Hey friends 👋
We kicked off the week with AI-generated content that founders keep rewriting, pivoted through a marketplace where tourists won’t download another app, and landed squarely in the “who actually signs the checks?” territory that haunts B2B founders everywhere.
Substack Session (Tuesday):
We tackled the classic startup conundrums: an AI tool for social media managers that saves time but not enough time, music teachers who love software but think $25/month is “expensive,” and property managers who use your product daily but defer to owners who only care about vacancy rates. The throughline? Most founders optimize for users who can’t (or won’t) buy, then wonder why conversion sucks.
Replay’s above — hit play and dig in.
LinkedIn Session (Friday):
Quick hits from LinkedIn this week:
TAM 101 – Total addressable market explained: it’s not just market size, it’s the proof your startup can scale big enough to deliver venture-scale returns.
Franchise defensibility drama – When your customers’ corporate parents become your competition, you don’t have a product problem—you have a customer problem.
The nurse paradox – Making someone’s life easier doesn’t mean the buyer cares. Hospitals won’t pay to help nurses unless it reduces liability, costs, or compliance risk. Same goes for property managers vs. property owners.
Self-doubt as an asset – Imposter syndrome isn’t a bug in entrepreneurship—it’s a feature. Use it to disprove yourself faster and prove your business through elimination.
Pitch deck pet peeves – Stop building pitch decks when you should be building a business. The deck is a communication tool for traction, not a substitute for it.
Catch the replay on LinkedIn and see how it all played out →
We’re live every week:
– Tuesdays 9am PT on Substack
– Fridays 12pm PT on LinkedIn
Bring your questions, your traction woes, your failed features — or submit ahead of time.
Want the full schedule? Check the calendar of upcoming Office Hours events →
—Cam & JDM
