How Do You Afford This?
Claim This Podcastby Ashley Feinstein Gerstley
Podcast Overview
<p><b>How Do You Afford This?</b><b> answers the question everyone is already wondering: how do people actually afford their lives? </b></p><p><br></p><p><b>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. </b></p><p><br></p><p><b>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.</b></p><p><br></p><p><b>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. </b></p>
Language
🇺🇲
Publishing Since
5/19/2026
1 verified contact email on file for How Do You Afford This?
Pitch yourself as a guest, propose sponsorships, or reach out directly to the host.
Recent Episodes
July 8, 2026
#08: The Finances Behind a Top 10 Netflix Comedy Special
Host Jared Freid shares the economics of his successful comedy career, detailing special funding and touring deals in this interview.
July 1, 2026
#07: This Founder Raised $20M. The Exit Was a Zero
Host Helaine Knapp shares her honest founder money story, detailing how she navigated CityRow's $20M raise and unexpected exit.
June 24, 2026
#06: The $100K She Saved To Fund Her Book and First Years of Motherhood
Stefanie O'Connell is an award-winning journalist and the author of The Ambition Penalty. She has run her own business for a decade, and is now doing it while raising a toddler in NYC. But this episode is a little different, because Stefanie isn't here to say she has it all figured out. She sits down with me to break down how she is affording a season where she deliberately stepped back from earning to write her book and be present for her daughter. We walk through her whole money trajectory,...
9 total episodes available
Recent guests on How Do You Afford This?
Guests from recent episodes — sign up to see every guest that has ever appeared on this show.
Jared Freid
Guest
Helaine Knapp
Guest
Similar Podcasts
Discover related shows you might enjoy
Diabolical Lies
Katie Gatti Tassin & Caro Claire Burke
Trivia for Kids
KRCreative
The Person Who Believed In Me
David Begnaud
Where Should We Begin? with Esther Perel
Esther Perel Global Media
Financial Feminist
Her First $100K
We Can Do Hard Things
Treat Media and Glennon Doyle
Khloé in Wonder Land
Khloé Kardashian
I Will Teach You To Be Rich
Ramit Sethi
Michelle Obama: The Light Podcast
Higher Ground
She‘s All Bach
shesallbach
Culture Study Podcast
Anne Helen Petersen
Giggly Squad
Hannah Berner & Paige DeSorbo
Networth and Chill with Your Rich BFF
Vivian Tu
Other People's Pockets
Maya Lau
After Bedtime with Big Little Feelings
Dear Media and Big Little Feelings
Deep-dive analytics for How Do You Afford This?
Frequently asked questions
Have a different question and can't find the answer you're looking for? Reach out to our support team by sending us an email and we'll get back to you as soon as we can.
- What is How Do You Afford This??
<p><b>How Do You Afford This?</b><b> answers the question everyone is already wondering: how do people actually afford their lives? </b></p><p><br></p><p><b>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. </b></p><p><br></p><p><b>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.</b></p><p><br></p><p><b>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. </b></p> - How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
Legal Disclaimer
Pod Engine is not affiliated with, endorsed by, or officially connected with any of the podcasts displayed on this platform. We operate independently as a podcast discovery and analytics service.
All podcast artwork, thumbnails, and content displayed on this page are the property of their respective owners and are protected by applicable copyright laws. This includes, but is not limited to, podcast cover art, episode artwork, show descriptions, episode titles, transcripts, audio snippets, and any other content originating from the podcast creators or their licensors.
We display this content under fair use principles and/or implied license for the purpose of podcast discovery, information, and commentary. We make no claim of ownership over any podcast content, artwork, or related materials shown on this platform. All trademarks, service marks, and trade names are the property of their respective owners.
While we strive to ensure all content usage is properly authorized, if you are a rights holder and believe your content is being used inappropriately or without proper authorization, please contact us immediately at hey@podengine.ai for prompt review and appropriate action, which may include content removal or proper attribution.
By accessing and using this platform, you acknowledge and agree to respect all applicable copyright laws and intellectual property rights of content owners. Any unauthorized reproduction, distribution, or commercial use of the content displayed on this platform is strictly prohibited.