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Side Hustle School

Ep. 3005 - First $1,000: This “Crypto Tax Whisperer” Takes On the IRS

Side Hustle School

Chris Guillebeau

Business, Side Hustle, Entrepreneurship,, Careers, Entrepreneurship, Small Business

4.73.3K Ratings

🗓️ 24 March 2025

⏱️ 7 minutes

🧾️ Download transcript

Summary

In this week's First $1,000 segment, discover how an unassuming accountant turned a chaotic batch of crypto trades into a full-scale practice, complete with custom software and national training programs.

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.

Show notes: SideHustleSchool.com

Email: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 

 

Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.


Show notes: SideHustleSchool.com

Email: team@sidehustleschool.com

Be on the show: SideHustleSchool.com/questions

Connect on Instagram: @193countries

Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com


If you're enjoying the show, please pass it along! It's free and has been published every single day since January 1, 2017. We're also very grateful for your five-star ratings—it shows that people are listening and looking forward to new episodes. 😎 🙏🏼 


Hosted on Acast. See acast.com/privacy for more information.

Transcript

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0:00.0

Calm the chaos of order fulfillment with the shipping software that delivers. Switch to ShipStation

0:05.1

today. Go to Shipstation.com and use Code SideHustle to sign up for your free trial. That's

0:11.1

Shipstation.com code side hustle.

0:14.1

Savor the best of spring with great everyday prices at Whole Foods Market. Yellow low price

0:19.7

signs help you save money without compromising quality, like on

0:23.4

organic chicken breast and thighs, ground beef, and more, all with no antibiotics ever.

0:29.2

Plus brighten your plate for less with 365 by Whole Foods Market brioche, smoke salmon,

0:35.0

cherry tomatoes, organic apples, and more.

0:37.7

Shop low prices daily at Whole Foods Market, in store, and online.

0:44.3

Lemonada.

0:49.0

Crypto Tax Whisperer takes on the IRS. Welcome to SaitoS School, my friends. In this week's

0:59.1

first $1,000 segment, we'll discover how an unassuming accountant turned a chaotic batch

1:03.9

of crypto trades into a full-scale practice, complete with custom software and national training programs.

1:10.3

Of course, this is part of the feature.

1:11.9

We call your first thousand dollars. It's all about how somebody gets going with a new project,

1:16.4

a new side hustle, small business, whatever the case may be, and actually makes money.

1:20.3

Not just, hey, man, I have a business idea. But hey, I'm actually going to start this business,

1:24.6

and it's going to be a money-making business, not a hobby, not just something I do for fun, but something that enriches my life in a financial

1:31.7

way. Not to say you can't enrich your life in other ways, of course, but our focus here on

1:35.7

Side Ussel School is income generating projects. So this feature comes to us today from Jackie.

1:41.6

We're going to hear her comments. We're going to hear a little bit of a story.

1:44.2

I always encourage our storytellers to focus on some specific lessons, maybe a couple of anecdotes

...

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