It's our second birthday! We are looking for 50 new Legends who want to join us in being part of a new kind of small business media.
Revenue Rulebreaker covers how solopreneurs make money. We do that with original stories that take you inside realistic businesses like Lucy Werner's story about rebuilding after accidentally deleting her Substack and Steph DragonHeart Benedetto's piece about charging for discovery calls. We've covered everything from how entrepreneurs get paid to speak to whether you should add "fractional" to your title to how to do Black Friday as a service provider.
We produce new stories every week and we keep up with the headlines you need to know about things like what's up with ThriveCart, what's going down with Airtable and what actually happened at Create & Cultivate. We recently shipped a Tech Watchlist so you can keep track of which tools we're watching.
No one else is covering our space this way. In fact, small business owners on Threads speculated that ThriveCart finally had a public response to their outage this year because our story ranked higher than their communications on Google. I have received DMs from our founders and tools we have covered. Our stories help you make smarter business decisions and they help keep our tech tools accountable.
Behind Revenue Rulebreaker is a network of 400+ creative entrepreneurs. They're known as The Legends. Legends is not a community. It's a network for advanced entrepreneurs who want easy ways to connect with the right people. You get regular promotion for your business in our directory and in our newsletter. I invite you to participate in collaborations and mixers we run year round like Five Star Fest, the Legends of the Fall Mixer and the Secret Santa Swap. It's a very low energy way to get huge results. You don't have to keep up with a Slack or find interesting articles to post to get traction. I provide clear ways for you to promote your business and to co-promote with others.
Active Legends get referrals, find new members, book clients, grow their newsletter or connect with business confidants here. All it takes is a couple shoutouts and a mixer or two and you're getting your money's worth. Not to mention, you're keeping 2k other entrepreneurs in business through the stories and events we produce together. Pretty damn impressive impact for a small chunk of change, don't you think?
We turn two years old this month and I'm raising the price of Legends from $99/year to $119/year on October 19.
Why a price raise? We've unlocked new perks as we've grown: a new directory, free classified ads, an extra mixer. These perks come with expenses. We need additional software, a bigger Zoom account, we pay for music at mixers, we pay for prizes for collaborations. I will definitely hire someone to help me with the Legends Unconference we're about to throw. On top of that, Legends keep telling me this is super fucking valuable, though I am very resistant to making this a community or membership, it offers many of the benefits of one at a fraction of the price.
Why 490? Such a random number! My goal for this year is 500 Legends. We're in the last quarter so it's time to get close to this goal. We're at 442 Legends as I write this. If we can find 50 (or close to 50) new Legends, we'll be shape to hit 500 Legends. When we get there, we unlock a Legends Unconference which will take place next year and I can plan for that this year so we can make it happen.
If you join us during our Third Year's the Charm Drive, you save $30 off the new price AND you'll lock-in $99/year for as long as we keep that price too. I'm not promising a forever lock-in. I am looking for people who are serious about being part of this and, at some point, it's possible I will raise the price on everyone, but I have no plans to do that right now.
Help us make it to our Third Year!
Third Year's The Charm
What is Legends
Legends is a creative network of 400+ entrepreneurs who promote their work through our channels (directory, newsletter, blog) and who co-promote with each other (collaborations, mixers).
🏆 Perks of Being a Legend include
- Regular shoutouts of your work on my newsletter
- At least 3 free classified ads a year in my newsletter (see some of the results my advertisers get)
- Warm introductions to others in the network
- Visibility in our Legends Directory to get more referrals and collaborations (and just so people know who you are)
- Collaboration invitations to expand your audience like the Loose Ties Scavenger Hunt, and Secret Santa Swap.
- Mixer invitations twice a year to expand your network where I match you up personally with other Legends based on your audience, location and industry
- Invitations to my quarterly earnings calls so you can see where your money is going and inform what we do with it
- All you can read Revenue Rulebreaker stories about how other entrepreneurs are making it work right now in RevenueRulebreaker.com
- All you can read Paid Newsletter Playbook guides about running a paid subscription business on PaidNewsletterPlaybook.com
- Preferential treatment at all times because I like you the best
- Bonus perks that we unlock every 100 Legends—next one is a Legends unconference!
Why join Legends now
There's three main reasons you'd want to join Legends right now.
Reason 1: You want to join our upcoming activities
Here's what's coming up in the next few months...
- October/November: Legends Book Fair. Add any books you've written so Legends can browse and buy.
- October 19-December 11: The Secret Santa Swap kicks off! This is a fun event we've done 2 years in a row where it's a newsletter/podcast/blog/social swap and the catch is I assign you another Legends to promote IN SECRET. And someone else promotes you back. I do the reveals every week once the promotions come out.
- October 23: Legends Plug-In Session where you'll learn how to best use the network to your advantage.
- December 17: Q4 Earnings Call where we run down the state of the business behind Revenue Rulebreaker and Legends for Q4 (Oct-Dec 2026).
- January: Legends Wishlist will return! Legends share three wishes they have for the new year and sometimes, if you're lucky, another Legend might help make your wish come true.
- Plus, you get half off tickets for our fall public event series on how to get paid to speak, selling your self-published book and how to get clients from email (running Sept 10-Nov 30)
Reason 2: You want in on our promo network
You get priority access to promote your business through our channels.
- Our Legends directory is a place other Legends look for collaborators, to send referrals or to directly hire.
- Request shoutouts, collabs, recommendations and more with Legends Liaison. I plug these in our Tuesday newsletter.
- Get your 3 FREE classified ads which also run in our newsletters. Use these to sell your services, promote events or grow your audience.
- Not to mention our mixers and collabs that I host which are happening year round—the Secret Santa Swap is the next one!
Reason 3: You want me to keep going
If you're reading all my stuff, commenting on all my posts, referring to my website over and over again, you might genuinely want to be part of this.
I hate to break it to you but projects don't continue forever without financial support. News outlets are shutting down daily. Memberships are closing. Startups are failing. I myself have shut down several projects in the last few years. I don't want to do that here, but it very much relies on the people who believe in it and vote for it to keep going WITH CASH.
And it does not take much cash. $99/year is all Legends costs—not much for you, but EXTREMELY MEANINGFUL for me. I only keep going because Legends join and stay. When that stops, I'll stop too.
How to share this drive and help us hit this goal
If you feel inspired to share what we're doing here, I would really appreciate the help.
1) You can share this page with anyone you think should join Legends. Just have them mention your name when they join! I have a referral program too if you want your own link.
2) I will be posting on LinkedIn, Threads and Bluesky all week. You can also reshare those posts. That's a huge help too
Check out what we've been up to in Legends

