How Do You Afford This? copertina

How Do You Afford This?

How Do You Afford This?

Di: 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?
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  • He Googled "How to Be a Great Husband." Then She Got a Global Promotion.
    Oct 21 2026

    Brian Page spent fifteen years working eighty hour weeks while his wife ran most everything at home. Then they traded places. She went all in on her career, he took over the entire household, and they moved the family twice for her job.

    He is the founder of Modern Husbands, a Certified Financial Therapist and an Accredited Financial Counselor, and in this episode he sits down with me to break down how they actually afford it.

    Brian and I walk through the household income that funded all of it, the rule they never broke on housing, how they paid for three kids without taking on debt, and the one sentence he asked his wife to tell her boss that turned into a global promotion two weeks later.

    Plus, he shares why he irons his wife's clothes before he puts them away, and the three books he tells every man to read.

    Brian reveals the bleeding ulcer and the Christmases he spent too sick to leave the house, the junk car his father made him drive and the reason behind it, what the research says about couples who combine all their finances, and how he thinks about protecting himself financially now that he is not the one earning.

    Download Ashley's 'Become Your Own CFO' bundle (https://www.thefiscalfemme.com/cfo-bundle) for everything you need to manage the money you make in a strategic and financially savvy way.

    Find Brian at modernhusbands.com and subscribe to his Saturday morning newsletter.

    The three books Brian recommends to every man: The Ambition Penalty by Stefanie O'Connell Rodriguez (https://www.hachettebookgroup.com/titles/stefanie-oconnell/the-ambition-penalty/9781541705210/), Equal Partners by Dr. Kate Mangino [LINK TO ADD], and Fair Play by Eve Rodsky [LINK TO ADD].

    Listen to Stefanie O'Connell Rodriguez's episode of How Do You Afford This? [EPISODE LINK TO ADD].

    Check out Ashley's Money Club (https://www.thefiscalfemme.com/money-club) to join a community of women unabashedly going after their money goals.

    Take this quiz to get a personalized Wealth Building Blueprint (https://bit.ly/4v94g2C)

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    51 min
  • #22: Her Netflix Show Won an Emmy. She Still Paid for Her Own Ticket.
    Oct 14 2026

    Jess Banks makes tables that float in midair and sell for up to $60,000. She has two engineering degrees from MIT, she is a physicist and roboticist turned inventor, she founded the kinetic furniture company Rock Paper Robot, and she co-hosts the Emmy Award-winning Netflix show Hack My Home. She has also closed the company, licensed the table to someone who has not sold one in years, and does not own one herself. In this episode she sits down with me to break down how she actually affords her life.

    Jess and I walk through the real economics of making physical things: what a levitating table sells for versus what it costs to build, the $1.6 million she raised for Rock Paper Robot and how quickly it was gone, the licensing deal she signed with someone she trusted, and the $200 to $400 an hour she charges for the consulting work that pays her bills now.

    Plus, she shares what a Netflix host really gets paid, the wardrobe budget she was handed and how many looks it had to cover, and what she spent out of pocket just to attend the Emmys.

    Download Ashley's free Investing Guide (https://www.thefiscalfemme.com/investing-guide) for everything you need to start investing confidently and competently, including how to decide what to keep in cash first.

    See Jess's work at rockpaperrobot.com and follow her on Instagram (https://www.instagram.com/rockpaperrobot/).

    Watch Hack My Home on Netflix (https://www.netflix.com/title/81319212).

    Check out Ashley's Money Club (https://www.thefiscalfemme.com/money-club) to join a community of women unabashedly going after their money goals.

    Take this quiz to get a personalized Wealth Building Blueprint (https://bit.ly/4v94g2C)

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    55 min
  • #21: How She Got Matt Damon for $800
    Oct 7 2026

    Jill Kargman has written twelve books, created and starred in the Bravo series Odd Mom Out, co-produced a Tony-nominated revival of Cabaret, and just made her first feature film. Influenced is a satire of Upper East Side momfluencers that she wrote and stars in as Dzanielle, with appearances from Drew Barrymore, Gwyneth Paltrow, and Matt Damon. It is streaming now.

    She raised three kids on the Upper East Side, inside the exact world she has spent her career poking fun at. In this episode she sits down with me to break down how she actually affords the lifestyle, starting with the most honest answer you could ask for.

    Jill and I walk through how an independent film actually gets financed, why she put some of her own money in, what it cost to cast Matt Damon and Gwyneth Paltrow, and the location that would have run $100,000 that she got for $12,000.

    Plus, she shares why asking for money is the part of the job she hates most, and what two paid posts years ago taught her about what she is willing to sell.

    Jill reveals what she thinks Dzanielle would need to earn to pull off the lifestyle, why money is still harder to talk about than sex, the trade her family makes to afford the way they travel, and what she and her husband did to keep three kids grounded in a neighborhood with so much comparison.

    Take this quiz to get a personalized Wealth Building Blueprint (https://bit.ly/4v94g2C)

    Watch Influenced, streaming now on Apple (https://tv.apple.com/us/movie/influenced/umc.cmc.3yoyvkwzuzfs3o1q17wx2qjcn) and Amazon (https://www.amazon.com/gp/video/detail/B0H49DY1H7).

    Follow Jill on Instagram (https://www.instagram.com/jillkargman/).

    Read The Opposite of Spoiled by Ron Lieber (https://ronlieber.com/books/the-opposite-of-spoiled/), the book on raising kids and money that Jill says every parent should read.

    Learn more about the American LGBT Museum (https://americanlgbtqmuseum.org/), opening in 2028 on 77th Street and Central Park West, where Jill serves on the board.

    Support the River Fund (https://www.river.fund/) in Queens, the food pantry and family program Jill's family has volunteered with for years.

    Check out Ashley's Money Club (https://www.thefiscalfemme.com/money-club) to join a community of women unabashedly going after their money goals.

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    58 min
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