Immersive Luxury
In-Person Experiences
If you're done with under-living and ready to feel capable, confident, and clear on exactly what to do next, The Obsessed Retreat will give you the strategies, skills, and support to create a life so good you'd never dare trade it for anyone else's.
Overcome whatever's keeping you stuck, create detailed plans you'll actually implement, and surround yourself with a community that makes exceptional the new normal.
You’ve probably tried reading books, listening to podcasts, and maybe even signed up for an online course or two, hoping it would be the thing that finally helps you get unstuck. But let’s be real—life always gets in the way. You tell yourself you’ll do the work later, but later never comes.
That’s the power of an in-person retreat. When you physically step away from your daily routine—the stress, the distractions, the endless to-do list—you give yourself the space to think clearly and actually make progress.
Real Change Happens When You Step Away
You’re fully immersed in an experience designed to shift the way you think, make decisions, and take action.
You’re surrounded by ambitious, like-minded people who want more for their lives, just like you. And you’re doing the work in real time, with my guidance, so you leave with real breakthroughs—not just more ideas to add to your “someday” list.
This isn’t about learning—it’s about transforming. And that happens when you remove yourself from your everyday environment and commit to yourself, your future, and your growth.
At The Obsessed Retreat, you’re not just consuming more information.
Are you ready to stop thinking about what’s next and start living it?
Let’s do this—together.
The Obsessed Retreat takes place over three and a half days.
WELCOME
We'll kick things off with The Welcome Reception. You’ll come meet me and your fellow retreaters. We’ll spend the evening wining and dining over exquisite cocktails and hors d’oeuvres, getting to know one another, sharing stories, exchanging laughs, forming bonds and building relationships that will last a lifetime.
DAY ONE
DAY TWO
DAY THREE
FAREWELL
WELCOME
The next morning, we get to work. The day starts with breakfast at 9:00 AM (you’re on vacation, so you get to sleep in) followed by a full day of learning, coaching, growing, transforming.
Day One is all about solving problems. We’ll start by identifying the problems you’re currently facing. We’ll get clear on what’s holding you back, keeping you stuck and causing you to indulge in inaction. Then we’ll determine what you need to do to overcome the obstacles in your way.
DAY ONE
DAY TWO
DAY THREE
FAREWELL
WELCOME
Our third and final day together commences with breakfast at 9:00 AM.
After breakfast, we embark on Workshop Day Three, which is all about making plans for the future. Together, we’ll set goals and make plans to achieve them.
I will help you iron out exactly what you want to accomplish over the next 12 months and we’ll lay out the precise plan you’ll follow to get there.
You’ll leave The Obsessed Retreat crystal clear on what you want for your life and what you need to do to create it
DAY ONE
DAY TWO
DAY THREE
FAREWELL
WELCOME
Finally, our time together concludes with The Farewell Dinner, a decadent, gourmet, plated dinner in one of Palm Springs’s most sophisticated restaurants. The food and drinks? They’ll surpass anything you’ve experienced at any other retreat. Guaranteed.
I take event hosting seriously. Yes, I want you to come change your life. But I also want you to have THE TIME OF YOUR LIFE. Which means everything–the location, the venue, the service, the food, the drinks, all of it, will exceed your wildest dreams.
DAY ONE
DAY TWO
DAY THREE
FAREWELL
WHAT WE DO
→ The connections you’ve made.
→ The friendships you’ve formed.
→ The breakthroughs you’ve had.
→ The skills you’ve built.
→ The decisions you’ve finalized.
→ The goals you’ve set.
→ The plans you’ve made.
And the success you will inevitably achieve once you return home.
For our last night together, you’ll spend the evening celebrating:
No more second-guessing. You’ll leave with a detailed roadmap you can follow to create the results you want in life and business.
You’ll surround yourself with like-minded, ambitious people who push you to level up.
You’ll uncover the real reasons you’ve been stuck and finally move past them for good.
03
A high-caliber community
What You'll Walk Away With
01
Mind-blowing breakthroughs
02
Total clarity on your next steps & a rock solid action plan
YOUR INVESTMENT
$4,000
paid in two installments of $2,000.
The cost to attend
The Obsessed Retreat is
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 is an immersive coaching experience.
Three FULL days (18 hours total) of learning, growing and transforming.
No distractions.
No interruptions.
Just time to focus.
On solving problems.
On developing skills.
On making plans for your future.
On creating a life you’re obsessed with.
Behind the scenes of our latest retreats
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
