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How Do You Afford This?

How Do You Afford This?

By: Ashley Feinstein Gerstley
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How Do You Afford This? answers the question everyone is already wondering: how do people actually afford their lives?


Ashley Feinstein Gerstley, CFP®, founder of the Fiscal Femme and award-winning author is on a mission to find out and bring you along for the ride.


Each episode takes the inspirational, and makes it tangible. Whether that’s international travel, buying a dream home, raising a family, a fabulous wardrobe, or building a million dollar business, Ashley and her guests will break down the numbers - what it costs, how they make it work, and the financial strategies behind the lifestyle.


It’s part voyeuristic, part practical, and completely judgment-free. Come for the tea. Leave with a financial blueprint to start building your dream life.

© 2026 How Do You Afford This?
Personal Development Personal Success
Episodes
  • Introducing - How Do You Afford This?
    May 19 2026

    A first listen at How Do You Afford This?, launching this June. 👀

    Ashley Feinstein Gerstley, CFP® and founder of The Fiscal Femme, sits down with real people and asks the question everyone's wondering - how do they actually afford their lives?

    In season one, you'll hear from a content creator with five income streams, a bridesmaid-for-hire who pulled off her own wedding for under $2,000, an entrepreneur who designed a business that lets her live in Spain three months a year, a former CPA who left Deloitte to create her dream life (daughter in tow), and more.

    Part voyeuristic. Part practical. Completely judgment-free.

    Follow now so the first four episodes drop into your feed on launch day. 💸

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    2 mins
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