Don’t Let Taxes Terrify You w/ Hannah Cole #1064

Don’t Let Taxes Terrify You w/ Hannah Cole #1064

Author: iHeartPodcasts November 19, 2025 Duration: 56:49

“Taxes for creatives” could have also been the title of this episode, giving the more entrepreneurially minded the boost they need to officially launch a little business they’ve been considering. But for most folks the topic of taxes isn’t comforting, it’s straight up terrifying… even though it shouldn’t be. Today’s guest, Hannah Cole, is on a mission to create fearless folks who launch into the world of deductions, bookkeeping, tracking, tax filing, and all the other terms that strike a little fear in your heart, with full confidence. Her new book, Taxes For Humans, acts as a field manual for self-employed folks to simplify their taxes and take the bull by the horns. Topics covered today:

  • Taxes can be intimidating, but understanding them is empowering
  • Creatives often struggle with the business side of their work, including taxes
  • The IRS is more forgiving than many people think
  • Receipts, tax forms, and bookkeeping are the key three systems
  • Deductions are available for ordinary and necessary business expenses
  • When and how much in quarterly estimates, in order to avoid penalties
  • A visual guide to tax deductions
  • And much more!

 

Want more How To Money in your life? Here are some additional ways to get ahead with your personal finances:

  • Be sure and check out Hannah’s new book, Taxes For Humans, or just get it on Amazon. And her visual guide to tax deductions is especially cool for folks looking to organize their business expenses, who also hate IRS forms ;)
  • Knowing your ‘money gear’ is a crucial part of your personal finance journey. Start here. 
  • Sign up for the weekly HTM newsletter. It’s fun, free, & practical.
  • Find a thriving community of fellow money nerds by joining the HTM Facebook group!
  • Massively reduce your cell phone bill each month by switching to a discount provider like Mint Mobile.

 

And please help us to spread the word by letting friends and family know about How to Money! Hit the share button, subscribe if you’re not already a regular listener, and give us a quick review in Apple Podcasts or wherever you get your podcasts. Help us to change the conversation around personal finance and get more people doing smart things with their money!

 

Best friends out!

See omnystudio.com/listener for privacy information.


Joel and Matt, two best friends who happen to be your guides through the world of personal finance, host this practical and approachable How to Money podcast. They cut through the noise and intimidation that often surrounds money topics, focusing instead on actionable strategies for everyday life. You'll hear straightforward conversations about getting out of debt, building an investment portfolio on your own terms, and mastering those small financial habits that add up to significant change over time. The core idea is that managing your finances shouldn't require a special degree or a wall of confusing terminology. This show from iHeartPodcasts is built on the belief that clear, unbiased guidance is a powerful tool for anyone. Each episode serves as a resource, offering knowledge you can apply immediately, whether you're just starting to budget or looking to optimize your long-term plans. Tune in for a down-to-earth discussion that makes business, education, and investing feel not only accessible but genuinely relevant to your journey toward financial confidence.
Author: Language: en-us Episodes: 100

How to Money
Podcast Episodes
Why Money Decisions Feel Rigged w/ John Campbell #1118 [not-audio_url] [/not-audio_url]

Duration: 53:15
This show exists to help you make smart decisions with your money. But if we’re being honest, How To Money might not be as necessary if the financial system weren’t so confusing in the first place. For a lot of people, n…
BONUS: Stop Doing So Much w/ Justin Peters of FI Minded Podcast [not-audio_url] [/not-audio_url]

Duration: 43:11
Thanks to Justin for having Joel on his show, FI Minded! --- The FI community is incredibly good at effort, optimization, and doing hard things for a long time. But somewhere along the way, many of us forget how to stop.…
Knowing Your Rights & Crushing Medical Bills w/ Jared Walker #1115 [not-audio_url] [/not-audio_url]

Duration: 51:21
Every year, patients are billed and stuck with $14 billion in medical debt that should be wiped out under existing hospital financial assistance rules. This debt isn’t inevitable, it’s unnecessary! Given the fact that me…