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Side Hustle School

Ep. 3202 - Q&A: “Can a ‘tech deals’ newsletter really make money?”

Side Hustle School

Chris Guillebeau / Onward Project

Business, Entrepreneurship, Careers

4.83.3K Ratings

🗓️ 7 October 2025

⏱️ 6 minutes

🧾️ Download transcript

Summary

Tech discounts can pay the bills, at least if you treat them like a product, not a hobby. Today we map out list-building, trust, and revenue math for a profitable deal newsletter.

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

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. 😎 🙏🏼 



See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

You know that customer reviews can have an enormous impact on your business. And you probably know this as a customer as well. When you go shopping for something, don't you look at the reviews? You might even filter them by star rating. You might see what people like, what they don't like. So if you want to have good reviews, if you want to have great reviews, it really helps to automate your process. And that's something our longtime partner, ShipStation, can help with.

0:21.5

They can grow with you.

0:22.6

They can help you deliver five-star customer experience with industry-leading scalable

0:26.7

features.

0:27.7

Wow your customers and get rave reviews with cheaper, faster, and better shipping.

0:31.8

Upgrade to ShipStation today to get a 60-day free trial at Shipstation.com.

0:35.8

Just use Code Hustle.

0:36.8

There's no credit card or contract required.

0:39.4

You can cancel any time. Shipstation.com code hustle.

0:46.0

Lemonada.

0:50.7

Can a tech deals newsletter really make money? That is today's listener idea. He's a self-described

1:01.7

software nerd. He always finds coupons, discounts, ends up telling his friends, hey, here's how

1:07.9

you can save money on various subscriptions, various digital products,

1:11.6

whatever else is out there. And so now he's wondering if curation can pay for itself.

1:16.4

Can he actually make money doing something that he's been doing for free? Now, there are a couple

1:20.5

of hurdles here, a couple of challenges. He's got to convince skeptical subscribers. He's got to

1:25.6

build an email list large enough to move affiliate links,

1:29.1

maybe introduce a paid tier to this service. Is it just free? Is there a paid option?

1:34.3

Well, let's talk about the details. Let's give him a couple of suggestions. His name is Miguel.

1:38.7

In this episode, we have his detailed question and my answer. Hopefully it'll help somebody

1:42.5

else out there exploring their own ideas.

1:44.8

Stay tuned. Whenever you go to buy something online, most likely there's something you do. There's an

...

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