How to Write for a Living
How to Write for a Living
318: Why collaboration beats algorithm gaming every time (with Jari Roomer)
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318: Why collaboration beats algorithm gaming every time (with Jari Roomer)

Jari and I break down the collaboration strategies that changed everything for our growth on Substack, and why going live might be the easiest yes you'll ever get.

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Season 3, episode 18 is here!

My friend Jari Roomer from Write Build Scale joined me for a conversation about the most powerful growth lever on Substack.

We talked about why collaboration matters more than ever, how to approach other creators without feeling awkward, and the specific strategies that brought us thousands of subscribers without spending a dime on ads.

What we covered:

  • Why collaborations are the antidote to publishing in the void, and how they make the entire Substack journey more enjoyable while getting your work in front of audiences that already want what you offer

  • The guest posting approach that creates evergreen pathways for discovery months after you publish, turning one piece of content into a long-term subscriber magnet that keeps working while you sleep

  • Newsletter recommendations as the ultimate set-it-and-forget-it growth strategy, how Jari gained over 8,000 subscribers in 2025 from recommendations alone, and why most creators hesitate to reach out when it’s actually a win-win scenario

  • Going live on Substack as the collaboration format that builds the deepest connections, lets your audience see you’re a real person when things go wrong, and makes it easier for introverts who can share the talking with a guest

  • The exact DM approach that gets more yes responses to collaboration requests, including why you should offer multiple collaboration options and how to make it as easy as possible for someone to say yes

  • How to use AI as a ghostwriting tool rather than a crutch by recording 30-minute voice memos of your thoughts and stories, then letting AI handle the actual writing process while keeping your authentic voice intact

  • The ladder strategy for linking posts that guides readers to take the next step up rather than sending them sideways through your archive, and why fewer links actually create more conversions than overwhelming people with options


What’s next?

I’m ready and waiting to support you in the next stages of your creator journey. Here’s a reminder of how I can help:

🚀 Digital Resources: Check out my range of straightforward products on Gumroad. You’ll find great tools to help you get started on Substack, grow your audience, and even launch your own podcast. Explore them here.

🔥 Catalyst Club: Get exclusive access to Catalyst Club, my VIP membership for creators who want real momentum. Includes monthly group sessions, 2 x 1-on-1 strategy calls, and a full Substack publication audit. Upgrade here.

🤝 Personal Coaching: Work with me 1-on-1 to break through creative blocks, refine your strategy, and build a sustainable creator business that actually fits your life. Email or DM me for more info.

📺 YouTube: Head to my YouTube channel for hundreds of unfiltered conversations on creativity, strategy, and building a life that doesn’t require permission. Watch and subscribe here.


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