Leap Year
The Mastermind
A 12 month mastermind for the ambitious woman who has seen a lot of success…
and is quietly done with this version of it.
You hit the revenue number. You built the successful career or business. And somewhere in the last year, it stopped feeling like yours. This is the year you design the next chapter.
Not think about it… Build it.
12 months. Max 8 badass women. 2 retreats (Mexico and Italy 🇮🇹)
💌 Letter from Olivia
You think the problem is that you're not working hard enough.
That's why you're still here at 11pm trying to solve every problem in your business yourself. That's why every time something isn't working, your first instinct is to do MORE. Add hours, add a launch, add an investment property, add another offer, add another strategy. ONE OF THEM HAS TO WORK.
And listen… you've been rewarded your whole life for this.
For being the one who works hard, figures it out, pushes through, and Gets 👏🏾 Shit 👏🏾 Done 👏🏾
So of course that’s the muscle you keep reaching for.
But at a certain point, the grinding becomes the exact thing standing between you and the life you ACTUALLY want.
Not because ambition is bad. Because let’s be real that is NEVER going away and we loveeee our ambitious side.
But because hustle is what got you here, and the next version of your life is not going to be built by doing more of the exact same thing that built this one.
It gets built by finally getting honest about what you ACTUALLY want.
Not what theoretically makes the most money. Not what looks the most impressive on paper. Not what you know you can grind your way through to make it work.
What do YOU actually want your life to look like?
Because that's the one question you’ve somehow managed to avoid while becoming really freaking good at everything else.
Here's the part nobody says out loud. You're scared that if you stop pushing, the money stops too.
That somehow YOU are the one holding the entire thing together. And if you take your foot off the gas for even a second, everything you've built is going to come crashing down.
I know because I used to believe that too.
And yet this year, my highest cash months across my real estate portfolio and my business happened while I was learning to surf in Costa Rica, drinking wine in Italy, traveling, having fun, and actually LIVING my freaking life.
Not despite that, but BECAUSE of it.
I wasn't at my laptop at 11pm trying to force an answer out of a problem. I wasn't making decisions from panic, pressure, or "holy shit I need this to work." I had space, and when I had space I could actually see what mattered. I stopped creating work just to feel productive. I stopped throwing things at the wall because I was scared.
Turns out, I didn't need to work harder. I needed to stop white-knuckling the entire freaking thing.
Nobody is taking your ambition away. You're ambitious. You're probably going to be ambitious at 80 😂 Making money and getting shit done is basically a part of your DNA at this point.
You are so good at working hard. You're just out of practice at the other part.
Freedom and joy were the whole point. They're the reason you built any of this. And somewhere in the middle of building it, they became the thing you sacrificed to keep it running.
This is the year you get them back. Without giving up a single thing you built.
So what actually happens?
Twelve months from now, your business looks different because your life does.
For some women, that means building something completely new. Something that came from what actually lights them up AND makes real money.
For others, it means finally pulling themselves out of the business they already built so it can run without them holding every freaking piece together.
Either way, the biggest shift is what you're building it all around.
Not just the revenue goal. Not what looks impressive on paper. The actual life you want to be living while you make the money.
Samantha’s Story
When Samantha joined Leap Year she was right on the edge of her first $100K month. She hit it, and then she told me it was the worst month of her life.
On paper she had everything she thought she was supposed to want. A successful mortgage business, multiple investment properties, constant travel, a great relationship. Everyone thought she'd made it. Behind the scenes her business owned her, her rentals were another full-time job, she'd drifted from her friends, and the stress was showing up in her body.
So we didn't sit down and figure out how to get her to $200K months. We asked what her life would look like if she built it from scratch.
Then we started removing instead of adding. The hustle that wasn't serving her. The parts of the business that depended on her for everything. The belief that success had to cost her her health and her actual life.
She had a $83,000 month, and this time the business didn't need her for every decision to get there. She's on track for another six-figure month without hating her life to get there. She built a cash-flowing Airbnb portfolio, picked up two more properties, hired real support, and lost 20 lbs in the process!
She got married earlier this month and took her family on the Alaskan cruise she always dreamed of giving them. She has a home she actually feels settled in.
Her business didn't get smaller. Her life got bigger.
Who’s in the room?
💃🏾 MAX Eight women 💃🏾
Real estate investors, agency owners, online business owners, salon owners, mortgage business owners. Some are already at 7-8 figures+. Some are building toward it.
What every woman in this room has in common is that she's built something real, she's REALLY freaking good at working hard, and she knows she's ready for the next chapter to look different.
She's also probably the person everyone calls when shit hits the fan 😅
She’s spent most of your life being one of the most ambitious people in the room. The one with the big goals people don't always understand. The one everyone lovingly calls crazy.
Not here.
Here, you're surrounded by women who are just as driven as you are, who understand your problems because they're living their own version of them, and who will not let you play small.
You will not be the ceiling in this room. That's the entire point.
🌎 What this is, and what this isn’t
Every room you've been in has been one of two things. A strategy room, where they hand you another framework and you leave with a beautiful plan and the exact same life. Forcing, pushing, grinding your way forward. Or a healing room, where you feel incredible for a weekend, cry a little, come home lit up, and then nothing in your business actually changes.
Leap Year is both. On purpose.
We work on the business. The systems, the money, the hiring, the structure, the actual mechanics of what you're building. And we work on the woman running it. The patterns, the nervous system, the identity, the reason you keep reaching for the same muscle.
Because you already know the strategy. You have ALWAYS known the strategy. That's not what's been in the way.
🧬 How we do it
Vision and life design: We start with the question you've been avoiding. What do you actually want your life to look like? Everything else gets built backwards from that answer.
Business architecture: Systems, hiring, delegation, offers, and structure. We build the business so it stops depending on you for every single decision. This is where most women get their time back.
Wealth and real estate: Scaling your portfolio, creative financing, partnerships, and building income that isn't tied to your hours. This is my zone and it's yours if you want it.
Identity and nervous system work: Monthly sessions with Ludmila, our in resident somatic life and relationship coach on the deeper stuff. The patterns underneath the overworking. The reason you can't let go of control. This is the part that makes everything else stick.
The room: Capped at Eight women, one year, two retreats. Group calls every week and a private 1:1 with me every month.
✨ Here’s what’s included inside Leap Year
Applications are currently OPEN. We Start 09/21/26.
– Weekly Live Group Calls
Deep, intentional calls focused on clarity and forward movement. Bring a decision, a block, or a mess. Leave with a next move. We bring in guest experts on both strategy and inner work.
– Monthly Private 1:1 Call with Me
One call a month that's just about you. Your vision, your business, your next move.
– Direct Access to Me for 12 Months
I'm in it with you. Present and available, not behind three layers of team. You’ll see my leaps, my flops, my wins, and the inside scoop on all things I’m doing.
– A Private community that’s an actual sisterhood
Not a Slack channel nobody posts in. This is where the real conversations happen between calls.
– The Leap Year Framework
We move through my LEAP framework together to liberate what's no longer aligned, embody your next identity, architect your life intentionally, and propel yourself forward.
– Full Access to Everything Wanderlust Wealth
While you’re inside Leap Year, you’ll receive access to my full ecosystem including Wanderlust Wealth Academy, Leap Year, Instagram Growth Blueprint, Jetset & Invest Playbook and all current mini courses.
– Welcome Dinner in Denver
We open and close the year in person, with the previous Leap Year cohort and the next one.
– In Person Retreats Retreats 💃🏾
Two all expenses paid retreats. One in Mexico 🇲🇽 and one in ITALIA! 🇮🇹 Just get yourself there and the rest is covered!
🍋 The Retreats
Twice a year we get in a room together
📅 Dates: Winter 2027 - January 2027 📍 Location: Mexico 🇲🇽
📅 Dates: Spring 2027 - June 2027 📍 Location: Italy 🇮🇹
🌍 Here’s what’s included:
✔️ Luxury accommodations at a private estate
✔️ Meals, snacks, and curated local experiences
✔️ Soulful workshops with Olivia + surprise guest facilitators
✔️ Group outings and adventures (yes, we’re getting cute and going out!)
✔️ A mix of deep visioning, rest, embodiment, and pure joy
✔️ All ground transportation + surprise local excursions
This is your invitation to slow down, receive, and let it all land.
You don’t have to do it alone anymore. 💛
🚫 What’s Not:
Flights to and from the retreat location
🤑 Let’s talk about the money honey
Most people won't put price on their websites. They want you on a call first so they can warm you up, handle your objections, and walk you into a yes before you've seen a number.
I don't operate like that. You're a grown ass woman running a business. You can look at a number and know that it's a yes.
12 months — $38,000 paid in full, or $3,800/month
Both retreats. Mexico and Italy.
6 months — $21,000 paid in full, or $3,800/month
Mexico retreat only.
Note this is EARLY BIRD PRICING for the next 2 spots only. Then the price will increase.
And when we get on the call, it's a conversation. I'm working out if you're right for this room, you're working out if this room is right for you. If it's not, I'll tell you. I'm not chasing you and I'm not convincing you, because a woman who has to be convinced doesn't belong in a room like this anyway.
Now, I know you're already doing the math. WHAT’S THE ROI? How fast do I make it back? What's the multiple?
I could give you a number. Errine had her highest cash month at her salon while working the least hours she ever has. Samantha had an $83,000 month. Jamie secured her first $17K a month client. Emma went from one rental unit to five. Women in this room have bought properties, restructured their businesses, and made more than they did the year before.
But that's not really the question you're asking.
The question is whether you're allowed to spend this much on something that isn't a strategy or an asset or a line item you can defend to somebody else.
You're the responsible one. You're the one who takes care of everything and everyone, and there's a voice in your head telling you this money should go somewhere productive and sensible.
But you built all of this so you'd have choices. This is one of them.
You're allowed to spend money on your own life. Not the business. YOU.
That's not indulgent. That's the entire reason you built any of it.
Allie Asked me the same thing. Whats’s the ROI?
Here’s what she said at the end:
❓FAQ
What if I don't know what my next chapter is yet?
Perfect. That's most women when they join. If you already knew, you wouldn't need a room, you'd need a calendar. Working out what you actually want is the hardest part, which is exactly why we do it together.
How much time does this take?
One call a week, one 1:1 a month, two retreats a year, and a group chat. Realistically a few hours a week. You're not adding a job, you're changing how you use the hours you already have.
Is this a business mastermind or a personal one?
Both, and that's the point. Every business problem you have right now is downstream of something personal, and you already know that or you wouldn't have read this far. (But yes, this is a business writeoff 💃🏾)
What if my business can't run without me?
Then that's the work. Pulling yourself out of the middle of your own business is one of the most common things we do in here.
What if I'm not in real estate?
Neither are half the women in the room. Real estate is my zone and it's available to you if you want it, but this is about your business and your life, whatever shape they take.
What happens after I apply?
I read every application myself. If it looks like a fit I'll reach out to book a 30 minute call, and we'll both work out whether this is right.
Is this just for U.S.-based women?
Not at all!! As an avid traveler who is now moving to Italy, I can assure you that women from all over the world are welcome. Call times are set based on where everyone in the room is located, so we do our best to choose times that work across time zones. 🌎
Twelve months. MAX Eight women. Two retreats, Mexico and Italy.
You've spent years being extraordinary at working hard.
This is the year you get equally good at the other part. Without giving up a single thing you built.
You already know if this is a yes. You've probably known since the first paragraph
This is not just another mastermind. This is your Leap Year. We start 09/21/26 and the Denver welcome dinner is 9/25/26.
Let’s make it count.
If Leap Year is on your heart, trust that.
Your leap starts NOW! ✨
Olivia xx
PS: if you have any questions, just ask on instagram @theoliviatati and if you don’t have instagram, send me an e-mail at olivia@oliviatati.com
LEAP YEAR RETREAT
Get inspired by the journeys of ambitious women who dared to take the Leap and watch their experiences to see what’s possible when you commit to your next level.
Meet the ambitious women who boldly chose their next level.
Through our year-long mastermind, they’ve found clarity, growth, and the freedom to build wealth.