Leap Year Mastermind Application

Leap Year is a 12-month, high-touch mastermind for the ambitious woman who has seen a lot of success, and is quietly done with this version of it.

This is for the real estate investor, corporate woman, coach, creator, or entrepreneur who's stuck trying to figure out what the next step is, but knows it's time to Leap! Inside, you’ll get:

✨ Weekly group calls

✨ Monthly on-on-ones with Olivia ✨ Group chat

✨ Two all-expenses-paid retreats, Mexico and Italy

✨ Closeout Dinner

I read every application myself. If it looks like a fit I'll reach out to book a 30 minute call. 💛

What is your name?

What's your leap? Even if it's vague, even if it's three half-formed ideas, tell me what's been tugging at you.

What is your e-mail address

💼 Which one best describes you right now?

I have a full-time W2 job

I am a full-time entrepreneur / business owner ( > 2 years)

I am a full-time entrepreneur / business owner ( < 2 years)

I am currently unemployed and don't have a business

🌍 This includes a retreat in Mexico and one in Italy. Are you able to go to the USA and Italy?

YASSS Let's go

Maybe, I need to check my calendar

I am unable to travel

💥 Leap Year is $4,500 a month for 12 months OR $45,000 paid in full. Are you in a position to invest at that level this year?

Yes, I have the financial resources to invest in myself right now

No, I am not in the financial position to invest in myself

🤓 Describe what your business is (real estate, digital marketing, sales, online coaching, agency, physical products, etc)

💸 How much are you currently making in your business annually?

< $200K

$200K - $1M

$1M+

⚡️ Which one resonates with you the most? (select all that apply)

I’ve checked the boxes, the job, the income, the success, but I’m craving something more aligned, more expansive, more me.

I want to design my next chapter with intention. Whether it’s leaving my job, scaling my business, or investing differently… I know it’s time for a shift.

I’m craving proximity to powerful women who get it, women who are building, growing, evolving, and choosing themselves daily.

I’ve outgrown the version of success I used to want. I’m ready for mentorship, expansion, and support that’s equal parts soul and strategy.

I want to stop doing things the “right” way and start doing things my way — even if it’s unconventional, creative, or non-linear.

Time freedom matters to me. I’m ready to build a life that’s not just about more money, but more peace, more presence, and more play, while still raking in the moola

💛 There are plenty of groups out there... Why would you love to be a part of this 12-month Mastermind with Olivia?

If we're a fit on the call, are you ready to start with this cohort, or are you exploring for a future one?

Yes I'm in!!! ($45K Pay In Full)

Yes I'm in!!!! ($4,500/month for 12 months. If you want to explore a different payment plan please express this on the call)

I won't be able to join this round, but would love to be on the waitlist for the next round