TALKING SUBSTACK STRATEGY, EMAIL LIST BUILDING, AND CREATIVE INDEPENDENCE WITH MICHAEL GILBRIDE

Michael Gilbride of the MAD Records Collective and I sat down for an hour-long conversation about what actually matters when building a music career in 2026.

• Stop chasing vanity metrics. Having 50,000 Spotify listeners means nothing if you can’t reach those people when you have something to sell.
• We dove into lots of good stuff during this chat:
• Michael’s stark data point: 50,000 monthly listeners = one non-friend at his show
• Artists with small, engaged email lists are booking venues, selling out shows, making real Bandcamp revenue
• Sturgill Simpson released his latest album vinyl/CD/tape only—no streaming
• Creating friction isn’t a sacrifice, it’s smart business—increases fan commitment
• When fans go out of their way to support you, they convert from passive listeners to real fans
• Same principle for email: people who subscribe and open are demonstrating genuine interest
• Discussion covered economics of leaving streaming, potential comeback of physical mail, embracing business skills without sacrificing creativity

The core themes are this: stop building audiences you can’t reach (the Oatmeal is pushing his email list over socials), and don’t be afraid to focus on actually selling something!