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Posts by Revenue Rulebreaker
So, you want to book your first sponsorship?
Where to find your first sponsor, how to package, what to charge and the secret weapon my sponsors say sets me apart
Just published: Why these Toronto entrepreneurs are selling out their networking events (and how you can do it too)
www.revenuerulebreaker.com/why-these-toronto-entrep...
Don't launch with monthly subscriptions.
The high cost of low prices will grind you into the ground before you even get going.
Everyone has a newsletter these days so why do I still see opportunity for us?
Why paid newsletters. Why now.
Your first 90 days as a media entrepreneur.
A plan of action from pre-launch through your first three months of your newsletter, podcast or video channel.
What's your tip jar for?
5 ways to actually make money from your tip jar featuring independent publishers using them well
The gear that powers my full time traveling office.
7 pieces that I use while working on the road as I travel Central and South America this year.
Turns out a lot of creators don't send performance reports to their sponsors. Starting doing it and you'll book better, longer, higher paying sponsorships. Here's how.
www.revenuerulebreaker.com/create-a-spo...
Maybe there's more to what you're putting out than just "content" and "funnels." Maybe you should think of yourself as a media brand. Even if your business is not media.
Alexa Phillips on why entrepreneurial journalism is the future of brand building
www.revenuerulebreaker.com/why-entrepre...
This starts in May! Lex gives killer advice and is so supportive of independent media. Whether your paid subs are stagnating or you feel like you have more room for growth, a great chance to get advice and hype from someone who knows this industry super well.
FYI @lexroman.com is ALSO leading a FREE training for people who need help leaving Substack and feel held back by logistics.
Just published: Coming soon: Revenue Rulebreaker X Hype Yourself Epic Bundle
www.revenuerulebreaker.com/coming-soon-revenue-rule...
L’Oreal Thompson Payton dreamt of a Black feminist bookstore in her neighborhood in Evanston, IL. Then something crazy happened…she opened one herself. Why she did it and how she funded it in this story
www.revenuerulebreaker.com/why-this-wri...
What it actually takes to stop trading time for dollars.
Jessica Lackey busts through the fallacy of passive income and shows us what it really takes to build a leveraged business with courses, programs and memberships
I thought I had a location-flexible business. Moving countries proved I didn't.
Giulia Raffaello writes about why "freedom" in online business is mostly an illusion without the right structure.
Just published: Vote on the 2026 Legends Sticker Pack!
www.revenuerulebreaker.com/vote-on-the-2026-legends...
Just published: I thought I had a location-flexible business. Moving countries proved I didn't.
www.revenuerulebreaker.com/i-thought-i-had-a-locati...
Just published: Who is buying right now?
www.revenuerulebreaker.com/who-is-buying-right-now/
Black-led communities for entrepreneurs and creators you should know about in the US, Canada and the UK.
15+ communities, collectives and memberships for and by Black entrepreneurs. Make suggestions for great ones to include.
www.revenuerulebreaker.com/list-of-blac...
"I run two businesses on purpose. One pays me. One protects me."
Vanessa Belleau writes about starting an art practice as a reprieve from her high pressure consulting business and why the two businesses are necessary companions.
Should you quit social? The question has loomed in the back of your mind for years. But this moment. It might be different.
7 entrepreneurs share why they are leaving social media, where they're going with warnings on what to watch for if we stay.
www.revenuerulebreaker.com/should-you-q...
Meet the new Revenue Rulebreaker. What you can expect from this blog, newsletter and network in 2026
Just published: Home is where my business is
www.revenuerulebreaker.com/home-is-where-my-busines...
"I just launched a new group program. Here's exactly how it went."
Amanda Laird takes us inside the initial launch of the Slow & Steady Decelerator program
Want to start a creative collective? Read the story of Strange Salt first.
Jamie R. Cox gathered her most talented friends to form the creative collective "Strange Salt." Nothing went wrong, but nothing really went right either.
www.revenuerulebreaker.com/want-to-star...
Marketing in crisis: How small business owners handle the politics of promotion
10 entrepreneurs with ties to Minneapolis, Portland, Venezuela, Lebanon, and Jordan weigh in on how they market their small business through global and local events
Are books a revenue stream?
You've been told "don't write a book for money" but maybe there is actually money in books, even for indie authors. 7 authors weigh on on where the money is when it comes to publishing.
www.revenuerulebreaker.com/are-books-a-...
Do you get my newsletter? It's your trusted guide to making a living on the internet.
join.revenuerulebreaker.com/