll uncover the habits, beliefs, behaviors, and decisions that are holding you back.

Everything that’s standing between you and the life you want to live.

And together, we'll identify what’s working, solve what isn’t, develop the skills you need to move forward, and leave with clear decisions, concrete goals, and a plan you'll actually implement to create a life so good you wouldn't dare trade places with anyone else.

An obsessed life is an intentional life.

That life doesn't get built on a random Tuesday between meetings. It gets built when you step fully away.  

Join me in Savannah. 

October 11–14, 2026. 

Your future deserves four days. 

WHAT WE DO AT THE RETREAT

An obsessed life isn't built by accident.

It's built component by component.

And each one deserves your attention.

For you, that might look like…

Ignore even a few, and you'll stay stuck settling for mediocre—for a life that's just fine.

→ An incredible career, but you struggle with boundaries.

→ Financial success, but no time for fun.

→ Total confidence at work, but chasing validation everywhere else.

→ A beautiful family, but a calendar too packed to enjoy them.

→ Knowing exactly what you want, but lacking the discipline to chase it.

→ Wildly productive, but miserable because your relationships are hurting. 

But fine isn't fine.

Not to judge where you are—but to find the exact ones that need your attention. 

So we can fine-tune what needs to be fixed so you can create the life you've been craving.

That's why, at the Retreat, we’ll assess every essential component of an obsessed life.

THE ESSENTIAL COMPONENTS OF AN OBSESSED LIFE

Mindset

Everything starts here. Your thoughts shape your emotions, your actions, and your results. If you can't manage your mind, you'll spend your life reacting instead of intentionally creating, all while experiencing unnecessary stress, suffering, and self-imposed obstacles. If you want different results, you have to learn how to think differently.

Time Management

How you spend your time determines how you spend your life. You don't need more of it. You need to use the time you have more intentionally. If you don't, you'll constantly feel behind, create unnecessary overwhelm, accomplish less than you're capable of, and regret not making time for the people and priorities that matter most.

Boundary Setting

If you can't set boundaries, you'll spend your life people pleasing and abandoning yourself to keep everyone else happy. That eventually turns into resentment because you've built your life around everyone else's priorities instead of your own. You can't create the life you want while abandoning what's important to you. It's your job to protect yourself.

Perfectionism

Perfectionism keeps you stuck. It causes you to overthink, procrastinate, and delay taking action. If you want to accomplish more, achieve bigger goals, and feel better about yourself, you have to overcome it.

Confidence

The relationship you have with yourself affects every area of your life. Confidence changes the way you think, the decisions you make, and the opportunities you're willing to pursue—and ultimately, the life you create. If you want a better life, you have to believe you're capable of creating it.

Decision Making

The quality of your life is determined by the decisions you're willing to make. If you're constantly spinning, overthinking, worrying, and waiting until you're sure, you'll stay exactly where you are. If you can't make decisions, you can't make progress. It's that simple.

External Validation

It's impossible to create the life you want if you're constantly worried about what everyone else will think. If you only feel good about yourself when other people approve of you, you'll let their opinions determine your decisions and, ultimately, your life. You have to be willing to disappoint other people to stop disappointing yourself.

Discipline

Discipline is one of the most important skills you'll ever develop. It's the ability to do what you said you were going to do, even when you don't feel like it. The life you want will require uncomfortable action. Discipline is what allows you to take it. Everyone wants the results. Very few people are willing to consistently do what's required to create them. Discipline is what separates the two.

Discomfort Avoidance

Every meaningful goal will require you to feel uncomfortable. There is no way around it. Whether it's having a difficult conversation, saying no, going to the gym, sticking to a budget, or putting yourself out there, discomfort is part of the process. Your willingness to feel uncomfortable will determine the quality of the life you create.

Career / Business

You spend too much of your life working to settle for "it's fine." Are you doing what you actually want to be doing? Are you proud of what you've built? Do you want more? Is there a problem we need to solve? Whether you're looking for more fulfillment, more success, or a completely different direction, we'll identify the obstacles standing in your way and the skills, support, and solutions required to move forward.

Finances

Money isn't everything, but it influences almost every aspect of your life. Many of the things people picture when they imagine their obsessed life—taking the trip, buying the house, retiring early, starting a business, or helping the people they love—cost money. If your financial house isn't in order, it becomes much harder to intentionally create the life you want.

Relationships

You can't get through the human experience without dealing with people. The quality of your relationships determines the quality of your life. The more conflict you have with your family, romantic partner, friends, or colleagues, the more you suffer. Learning to communicate clearly, resolve conflict effectively, and navigate relationships well isn't optional. It's essential to creating your obsessed life.

Health

The life you're creating is only as enjoyable as your ability to experience it. Your health influences how you feel today, how you'll feel tomorrow, and how long you'll get to enjoy the life you're working so hard to create. It affects your energy, your confidence, and your longevity. That's why it deserves your attention.

Physical Environment

You spend too much of your life in your home and office to settle for environments you don't enjoy. Whether your space is cluttered, disorganized, outdated, or simply no longer feels like you, your physical environment should be in alignment with the life you're creating. If it isn't, it's worth asking what needs to change. Whether that means decluttering, renovating, moving, or making a bigger change altogether, your surroundings deserve your attention.

Organization

Organization isn't about perfection. It's about creating systems that reduce unnecessary friction and help your life run more smoothly. Whether it's your calendar, your paperwork, your travel, your routines, or your home, getting organized gives you more time and energy for what matters most.

Fun & Recreation

Life isn't meant to be endured. It's meant to be enjoyed. Too many people postpone fun until they have more time, more money, or fewer responsibilities. If you're constantly waiting for "someday" to take the trip, try the hobby, or make time for the things you love, it's time to figure out why. Maybe you need to give yourself permission. Maybe you need to carve out the time. Or maybe you've forgotten what actually brings you joy. Whatever the reason, we'll address it. Because fun deserves to be part of your life, not something you keep putting off.

Together, we'll assess:

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Why this year's retreat is different

For years, the retreat ran in three separate parts:

—one day to solve the problems keeping you stuck,

—one day to develop the skills you needed to move forward, and

—one day to set goals and make plans to achieve them.

When it came to solving problems, we focused on the major areas of your life—career, finances, health, relationships, and a few more.

That approach worked. But after coaching hundreds of people through it, I saw how it could work better.

Those categories were broad. We'd pinpoint the general area where you felt stuck, but not the specific issue keeping you there—and when the assessment is that broad, the more precise problems slip through.

Because the biggest obstacles standing between people and the lives they wanted were rarely broad. They were specific: perfectionism, poor boundaries, indecision, people-pleasing, weak discipline, discomfort avoidance. Nameable skills and patterns—and because we weren't assessing them directly, they went unaddressed. So they persisted.

Two other things became clear. One day was never enough to work through your problems. And keeping skill-building on its own day meant you learned the skills over here and tried to apply them over there.

So I redesigned the retreat.

This year...

For each one, you're either satisfied with where it stands or you need to make changes to close the gap.  Nothing gets lumped together. Nothing slips through.

We give problem-solving the time it deserves. 

And instead of teaching the skills separately, we build them in right where you need them, while we work through your real challenges.

We're still solving problems. 
We're still developing skills. 
We're still setting goals and making concrete plans. 

We're just doing it with far more precision—because the more specifically we identify what's getting in your way, the faster and more effectively we can solve it.

instead of several broad categories, we assess the Essential Components of an Obsessed Life—a scorecard for every area and skill that determines whether you can create the life you want.

"How will attending the Retreat help ME specifically?”

The most common question people ask is

If you're wondering the same thing…

Let's make this personal.

  • Do you struggle to manage your time?
  • Do you constantly seek other people's approval?
  • Do you avoid difficult conversations because setting boundaries feels uncomfortable?
  • Is perfectionism slowing you down?
  • Are you putting off decisions you've known you need to make?
  • Do you wish you were more disciplined?
  • Is there a problem at work you haven't figured out how to solve?
  • A financial goal you haven't made progress toward?
  • A relationship that needs attention?

Look back at the Essential Components of an Obsessed Life.

Whatever your answers are... That's what we'll work on in Savannah.

We'll identify exactly what's getting in your way.

We'll solve the problems keeping you stuck.

We'll develop the skills you're missing.

We'll make the decisions you've been avoiding.

We'll create a plan you'll actually implement when you get home.

Which ones need your attention?

What You'll Walk Away With

By the end of the retreat, you won't just leave with pages of notes you'll never look at again. 

You'll leave with:

Whether it's your career, your relationships, your finances, your confidence, or something else, the problems that brought you to Savannah won’t be coming home with you.

SOLUTIONS TO THE PROBLEMS THAT BROUGHT YOU TO SAVANNAH

Absolute clarity about what success looks like for you over the next year.

CONCRETE GOALS FOR 2027

A personalized 12-month implementation strategy that bridges the gap between knowing what you want and actually creating it.

YOUR 2027 ROADMAP

The retreat lasts four days.
The relationships last for years.

A NETWORK OF PEOPLE WHO REFUSE TO SETTLE

A comprehensive evaluation of every essential component of your life, showing you exactly what deserves your time, energy, and attention.

YOUR COMPLETED 2026 OBSESSED LIFE AUDIT

What becomes possible, component by component.

REAL RESULTS

These aren't hypotheticals.

They're receipts.

Everything below is something a real retreater actually created after doing this work—wins they've celebrated in our community, and results I've watched unfold firsthand.

Open any component and see what's possible for you.

Mindset

Mindset

  • Stopped believing every free moment had to be productive and enjoyed time off without guilt.
  • Let go of the story that entrepreneurship was inherently unpredictable and built consistent monthly revenue.
  • Stopped expecting life to go according to plan and learned to adapt instead of unravel.
  • Redirected the energy once spent complaining about a job into building a business.
  • Used to be panicky about health scares. Four years later, she rode to the ER calm enough to crack jokes with the nurses—the same emergency, a completely different person.
  • Moved through months of uncertainty while navigating the law-firm partnership process without spiraling or self-sabotaging.
  • Replaced the decades-old story that bad grades in college meant being "bad at learning" and gained the confidence to tackle things that once felt impossible.
  • Traded "Why is this happening to me?" for "What am I going to do about it?"
  • Stopped letting the news dictate her mood, focus, and peace of mind and reached genuine calm after years of letting it run the show. 
  • Replaced the belief that making money was greedy or selfish—and increased income while growing savings for the first time.
  • Stopped letting other people's behavior determine the mood for the day.
  • Overcame the belief that she couldn't make real money outside of corporate, left to build the wellness business she'd been dreaming of, and now earns enough to live on—with her sights set on opening a brick-and-mortar. 
  • Faced an ER visit and a scary procedure for her youngest, and instead of drowning in helplessness and panic, coached herself to steady—and showed up for her kid when it counted most.

time management

time management

  • Maintained a single, trusted to-do list—and stopped wondering, "What am I forgetting?”
  • Learned how to accurately estimate the time required for a task instead of assuming everything takes 20 minutes, ending the I'll get to it all fantasy.
  • Set dedicated times for processing email instead of jumping into the inbox every time a new message came in.
  • Built the confidence to reschedule meetings that once felt impossible to move.
  • Completed a time audit and reclaimed hours every week that had been lost to scrolling or spinning.
  • Redefined what could realistically be accomplished in a workday—and stopped feeling like they were never doing enough.
  • Put a cap on meetings each day so focused work didn't have to get done after dinner.
  • Stopped judging the day by what was left on the to-do list—and started appreciating what actually got done.
  • Started planning around actual capacity instead of wishful thinking.
  • Created an execution plan for a months long project and completed work in timely phases before looming deadlines made them impossible to ignore.
  • Created comprehensive schedule that allotted time to all important responsibilities including homeschooling, coaching business, contract work, family time so life stopped feeling chaotic and things stopped slipping through the cracks. 
  • Spent two years dreading the idea of actually doing tasks when they're scheduled—then tried it and found it was nowhere near as bad as her head had made it out to be.
  • Realized she'd never once figured out how long her daily walk actually takes—so it never got done. Once she gave it real time on the calendar, it started happening. 
  • Called procrastination one of the great demons of her life for years. After finally understanding why she did it, she strung together her first full month of freedom from it.
  • Spent decades stuck in "half-pregnant" weekends—never working, never resting, just thinking about working. She decided one Saturday would be fully off and Sunday fully on, held both, and ended the weekend genuinely rested and accomplished. 
  • Felt the pull to check email early, remembered it was "already decided" for later, and stuck to her actual plan instead—proving the urge didn't have to run the day. 

boundaries

boundaries

  • Set boundaries at work and now logs off at 5:30 instead of grinding through nights and weekends.
  • Turned down late-night drinks on work trips—even with senior leadership—because being rested mattered more than people-pleasing. 
  • Took her first vacation without checking email or running the business from the beach—and let it be a real break.
  • Stopped over-accommodating friends and reclaimed her downtime—without the resentment that used to come with it.
  • Held her flat fee when a prospect pushed to haggle, trusting the right clients would pay it rather than discounting to avoid the discomfort. 
  • Loved a volunteer role but not the chaos—so instead of trying to change someone who wouldn't budge, she stepped out of the leader seat and chose the setup that protected her peace.
  • Capped her calendar so people could only book meetings with her 10-to-3 instead of claiming her whole 8-to-5—and despite bracing for blowback, it never came. 
  • Ceased contact with a family member who'd hurt her and held the line even when a parent laid on the guilt—because taking care of herself came first. 
  • Almost said yes to "just one call" during her family vacation—caught herself, offered a time after she was back, and the client happily waited. 
  • Stopped arguing politics with family—chose not to engage even when others brought it up—and made it through the family reunion in peace.
  • Held firm with her daughter—no trip until the obligations were done—instead of caving like she used to. Her daughter got it done.
  • Didn't want to do a favor a colleague asked of her—so instead of caving, she found the words to decline it gracefully.
  • Constrained her work to set days so she could actually enjoy the summer with her kids, and held the line when a client pushed for more.
  • Turned down a speaking gig priced at a third of her rate—no guilt, no need to justify it.
  • Told a client well in advance when she'd be unavailable, and honored it instead of quietly making an exception.
  • Set limits on the financial support they gave their adult children—instead of rescuing them out of guilt every time—to protect his and his wife's own financial security.
  • Chose a small holiday with the people who are good to her over the big obligatory gathering with family who'd been unkind—and had her first peaceful Christmas in years.

confidence

confidence

  • Couldn't name ten things she liked about herself when we started—now she can't fit them all on one page.
  • Built the belief that she was strong enough to get herself and her kids out, and ended a years-long abusive relationship.
  • Finally let herself say it out loud: she's genuinely good at what she does, and it's a no-brainer to hire her.
  • Turned down a job offer because she finally trusted there was something better for her, instead of grabbing it from scarcity.
  • Built such deep belief in her ability to get her clients results that she started guaranteeing them—and more people hired her because of it.
  • Used to reflexively drop her price or give the work away whenever she doubted herself. She built the belief that what she offers is genuinely worth it—so now she holds her rate, stops discounting to feel safe, and trusts the right clients will gladly pay for it.
  • Got told, repeatedly, that she was too expensive and others charged five times less. Every part of her wanted to cave. But she'd built enough belief in the value of her work to stick to her guns—and signed the client who wanted the best, not the cheapest.
  • Believed he had far more to offer than the small campaign he was asked to pitch—so he went bigger, offered more value, priced himself as the expert, and turned it into a $17K brand deal.
  • Walked away from a toxic on-again, off-again relationship once she believed her time and energy were worth protecting—and now she's fiercely selective about both. 
  • Down to the final hours of her launch, self-doubt told her to quit early—that it was over, no point. She didn't let it. She kept showing up and following through to the very last minute instead of quietly accepting defeat—and felt genuinely proud of herself for going all in.
  • Trusted herself enough to invent her own consult process instead of copying someone else's—and walked in calm, connected, and in deep belief. 
  • Spent years hating her body and using too-small clothes as "motivation" that never worked. She stopped the self-punishment, decided there was nothing shameful about where she was, and started treating herself with respect exactly as she is now. 
  • Used to dread hosting her workshops, drowning in self-doubt and desperate to get it "right." Now she walks in believing in herself and the value she brings—certain she's about to blow their minds.

perfectionism

perfectionism

  • Couldn't post on social media because every word had to be original and the best—until she decided her only job was to help people, and the writer's block lifted. 
  • Used to obsess over every detail of her dinner parties until she couldn't enjoy her own gatherings—now she puts her heart into it, drops the need for perfect, and actually enjoys the people she's with. 
  • Put off writing meeting agendas for fear they weren't thorough enough to circulate—now she gets them out on time, trusting she can add anything missing later. 
  • Dreaded circulating her outline for a high-stakes deposition, sure the partner would think it was dumb—then sent it early anyway, while there was still plenty of time to course-correct.
  • Held herself back from taking work in a new area of law because she was afraid of not doing it perfectly—then started saying yes, precisely so she could get the practice.
  • Let go of needing a spotless house 24/7—which freed him to pour real time into building his business while still handling chores at set points in the day. 
  • Realized she was holding herself to an impossible standard as a friend—lowered the bar to something sustainable, and became a better friend with far less self-judgment.
  • Posted her first social media post in almost a year—"it's so bad," she said—and hit publish anyway. She's selling again. 
  • A sick kid at home used to mean canceling the whole day. Instead she asked, "What would the B+ version look like?"—told her client she'd need to step out once or twice, and kept both her coaching and her mothering. 
  • Aimed for "B work" on a contract instead of perfect, sent it off, got a few corrections—and instead of beating herself up, added it to her growing list of proof that good enough gets it done. 
  • Wanted to procrastinate on prepping a talk for 80 people—her first that size—but sent the "B-minus" slides in so she literally couldn't keep tweaking them, then spent her energy rehearsing instead.
  • Let go of expecting the same output from herself every single day—accepted that sickness, grief, and hard seasons mean less capacity, and that it's okay. She's a human, not a robot.
  • Built and launched her own website in a few focused days—refusing to let perfectionism pull her into the rabbit hole of endless revisions.
  • Shortened a workout to 20 minutes instead of skipping it entirely, sidestepping the all-or-nothing trap that used to cost her the whole habit. 
  • Stopped setting rigid "X by Y date" weight goals that made her unravel the moment she fell behind—and traded them for steady daily progress that finally stuck.
  • Avoided her first-ever LinkedIn post for weeks, ruminating and thinking poorly of herself for stalling—then reused an old post, hit publish, and broke the seal. 
  • Spun in indecision over her monthly schedule for weeks—then gave herself one hour to "just do the damn thing," built it messy, and trusted she could adjust as she went. 
  • Put off her kids' memory books for 27 years waiting for the perfect time to do them right—finally let go of perfect and started turning decades of photos and keepsakes into the books she'd always meant to make.
  • Stopped believing there was no point decluttering unless she could tackle the whole overwhelming house at once—and started clearing it one bag at a time, because slow progress beats no progress.
  • Spent years calling herself lazy for everything she avoided—then realized perfectionism was the real culprit, and the procrastination faded once "good enough to start" replaced "has to be perfect."

external validation

external validation

  • Woke up at 4am stressed and finally admitted she couldn't do it all—so she put a pin in 80% of her self-imposed to-do list, choosing her own energy over the fear of being judged for not doing enough. 
  • Refused to cancel a long-awaited trip even as family tried to guilt her out of it. 
  • Stopped quietly absorbing extra work due to a colleague's poor planning and pushed back—with both her peer and her boss—instead of needing to be seen as the one who saves the day. 
  • Registered for the retreat even though her husband was upset and didn't understand it—and went anyway, for herself.
  • Put off announcing her coaching certification for fear her boss would think she wasn't focused on work—then shared it publicly, deciding that if the reaction wasn't what she hoped, she'd keep going anyway.
  • Spent years staying quiet about her wins because sharing them felt braggadocious—then started celebrating them out loud, deciding her success was worth owning instead of hiding.
  • Used to run every risky post by everyone she knew before hitting publish—then shared a bold, unfiltered take without asking a single person's permission first.
  • Started her own business even though family members warned it was too risky and told her not to—and bet on herself instead of their approval.
  • Stopped letting the people who dismiss her get to her—she trusts her work and her results enough now that their disapproval simply doesn't land.
  • Avoided posting on LinkedIn because she didn't want her coworkers and the people she manages to judge her—then started posting anyway, regardless of what they'd think.
  • Was told by a networking group that she needed a master's degree to be taken seriously as a coach. When they asked if she'd consider going back to school, she didn't let it shake her—she said no, let it mean nothing, and moved on.

decision making

decision making

  • Used to research a decision to death—this time she put a cap on how much digging she'd allow herself, chose overnight with zero spinning, and never looked back. Brand-new territory for her.
  • Stopped waiting for her husband to fix things around the house, focused on what she could control, and simply scheduled the repair—no argument, just handled.
  • Eight days out from her monthly workshop, buried in brain drama, she almost skipped it—then honored the decision she'd already made and showed up every single day to promote it instead. 
  • Turned lifelong hesitation and overthinking into a "gag and go" way of living—deciding and moving before her brain could talk her out of it. 
  • Spun and catastrophized for months over a hotel investment—then gagged her way through the logistics, got it across the finish line, and felt zero second-guessing once it was decided.
  • Stopped remaking the same travel decisions every work trip—decided once, honored it every time, and saved herself the mental bandwidth. 
  • Learned there's no single "right" decision—so instead of spinning and stalling, she picks something and moves. 
  • Decided not to keep duplicates of things around the house (nobody needs two blenders)—one simple rule that made staying organized easier. 
  • Learned that deciding doesn't require time—and doubled her rates in an instant instead of thinking about it for months or waiting to feel ready. 
  • Extended her trip on the spot instead of agonizing for days—because it was what she wanted, and she didn't let the cost to change her ticket talk her out of it.
  • Stopped letting workshop topics and logistics turn into an overthinking spiral, made the calls quickly, and freed herself up to do the real work of creating and promoting it.
  • Decided long ago that she'd never discount her prices—so when a group asked her to run a full-day event for less than half her rate, there was nothing to agonize over. The decision was already made.
  • Learned to have her own back after a decision instead of picking it apart and punishing herself with regret—now, even when things don't go to plan, she trusts herself to handle it. 
  • Realized the "false third option" she was holding out for didn't exist—so instead of staying stuck waiting for something that would never come, she chose between the two options that were available and moved forward.

discipline

discipline

  • Gave up the story that she was lazy, learned that discipline is a skill you build—not a trait you're born with—and did the work to become someone who does what she says she'll do.
  • Built a daily workout streak past 800 days—showing up whether she felt tired, bored, or pressed for time. 
  • Made a decision not to eat certain foods in support of her health goals—and honored it even while feeling bored and deprived, because the discomfort didn't get a vote. 
  • Built a consistent habit for the first time in her life—terrified that getting sick would derail her for good, but when it happened, she rested and got right back to it the moment she recovered. 
  • Committed to decluttering her whole house and threw out a load every trash day, week after week, until the job was finally done.
  • Learned to catch the lies she told herself to justify slacking off—"I'm tired," "one day won't matter," "I'll make up for it tomorrow"—and stopped letting them run the show. 
  • Used to binge podcast episodes instead of marketing her own business—caught the pattern, cut the chronic consumption, and put that time into her business instead. 
  • Posted on social media inconsistently for years—then built herself a marketing playbook and honored it, writing and posting more consistently than ever, and finally loving it.
  • Stopped opening emails, then leaving them to reopen later—now she processes each one once and moves on. 
  • Sent 20 LinkedIn connection requests a day, every day, with zero mind drama about it—and steadily grew her audience by hundreds.
  • Set a month-long workout target—three cardio, two lifting, every week—and hit it, working out late at night and on the road when she had to. 
  • Stopped numbing stress with food—when a hard day hit, she journaled through it instead and held the decision she'd made.
  • Traded weeknight TV for reading—and actually stuck with it. 
  • Bit her nails for nearly five decades—an anxiety habit from childhood she was convinced she'd never break—until she decided to let that story go for good.

embracing discomfort

embracing discomfort

  • Accepted a panel invitation despite near-crippling public-speaking anxiety and real doubt about her ability to teach—said yes to the thing that scared her most. 
  • Dreaded a hard email to her manager for fear of sounding rude or insecure—wrote it directly, sent it, and got a warm "Will do!" back.
  • Sat with a legal brief that stirred up genuine dread and fear—cut out every distraction and pushed through five straight hours until it was done. 
  • Kept moving her business forward even while her personal life felt like it was falling apart. 
  • Started dissolving a collaboration despite the guilt—and felt lighter and more open almost immediately. 
  • Shared something vulnerable in a women's circle—exposing, but it felt better to be seen than to keep wearing the mask she wears at work. 
  • Said yes to hosting a fireside chat in front of up to 300 people—scared out of her mind, and said yes before she could talk herself out of it.
  • Raised her hand for coaching on something embarrassing—and put what she learned to work in a client session that same evening. 
  • Published a Kindle book but froze when it came time to tell anyone—imposter syndrome screaming "danger"—then shared it anyway, fear and all.
  • Posted an IG reel for her business after months of mental blocks—accepting she'd "be bad until she's good," and taking the leap anyway. 
  • Ended her workday at 5pm as promised even with more on her plate and people expecting more—a total gag-and-go moment.
  • Made herself go to the networking events, the parties, the shows she'd normally skip—and keeps pushing herself out the door even when she'd rather not. 
  • Sent a detailed email she'd been avoiding for ages because it felt daunting and overwhelming—sat in the discomfort, chipped away at it in pieces, and finally hit send, trusting she could handle whatever came next.
  • Said no to giving up her chosen seat on a flight, sitting in the discomfort of the ask rather than accommodating out of reflex.
  • Dreaded taking down and boxing up the Christmas decorations, felt zero motivation, wanted to put it off until after the first of the year—then just did it. 
  • Joined Toastmasters and got up to speak impromptu on day one, instead of "thinking about it" for another year. 
  • Braced for her husband to resist when she raised signing a postnuptial agreement—had the hard conversation anyway, and it went far smoother than she'd feared.
  • Learned to sit with grief and sadness instead of being flooded by it—so she could show up at the funerals of people she loved, present for them, instead of staying away because the emotions felt like too much.
  • Dreaded gathering, scanning, and uploading her tax forms for a new accountant—committed to doing it that day, and got it done.
  • Resisted the family laundry because she thought it shouldn’t take so much time—timed it instead, learned it was 90 minutes, and let go of the dread by turning it into a simple math problem. 
  • Felt annoyed and tired and did the thing anyway—finished the posts, got the steps in—because she knew the pride on the other side was worth more than the comfort of quitting. 

career/
entrepreneurship

career/entrepreneurship

career/
entrepreneurship

career/entrepreneurship

  • Left a corporate job and launched the consulting business she'd been dreaming about for years.
  • Started her own law firm and blew past her $100K first-year goal, hitting $275K by spring.
  • Made partner at her law firm.
  • Grew a side hustle into a sustainable multi-six-figure business.
  • Signed a book deal—for two books, with a renowned publisher.
  • Left the government job she'd always known, moved to Miami, and took the highest-paying, most fulfilling role of her career.
  • Signed her first 1:1 client—then filled her practice to a waitlist.
  • Went full-time in her business and collected $141K in twelve months—more than double the year before.
  • Turned an editing side hustle into a real business—and raised her rates by over 2,000%.
  • Broke out of a sales slump and surpassed her income goal for the year.
  • Made $11,000 in a single day in her business.
  • Set a revenue goal that felt huge—€20K—and nearly doubled it, closing the year at €37K.
  • Hit her income goal for the year by the end of the first quarter.
  • Hosted 41 women at her second retreat—sold out on referrals before she even marketed it, and now she's eyeing international.
  • Featured in the news ten out of twelve months in a year—TV, radio, newspaper, and podcasts—all of it organic.
  • Took over two difficult client relationships her managers had given up on—and by taking control of how she chose to think about the clients, kept a clear, steady head where her managers' minds had spiraled.
  • Rebuilt her consult process from the ground up and closed three out of three potential clients right out of the gate.
  • Learned to delegate after years of avoiding it—now has two contractors who let her earn more without working more.
  • Prepared her team in advance so she could be fully present in meetings instead of constantly checking email and Slack.
  • Listened without defensiveness when a direct report named tension between them—stayed curious, asked questions, and left her feeling heard.
  • Took the first step to move projects off her plate and onto the right team, instead of silently carrying work that wasn't hers.
  • Realized she'd been too loose with her schedule just because she works for herself—set real rules for when she works and when she doesn't, and got more done because of it.
  • Reduced her hours and reshaped her workload around the parts of the job she actually loves.
  • Planned to dial back during a cross-country move without letting it dent her business or her income for the year.
  • Turned his first profit in his business after three years in the red. (src 2)
  • Built a successful business while protecting the schedule that mattered—working only while her kids are at school.

finances

finances

  • Spent her whole adult life believing she was bad with money and couldn't be trusted to save—went from $0 in savings and zero emergency fund to a five-figure savings goal she's on track to beat. 
  • Let go of the belief that money was the root of all evil—now she invests, has more than anyone in her family ever has, and genuinely loves money as a tool. 
  • Paid off over $30K of credit card debt—and refused to choose between clearing the debt and investing in herself, making a plan to do both. 
  • Invested $25K in a real estate portfolio—a genuine bucket-list milestone. 
  • Handed the family finances to her husband years ago after a bad fight about money—worked her way back to knowing exactly where they stand, and now sits at the table for their investment decisions. 
  • Gave herself permission to spend on experiences instead of saving every last dollar. 
  • Faced the financial review she'd been dreading and avoiding for ages—put it on the calendar, no more buffering, and got it done. 
  • Started building toward an early-retirement number with a realistic plan to get there. 
  • Set up her business account, tax-savings buckets, and a financial cushion—then actually started funding them, building the foundation she'd long put off.
  • Asked her employer to reimburse her conference, travel, and hotel—advocated for exactly what she wanted, specifically and unapologetically, and got a yes.
  • For the first time ever, she spent the money she'd earned in her own business on herself—and pushed through the guilt and "I shouldn't" until she could actually enjoy it.

health

health

  • Used to hate working out—now she loves taking care of her body and is the happiest, healthiest, and fittest she's ever been.
  • Went from seeing food as a pleasure that was quietly hurting her to a genuinely healthy relationship with food and her body.
  • Stopped believing crash dieting would ever work and made peace with slow, steady, sustainable progress—recognizing the "high" of rapid loss was part of what kept her stuck.
  • Lost 80 lbs since 2023.
  • Hit 199 lbs—a goal she'd been chasing for over 20 years.
  • Made the decision to stop snacking between meals in support of her health goals—and honored it, even when the urge showed up.
  • Passed the two-year mark alcohol-free.
  • Caught herself about to trade her workout for a glass of wine after a long, interrupted day—talked herself past every excuse her brain offered and got the run in anyway.
  • Decided to get the cosmetic procedures she wanted to finally feel confident in her body—and calls it one of the best decisions she's made.
  • Listened to her body and got herself to the ER—twice in one week—catching an emergency appendix surgery and then a post-op infection, because she refused to second-guess herself when something felt wrong.
  • Kept advocating for herself through a frustrating stretch of appointments until she finally got a clear diagnosis, a treatment plan, and real relief in sight.
  • Finally had the medical procedure she'd been putting off—and cleared up problems she'd been living with.
  • Had knee replacement surgery, recovered, and got back to the trail—her first hike in over two years, 5.8 miles that felt like a real comeback.
  • Nearly eliminated chronic headaches and neck and shoulder pain by working saner hours.
  • Got her health practices dialed in and consistent—and the bloodwork to prove they're working.
  • Protected her sleep before early meetings on work trips by declining the dinner invitations that would've cost her the rest.
  • Increased her daily steps and improved her sleep—the unglamorous basics that change how every day feels.

relationships

relationships

  • Repaired her marriage after resentment about her husband's work schedule and income had worn the relationship down.
  • Improved a strained relationship with her son by releasing the judgment and the need for him to be different—and now they're genuinely close.
  • Learned to accept her sister exactly as she is, flaws and all—and their relationship healed because of it. 
  • Got to a place of real presence with her daughter after a frightening season of separation anxiety—now she watches her thrive, a different kid with a different mom. 
  • Made herself show up to a friend's party after missing his last two—stopped letting "I don't feel like it" keep her home. 
  • Called herself "No Fun Mom" for years—started saying yes to the games and welcoming the cuddles she used to resist, and became the mom she wanted to be. 
  • Let go of friendships she'd outgrown and built a life around people who fit who she's becoming. 
  • Went from squeezing in scraps of family time to dinners together most nights, weekly activities, and real trips.
  • Named what she wanted in her marriage—more date nights, more variety—and got it, right down to the show her husband surprised her with. 
  • Reengaged with friendships she'd let go dormant, instead of letting them quietly fade.
  • Almost canceled on a friend of 38 years like she had before—pushed through the tired and the traffic and went, and was so glad she did. 
  • Asked her husband to take over the bedtime routine so she could get her own work done—leaning on her partner instead of carrying it all herself.
  • Let herself lean on her parents' unconditional support through a hard move and separation instead of trying to power through it alone—and realized how much that closeness had been missing from her life.
  • Let go of years of resentment toward a father who hadn't been there—choosing, as he neared the end of his life, to release it for her own sake rather than carry it any longer.
  • Learned to accept her ex-husband's choices as a co-parent instead of getting upset over every decision she disagreed with—and stopped handing him control over her peace.
  • Recognized her partner's shaming for what it was—an attempt to control her—and started making her own decisions on her own terms, without letting it land.

physical environment

physical environment

  • Walked away from the cities up north that never really fit her and moved to paradise—the sun, the pace, the life she actually wanted.
  • Signed the lease on a fresh start and moved back to be closer to family—and felt the decision become real the moment she did.
  • Moved onto a golf course five minutes from the beach—a retirement dream she made real a decade or two early.
  • Bought a house that already had everything she wanted instead of settling for a fixer-upper and telling herself she'd remodel "someday"—now she's obsessed with a kitchen she gets to enjoy instead of a renovation she never wanted to take on.
  • Went back and forth for ages—remodel, sell, or just live with it to avoid spending—then made the call, invested in the space, and built the office she loved instead of tolerating the make-shift one.
  • Finally did the office accent wall she'd talked about for a decade—now the backdrop for every coaching call, and a daily hit of joy.
  • Gave herself permission to love beautiful spaces and things—spent under $750 on small, intentional upgrades like better linens and her first-ever pair of slippers, and now feels the difference every single day.
  • Gave away seven bags of clothing and got her desk and bills back in order—cleared the clutter and the mental noise with it.
  • Decorated two rooms in her new home using only what she already owned—a real win for someone who doesn't love decorating or spending on it.
  • Dreaded tackling her overflowing closets—gave herself one afternoon, made real keep-or-give decisions, and finished proud instead of overwhelmed.
  • Cleared out and organized the overflowing pantry—thinned it down to what she actually uses, because less stuff means less chaos.
  • Cleaned out old shelving, ski boots she hadn't touched in a decade, four (four!) ice scrapers, and a dead BBQ grill—filled two garbage cans and a recycle bin, and did a little happy dance over the difference.
  • Decluttered her basement by getting rid of things she and her daughter would never miss—and now feels joy walking downstairs instead of dread.

organization

organization

  • Built a clear, repeatable process for prepping depositions—so instead of overthinking every time, she trusts she's done a thorough job.
  • Created a repeatable process for employee reviews—and ran them for the first time in years of owning her firm.
  • Built a marketing playbook that decides what to post, how often, and when—so no time gets lost deciding, only doing.
  • Set up recurring content systems—a weekly pep-talk video series and pre-recorded podcast episodes batched in advance—so her marketing runs on a rhythm instead of scrambling.
  • Mapped two full years of content from posts she'd already written—freeing up the mental space marketing guilt used to eat.
  • Set up KPIs to track her business metrics—so she stays intentional, sees when she's off track, and course-corrects instead of guessing.
  • Turned a dreaded calendar overhaul into standing blocks for coaching, admin, and her team—scheduled out for the entire year, so her time actually gets used on purpose.
  • Put a schedule in place to finish two certifications by a deadline—plugged straight into her calendar so they actually happened.
  • Planned all her time off at the start of the year—so rest is already decided and the scramble is gone.
  • Plans her whole day the night before, every night—so she starts each morning already knowing the plan.
  • Built a work-travel routine—arriving a day early to settle in and start the week prepared instead of rushed.
  • Built catch-up time into her schedule after trips, so she comes home to a plan instead of instant overwhelm.
  • Redesigned her whole work-travel routine—meals and protein packed ahead, sleep and movement built in—so the decisions are all made before she leaves, and travel stopped being something she just endured.
  • Decided her restaurant order ahead of time—a salad with protein, always, no exceptions—so eating out couldn't derail her health goals in the moment.
  • Took massive action on a photo-organizing project she'd avoided for 27 years—digitizing decades of CDs, film, and photos she'd been meaning to deal with forever.

fun & recreation

fun & recreation

  • Splurged on courtside seats for her, her husband, and daughter—something she'd never have let herself buy before—and gave herself permission to enjoy the money instead of feeling guilty. 
  • Agreed with her husband to spend money they'd earmarked for retirement on travel now—while they're young and healthy enough to enjoy it. 
  • Historically frugal, she upgraded the trip to first class and added two extra nights—something she'd never have let herself do before. 
  • Made adventure and time with her people a non-negotiable—Italy, Spain, Mexico, Austria, and more in a single year—and calls it her proudest accomplishment.
  • Built her whole next year around her time off first, for once—planning rest in advance instead of waiting until she was too exhausted to enjoy it.
  • Made weekly self-care an actual plan, not an afterthought—massages, movies, sleeping in, reading for pleasure—and held the boundary to protect it. 
  • Wanted a hot air balloon ride for years—almost talked herself out of it, then went anyway, and is already eyeing the next, bigger adventure. 
  • Climbed his fifth mountain of the year—chasing the view that only comes from doing hard things over and over. 
  • Made new golf friends and now plays on weekends with them and her husband. 
  • Took her first-ever girls' trip to Seattle—new territory, and a joy she'd been missing. 
  • Planned first-class trips with her husband after an open conversation about what they both wanted—turns out he'd been dreaming of the same thing. 
  • Spontaneously signed up for a retreat because she needed rest—and gave herself a break she'd normally never take, treating rest as a requirement, not a reward. 
  • Applied on a whim to be a concert fan ambassador—and landed pit tickets, a meet-and-greet, and a story worth telling, all because he decided to just go for it. 
  • Two weeks before starting a new job, she took herself on an impromptu solo trip to a beautiful hotel—and, for the first time in longer than she could remember, woke up with no alarm and nowhere to be.
  • Celebrated his parents' 60th anniversary with a private chef and his family—a magical night he made happen instead of letting the milestone pass.

WHAT THEY'RE SAYING

WHAT THEY'RE SAYING

They are life changing- from being locked in with other people who are looking to create their obsessed lives, to the luxury of the surroundings and experiences throughout the retreat, it’s a non negotiable for me!

ADRIENNE GARCIA

The Obsessed Retreat is an exquisite experience! Between the beautiful expansive location where you can immerse yourself for 3 full days to learn, grow and fully focus on your goals with the perfect balance of teaching and coaching, the retreat is one of my favorite experiences EVER!

I love that Olivia builds upon the teachings from the previous retreat and coaches you along the way, for however long needed to get the breakthrough. It's also such a great opportunity to meet likeminded people in the same arena. I’ve made some pretty amazing lifelong friends thanks to this cohort.

ROSALINDA LOPEZ

Being in the company of high achievers who are committed to personal and professional growth for several days has elevated what I dream of for myself and stretched me in ways that have proven not just possible, but inevitable. I am a strong believer in being intentional about my surroundings as part of creating a life I am obsessed to live. Olivia models this too as she chooses settings that inspire and delight, where quality is at every turn, the level of hospitality off the charts.

KRISTIN DABNEY

THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   THE OBSESSED RETREAT   

Southern charm meets modern luxury in the heart of Savannah's Historic District.

As a retreat attendee, you'll receive access to a special group rate at The Perry Lane Hotel—just $359 per night—making it easy to stay with the group and fully immerse yourself in the retreat experience.


Where will
The Obsessed Retreat
take place?

IN SAVANNAH, GEORGIA. THE PERRY LANE HOTEL TO BE EXACT.

Where you do this work matters.

It's hard to think differently when you're surrounded by the same routines, responsibilities, and distractions that keep you stuck.

That's why we're heading to Savannah. 

THE PERFECT PLACE TO PRESS RESET

For four days, you'll trade your overflowing inbox, endless responsibilities, and constant distractions for meaningful connection, practical coaching, unforgettable experiences, and the unmistakable charm of a city that invites you to slow down long enough to finally hear yourself think.

You'll have the time to reflect.

The clarity to make decisions.

And the chance to step away from your life long enough to intentionally decide how you want to live it. 

detailed event schedule

SUNDAY | OCTOBER 11TH

6 PM - 9 PM | THE WELCOME RECEPTION

MONDAY | OCTOBER 12TH


9 AM - 10 AM | BREAKFAST
10 AM - 1 PM | WORKSHOP DAY ONE - MORNING SESSION
1 PM - 3 PM | LUNCH BREAK
3 PM - 6 PM | WORKSHOP DAY ONE - AFTERNOON SESSION

TUESDAY | OCTOBER 13TH

9 AM - 10 AM | BREAKFAST
10 AM - 1 PM | WORKSHOP DAY TWO - MORNING SESSION
1 PM - 3 PM | LUNCH BREAK
3 PM - 6 PM | WORKSHOP DAY TWO - AFTERNOON SESSION

WEDNESDAY | OCTOBER 14TH

9 AM - 10 AM | BREAKFAST
10 AM - 1 PM | WORKSHOP DAY THREE - MORNING SESSION
1 PM - 3 PM | LUNCH BREAK
3 PM - 6 PM | WORKSHOP DAY THREE - AFTERNOON SESSION
7 PM - 10 PM | THE FAREWELL DINNER

YOU’LL WANT TO ARRIVE NO LATER THAN THE AFTERNOON OF OCTOBER 11TH AND DEPART NO SOONER THAN THE MORNING OF OCTOBER 15TH.

Behind the scenes of our latest retreats

THE STRATEGIST BEHIND THE OBSESSED LIFE

Most people already know they want more.

More fulfillment.
More confidence.
More freedom.

The hard part isn't wanting more.

It's figuring out why you don't already have it.

That’s where I come in.

My job isn't to motivate you. 

I’m not here to hand you another inspirational quote or tell you to "believe in yourself."

I'm here to help you identify what's standing in your way, determine what needs to change, and teach you exactly how to change it.

Meet Olivia

It's about making the right changes, in the right order, over time.

That requires two things.

You have to think differently.

But you have to operate differently too.

That's why every aspect of my coaching is designed to help you do both.

No fluff. No theory.

Just brass-tacks coaching that creates real results.


And if there’s one thing I’ve learned it’s this:

Creating a life you're obsessed with isn't about changing everything overnight.

I've spent years doing this work in my own life and helping hundreds of ambitious professionals do the same.

YOUR INVESTMENT

$5,000

paid in two installments of $2,500.

The cost to attend
The Obsessed Retreat is

→ Three immersive workshop days with more than 18 hours of coaching, strategy, and problem solving.

→ Coaching 101, my self-paced mindset course that equips you with the fundamental coaching concepts and tools we'll build on throughout the retreat, so you arrive prepared to get the most out of the experience.

→ An intentionally small group to maximize personalized coaching and individual feedback.

→ Welcome reception, daily breakfasts, and a farewell dinner designed to deepen connection throughout the retreat.

→ Private community access before and after the retreat to build relationships, maintain momentum, and support your continued growth.

→ Retreat recordings so you can revisit the lessons, strategies, and breakthroughs long after you return home.

Admission to The Obsessed Retreat Includes:

WHAT THEY'RE SAYING

WHAT THEY'RE SAYING

The Obsessed Retreat is equal parts dreaming, doing, and being pushed in your thinking by a group of diverse thinkers who only want to see you succeed and reach your goals. The in person aspect of the retreat allows for such robust and rich conversations you can't find in any other programs out there.

JAY RAMSDEN

I've participated in The Obsessed Retreat twice. Both times were overdelivered value! From the food, ambiance, and comfort to the relationship building and impactful conversations, to the hours and hours of in-person coaching that creates a shift in-real time, I'd recommend this retreat to any person that wants to experiences new places, meet amazing people and most importantly shift your life in just a week's time!

REGINA SLOAN

Frequently Asked Questions

How much does it cost to attend The Obsessed Retreat?

01

The cost to attend The Obsessed Retreat is $5,000.

Are payment plans available?

02

Yes. Payments will be made in two installments. You can complete your first payment by clicking on any of the “Register Here” buttons on this page. Once you submit your first payment, you will receive a confirmation email with information about the upcoming event. Your second payment will be due by September 15, 2026. Once you submit your first payment, you will also receive limited access to The Obsessed Membership Member Portal. Inside the Member Portal you’ll be able to meet and engage with the other Retreaters, watch on-demand foundational videos to prepare you for the live workshop sessions and access the retreat recordings once our time in Savannah concludes. 

What does that include?

03

Your admission to The Obsessed Retreat, including The Welcome Reception, three full days of workshops (with breakfast included), and The Farewell Dinner. It also includes limited access to The Obsessed Membership Portal, which allows you to connect with your peers, watch pre-retreat module videos that will teach you the foundational concepts we’ll be using at the Retreat, and access the retreat recordings once our time in Savannah concludes. 

The cost does not include travel expenses to Savannah, your lodging accommodations, or other incidentals during your stay.

What if I want full access to The Obsessed Membership Member Portal?

04

You can have it. To unlock full access to The Obsessed Membership Portal all you need to do is enroll in The Obsessed Membership here. When you enroll, you will get complete access to the monthly group coaching calls, unlimited written coaching and feedback, all of the Obsessed Membership course content including Time Management Mastery and The Business Development Blueprint, the Masterclass Vault with over 50+ on-demand trainings, and the ability to purchase 1:1 coaching sessions for extra support. 

DO I HAVE TO STAY AT THE PERRY LANE HOTEL?

05

No. You are not required to stay at The Perry Lane Hotel. 

However, if you are like me and you LOVE stunning hotels, like the convenience of staying at the retreat venue, and enjoy being able to spend quality time with the other retreat attendees who will also be staying on site, you’ll want to stay there. 

There is a VERY limited room block for retreat attendees. 

The discounted group room rate is $359 per night. 

When I say limited, I mean it. Available rooms will run out. 

Which means you want to register to attend The Obsessed Retreat as soon as possible. 

Booking information for your lodging accommodations will be provided to you after your registration for the event is complete and your first payment has been submitted. Do not complete your reservation separately.

How long do I have to register?

06

Enrollment for The Obsessed Retreat will close on August 12th, 2026 at 11:59 PM.

Who can attend?

07

Anyone and everyone interested in creating a life they’re obsessed with. Unlike some of my past events, this event is not limited to lawyers.

Can you give more insight into the types of topics we'll cover when we workshop?

08

Yes. One of the biggest changes I made this year was redesigning the curriculum around the problems people struggle with most.

Instead of evaluating broad areas of your life, we'll work through the specific topics that tend to keep people stuck, including time management, boundary setting, perfectionism, confidence, people-pleasing, external validation, discipline, decision-making, organization, relationships, career and business growth, finances, health, mindset, and more.

There isn't a personal or professional problem that's off limits. Whether you're trying to navigate a difficult relationship, prepare for a promotion, grow your business, stop procrastinating, set better boundaries, become more organized, make a major life decision, or simply figure out what's next, we'll use the coaching and problem-solving process to create a plan that fits your specific situation.

What do I need to do to register for the event?

09

Click on any of the buttons that say “REGISTER HERE” and complete the payment form. Then keep an eye on your email. I’ll send you an email welcoming you to The Obsessed Retreat community. 

Once you submit your payment, you will receive the information to book your room at The Perry Lane Hotel should you choose to stay onsite.

I'm a struggling entrepreneur. How will this retreat help me?

10

Most entrepreneurs don't have a business problem. They have a dozen interconnected problems that are affecting their business.

They're procrastinating on marketing because they're afraid of rejection. They're overthinking every decision because they want to get it "right." They're saying yes to the wrong clients because they need the money. They're working nights and weekends but still feel behind because they don't have a system for managing their time. They're comparing themselves to everyone else online and wondering if they should just give up.

At The Obsessed Retreat, we'll address all of it.

Throughout the retreat, we'll workshop the challenges you're facing while developing the skills that will help you solve them—not just this month, but for years to come.
We'll cover topics like mindset, confidence, perfectionism, discipline, decision-making, boundary setting, time management, organization, career and business growth, finances, and more. Then we'll apply those concepts directly to your business and your life.

Whether you're struggling to sign clients, create consistent revenue, market your business, manage your time, build confidence, navigate difficult decisions, or figure out your next move, you'll leave with practical solutions and a clear plan for moving forward.

The goal isn't to give you another notebook full of ideas. It's to help you remove the obstacles keeping your business stuck so you can get back to building the business—and the life—you set out to create.

I'm aN Overwhelmed professional. How will IT help me?

11

If you're constantly overwhelmed, behind, and wondering why everyone else seems to have it together, this retreat was designed for you.

Maybe your inbox is out of control. You procrastinate until deadlines become emergencies. You overcommit, underestimate how long everything will take, and constantly feel like you're disappointing people. You leave work exhausted, only to spend the evening mindlessly scrolling your phone because you're too drained to do anything else.

You keep telling yourself you'll get caught up next week. But next week never comes.

At The Obsessed Retreat, we'll identify exactly what's keeping you stuck and help you build the skills to finally break the cycle.

Throughout the retreat, we'll cover topics like mindset, time management, perfectionism, confidence, discipline, decision-making, organization, boundary setting, relationships, finances, health, and more. Then we'll apply those concepts directly to the challenges you're facing.

Maybe your biggest obstacle is procrastination. Maybe it's people-pleasing. Maybe you're saying yes to everything, struggling to prioritize, or constantly looking for reassurance before making decisions. Whatever the problem is, we'll work through it together and create a practical plan you can implement when you get home.

The goal isn't simply to help you become more productive. It's to help you become someone who consistently follows through, manages their time intentionally, makes decisions with confidence, sets healthier boundaries, and finally feels in control of their life again.

If you're tired of feeling overwhelmed, exhausted, and like you're always one step behind, this retreat will give you the tools, coaching, and plan to change that.

I’M SUCCESSFUL, BUT I STILL FEEL UNFULFILLED. HOW WILL IT HELP ME?

12

Maybe you're successful.

You have the career you worked hard for. You're financially stable. You've built a good life. From the outside, everything looks exactly the way you hoped it would.

So why does something still feel...off?

You're checking the boxes but not feeling excited anymore. You're busy, but not fulfilled. You keep telling yourself you should be happier than you are.

Maybe you've spent so many years chasing the next promotion, raising kids, building your business, or taking care of everyone else that you've stopped asking yourself what you actually want.

Or maybe you know exactly what you want—you just haven't made it a priority.
The truth is, success and fulfillment aren't the same thing.

The Obsessed Retreat isn't just for people whose lives are falling apart. It's for people who know they're capable of more and don't want to wake up five years from now wondering where the time went.

Throughout the retreat, we'll evaluate the essential components of an obsessed life and identify what's preventing you from enjoying the one you've already built. We'll workshop your biggest challenges, strengthen the skills that matter most—from confidence and boundary setting to decision-making, discipline, relationships, finances, health, and more—and create a clear plan for what's next.

Sometimes the biggest breakthroughs don't come from fixing what's broken.
They come from intentionally improving what's already good.

If you've ever caught yourself thinking, "There has to be more than this," this retreat is your opportunity to figure out what that "more" looks like—and start creating it.