Leap Year
The Mastermind
You’ve worked your fucking ass off… It’s time to have a damn good year
You know how to work. You’ve built businesses you’re proud of, now you want to wake up excited to work on it, take a Tuesday off because the sun is out, and have girlfriends who will actually book the damn trip 💃🏾
Leap Year is a 12-month mastermind for established female business owners who want more ease in the way they make money and a hell of a lot more fun with the life it gives them. Ease, Joy, Fun, Flow, Vibes, that’s the name of the game.
12 months. Max 6 badass women. 3 retreats (Mexico, Italy & Egypt)
💌 Letter from Olivia
You know how to work. Give you a problem and you’ll solve it. Give you a free afternoon and somehow you’ll find three problems to solve before dinner.
You’re the woman that Gets 👏🏾 Shit 👏🏾 Done 👏🏾
Everyone calls you when shit hits the fan. And when things are going perfectly well? You’ll find something to fix anyway.
Sales are a little slow? You’re halfway through planning another launch. Your team hits a snag? You’re already in the thread sorting it out. You finally get a free afternoon and spend the first hour wondering what you forgot to do.
Of course it’s hard to switch off. Working harder has paid off for you so many times. And there’s a part of you that still wonders, If I take my foot off the gas, how long before the money slows down too?
But then you see a woman talk about making millions of dollars like she’s telling you what she had for breakfast. And later she’s off having a long lunch with her friends, summering in Europe, and has a hot ass husband who ADORES her. And some part of you goes, Hang on. How much easier could this get for me?
I’ve had some of my best cash months across my business and real estate while learning to surf in Costa Rica, drinking wine with my Mastermind Ladies in Italy, and taking a hot air balloon ride with my mum in Turkey. Which was mildly annoying to discover after all the nights I’d spent at my laptop trying to squeeze one more good decision out of myself. When I had some space, I could finally see which things actually needed my attention and how much I’d been doing just because I knew how.
And listen, my inner Jordan Belfort is alive and well 😂 Your girl loves making money. I love seeing how much I can make selling things I’m genuinely excited about, working with people I love, and doing business in a way that feels like me. I also love spending a Wednesday afternoon lying in the grass soaking up the sun because I feel like it. I live for long dinners with people I love. I love having the ability to say yes when a girlfriend texts “Brasil in February?? 👀”
You’ve already seen how big you can make things by working your ass off. What if some of the growth you want is on the other side of doing less? What if you gave the offer that already sells a little more room to work? What if you let your team handle the next fire and went to dinner anyway?
I know how hard that can feel when you’re used to being the one who makes everything happen. And I’d bet there’s a part of you that already knows it could be easier. She wants to find out how much bigger it could get and how much fun she could have along the way.
That’s the woman who needs to be in the Leap Year Mastermind.
Here’s the thing: You can build a $10 million business, spend years chasing the number you swore would change everything, hit it, and wake up the next morning like, Wait. What did I actually want my life to look like when I got here? 😅
I asked myself a version of that when I left engineering. And then, to my great annoyance, I built my own corporate cage as I was building my real estate coaching business, and here I was again going, Okay, but what am I actually here to do?
Maybe you’ve thought about burning the whole thing down 😅 (trust me I get it, I have been there). Or taking a real pause and seeing what you actually miss. Which feels wild to say out loud when the business is doing well and you remember how badly you wanted it to work.
You can be proud as hell of what you built and still feel like you’re going through the motions when you sit down to work. And maybe what you want most right now is enough room to ask yourself, If I were building this today, what would I still choose? And what would I be genuinely excited to do differently?
That’s why I created Leap Year. A year where you can loosen the grip on what you’ve built long enough to hear yourself again. Get quiet. Connect with Source. Find out what you’re actually excited to create if the revenue target and the algorithm got a little less say.
Maybe you want to make even more money doing work you absolutely LOVEEEE. Maybe you want to take your family on the trip you’ve talked about for years and be fully there when you go. Maybe you want both.
I want you to enjoy the life you worked this hard to build. And I want you to have enough room in it to get excited about what comes next.
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 6 women who have built real business and are ready to have a REALLY GOOD year 💃🏾
You know how to make money. You’ve spent years building something real. And sometimes you send your friends a link to the hotel you’ve been dying to stay at and realise you’re the only one who’d actually book it.
You love your friends. You’d also love a few girlfriends who have room in their lives and their budgets to say, I’m in. What are we wearing to dinner?
A lotta bougie. And a whole lot of fun. Women who can school you on paid ads over breakfast, pull up your funnel and spot where you’re losing people, or tell you exactly how they’d structure the real estate deal you’re eyeing. You can ask, How would you sell this? and get three answers from women who’ve actually had to figure it out in their own businesses. Then go deep on the childhood wounds that still shows up in your relationship and your business. And yes, pull a card about it. ✨
And when one of them asks about the thing you could talk about for hours, you get to be that woman for her, too.
Then you close the laptop, spend the afternoon laughing by the pool, and get dressed up for a dinner that lasts three hours.
And when somebody says, We should go to Egypt, someone else is already looking at flights.
🌎 What we’ll work on together
If you love Gossip Girl, hear me out. We love our inner Blair Waldorf. She has a plan, a backup plan, and a very strong opinion about how everyone should execute it. She’s probably responsible for a lot of the money you’ve made. She can also turn a perfectly normal Tuesday into a military operation.
And then there’s your inner Serena Van Der Woodsen. That easy, breezy, of course it’s going to work out for me energy. She can send the proposal, put her phone down, and go to lunch. She can have her biggest month and let herself enjoy it before deciding what she needs to do to earn the next one. She’s the ✨lucky✨ girl.
You can become more like her and THAT’S a big part of what we’ll work on inside Leap Year.
Because you can hire a brilliant team and still be the woman who checks every decision. You can have plenty of money in the bank and still treat a slow week like an emergency. You can get exactly what you wanted and immediately give yourself something else to prove.
This is where we push the limits of who you let yourself be. How much can you receive without immediately trying to earn it all over again? Can you let people help you without managing every detail of how they do it? What would you sell if you trusted that the thing you’re most excited about could also be the thing people happily pay you for?
And we’ll put it to work in your actual business. Bring the offer you secretly want to sell. Bring the price you keep talking yourself down from. Bring the decision your team could make if you gave them the room. Bring the real estate property that feels kind of crazy, maybe a little delusional and will break it down and show you how it makes perfect sense. We’ll get specific about what you want to change and what it looks like to follow through when your inner Blair has already opened Slack.
I want to hear what happens on a regular Wednesday. Maybe you send the offer at the price you actually want, close your laptop, and go get a massage. And when the yes comes in, you let yourself enjoy it. Of course it worked out for me. 💛
🧬 How we do it (My LEAP Framework)
LIBERATE
What got you here doesn't automatically get to come with you there
Over-functioning. Proving. Perfectionism. Control. People pleasing. Achievement identity. Money beliefs. Visibility. The relationship between work and worth. Not because there's something wrong with you. Because some of the patterns that made you wildly successful may also be limiting how free you're willing to become.
EMBODY
Become the woman who can hold what she's asking for
Leadership identity. Self-concept. Boundaries. Receiving. Confidence. Desire. Relationships. Pleasure. Creativity. Visibility. Nervous system work. This is about expanding your capacity for more without needing to become a completely different person to hold it.
ARCHITECT
Build the business around the life instead of building the life around the business
Team. Hiring. Delegation. Systems. Offers. Revenue architecture. Wealth. Real estate. Investments. Lifestyle design. We're not optimizing for maximum revenue at all costs. We're optimizing for wealth + freedom + sustainability + the life you actually want.
PROPEL
Expand without returning to the version of you who believes growth requires force
Thought leadership. Visibility. Speaking. Writing. Partnerships. New businesses. Investments. Bigger opportunities. Whatever your version of MORE is. Bigger without becoming busier.
The room · Up to six women, 12 months together, three retreats and a closing dinner.
✨ Here’s what’s included inside Leap Year
Applications are currently OPEN.
– 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.
– In Person Retreats 💃🏾
THREE all expenses paid retreats. Retreat accommodations, meals and activities are included. One in MEXICO 🇲🇽, one in ITALIA 🇮🇹, and one in EGYPT 🇪🇬! Just get yourself there (aka book your flight) and the rest is covered!
– Closeout Dinner somewhere vibey
Get dressed up, eat well, and celebrate the YEAR OF A LIFE TIME. Aka Your. Leap. Year.
🍋 The Retreats
Three times a year, we adventureee.
📅 Dates: Winter 2027 - January /February 2027 📍 Location: Mexico 🇲🇽
📅 Dates: Spring 2027 - June 2027 📍 Location: Italy 🇮🇹
📅 Dates: Fall 2027 - September 2027 📍 Location: Egypt 🇪🇬
🌍 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-month commitment — $10,000/month for 12 months OR $100,000 Pay in Full
All retreats, Mexico, Italy, and Egypt.
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 my business is already doing really well?
Lovely 💃🏾 Maybe you’re ready to write the book, bring an idea you’ve been sitting on to life, or spend more of the year somewhere you love. Bring the business that’s already working and let’s talk about what you actually want to do with it now.
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?
We have a weekly group call, a monthly optional private call with me, and a private group chat between calls. In person, we’ll spend time together at three retreats and an end-of-year dinner.
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 write-off 💃🏾)
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 feels like a fit, I’ll reach out with next steps.
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 six women. Three retreats, Mexico, Italy, and Egypt.
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.
Let's find out how much better you're willing to let it get.
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.
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 Italy 2026
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.
LEAP YEAR RETREAT (Sedona 2026)
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.