
Lex Roman
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Sep 29, 2026
Building a Media Presence Worth Paying For, Escaping Substack's Trap, and Selling Your Business Without Selling Out with Lex Roman
7:24
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7:00Chelsea RiffeHOST
So can you break those down? And also, this is like an argument, not an argument, but like a debate that hasn't seemed settled yet is like, what is the difference between creator, creative entrepreneur? You know, like, how do you define these things in your world? Totally.

Lex RomanGUEST
A bootstrapped tech company is a company where the founders back the project with their own money.

Lex RomanGUEST
So it doesn't have outside investment, private equity or venture capital involved.
31 MINS LATER
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38:23Chelsea RiffeHOST
So why should we pay attention to these acquisitions? And also, what like, is there a number that you would say, like, fuck it, I'm doing it, you know, like, how you hold that indie media line?
⚡️ Making Content, Raising Revenue & Moving Off Substack — with Lex Roman of Revenue Rulebreaker
28:21
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28:13Amelia HrubyHOST
I want it to be a business in and of itself." Like, what do you suggest they do next?

Lex RomanGUEST
So there's really three that I see primary models: subscriptions, sponsorships, and ads.

Lex RomanGUEST
I make a distinction between sponsorships and ads because particularly if you're a blogger, you can just hook up with an ad network and run, like, display ads, for example, off of traffic.

Lex RomanGUEST
So if you're a blogger, you're in SEO, you can, like, never, ever, ever talk to a brand and still make money off of ads.

Lex RomanGUEST
That's really different from, like, what I do, which is I work with brands personally.

Lex RomanGUEST
I know my brand rep, and I'm putting my reputation on the line for a specific brand, not just, like, a group of brands.
19 MINS LATER
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48:15Amelia HrubyHOST
Okay, so Lex, if people don't wanna be on Substack, where do they go? What do they use? How have you set up Revenue Rule Breaker? What are the alternatives to this, you know, very sticky, popular platform?