In this episode, Rob and Matt dive into the real-world challenges of trying to build a mission-driven startup in the margins of day jobs, family commitments, and, well… life. From navigating sleepless nights with a baby to the admin hell of blocked Instagram ad accounts, they reflect on how easy it is to lose momentum — and how they’re trying to get it back.

They unpack what’s been working (and what hasn’t) in their marketing experiments, the psychology of going full-time vs. staying part-time, and the tricky balance between polish and authenticity when building an audience.

If you’ve ever tried to build something meaningful on the side and felt stretched thin, this one’s for you.

💡 Mentioned in this episode:

Why low-fi content sometimes converts better than polished ads
Creating a marketing funnel that actually works
Using resistance as a signpost, not a roadblock
Rob’s favourite quote from The War of Art
Why YouTube might be NLK’s long game

👉 Learn more about No Longer Known at nolongerknown.com
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Follow on instagram: @robwreg @nlk_clothing @nlk_matt

The Startup Diaries (Ep.10) - Side Hustle Struggles