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Side Hustle School

Ep. 3171 - Q&A: “Managing cash flow across PayPal, Stripe, Venmo, and Etsy…”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 6 September 2025

⏱️ 8 minutes

🧾️ Download transcript

Summary

Multiple payment platforms can feel like financial whack-a-mole. Today we lay out a four-step system to keep cash flow clear and tax time painless.

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: [email protected]

Be on the show: SideHustleSchool.com/questions

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Visit Chris's main site: ChrisGuillebeau.com

Read A Year of Mental Health: yearofmentalhealth.com

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Transcript

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0:00.0

business owners are built differently and there's nothing more satisfying than your business keeping up with you.

0:05.8

But of course, sometimes your growth outpaces what you can handle, especially when it comes to shipping.

0:11.1

That's why I'm so grateful to our longtime partner, ShipStation, been helping us out for many years,

0:15.3

been helping out many of our listeners as well. With ShipStation, you can make all your packages

0:19.9

count and save up to 90% off rates on all

0:22.7

major carriers. Basically, if you ship out product, you're going to save money with ShipStation.

0:27.4

I've heard it over and over from our listeners. And that's why I'm happy to partner with them.

0:32.3

Upgrade to shipping software that does more than keep up with your business. Shipstation propels it

0:36.2

forward. Start your 60 day free trial at shipstation.com code hustle with your business, ShipStation propels it forward. Start your 60-day free trial at Shipstation.com, Code Hustle. Once again, shipstation.com, code hustle.

0:44.9

Introducing the new Dell AIPC, powered by the Intel Core Ultra processor. It helps do your busy work for you.

0:51.8

So you can fast forward through editing images, designing presentations, generating code, debugging code, summarizing meeting notes, finding files, managing your schedule, responding to Chuck's long emails.

1:03.7

Chuck doesn't actually send long emails.

1:06.4

But the point is, leaving all the time in the world for the things you actually want to do.

1:37.8

And no offense, Chuck. Get a new Dell AIPC at Dell.com slash AI-PC. How those ahead, stay ahead. Lemonada Thank you. I'm Lemonada. Collecting money from customers used to be simple.

1:42.3

You would accept like a single PayPal payment, for example, and call it a day.

1:44.8

Or if you had a retail business, you might take cash.

1:51.3

But now we've got Stripe for subscriptions. We've got Gumroad, Etsy, eBay, all these different deposits that arrive on certain days. You've got Venmo, maybe some Zell payments, maybe, you know,

1:57.8

all kinds of different sources might be different for you. But when you're trying

2:01.5

to reconcile all these revenue streams or manage the cash flow, it can just be a little bit of a

2:05.4

pain point. And that's what today's caller is wondering about. A lot of modern creators are noticing

2:10.3

like they've got some good revenue, but the visibility is down. Money's coming into different

2:14.8

slots, accounts, silos, et cetera., each with its own fee structure and

...

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