Leap Year Mastermind Application

Leap Year is a 12-month, high-touch mastermind for ambitious women building real wealth and a life that actually feels good.

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 sessions

✨ Monthly on-on-one sessions ✨ Ongoing support

✨ Monthly personal development + life and relationship coaching

✨ 2 in-person retreats (!!)

This is an intimate, curated space for women ready to elevate their lives in an aligned way and do it alongside a powerful group walking a similar path. Applications are now open. If it’s a fit, you’ll hear from me directly. 💛

What is your name?

What is your e-mail address

What is your phone number?

What is your instgram / threads handle?

Was there a specific piece of content that made you want to apply for Leap Year?

Please describe which piece of content it was (a short sentence is enough)*

💼 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 Sedona 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 Mastermind requires a 12-month minimum commitment. Are you currently able to invest in a solution for yourself?

Yes, I have the financial resources to invest in myself right now (4-5 figures USD)

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?

This Mastermind is a special, 12-month-long experience that includes 2 retreats with Olivia and the other Leap Year ladies. Because of the intimate nature of this container, Olivia does require a quick 30 min call to ensure you are a good fit. She will reach out to you directly to schedule. Will you be ready to sign up on the call if you are selected?

Yes I'm in!!! ($38K Pay In Full)

Yes I'm in, but will need access to a payment plan ($3,800/month for 12 months. If you want to explore a different payment plan please express this on the call)

I really want to do this but I may only be able to do 6 months (Sedona retreat only - $21K Pay in Full or $3,800/mo for 6 months)

No I won't be ready to sign up yet.