Summary:

1. Local Events as Monetization & Brand Builders

John is leaning heavily into hosting local events as a growth and monetization strategy. His first event—a paid happy hour with raffle prizes and sponsorship from a personal injury attorney—is already generating revenue and brand interest.

  • 37 people registered and he’s already made over $500 in ticket sales.

  • Sponsor covered venue and drinks in exchange for exposure—low-cost, high-impact.

  • Raffle prizes (like suite tickets) and a donation drive add community value.

  • Future event interest is already inbound (e.g. Rivian wants to host one and pay him).

  • He's using events to build trust, in-person connection, and open sponsorship doors for bigger plays.

2. Cold Email + Smartlead = Underrated Sales Channel

John is getting meaningful traction using cold emails to sell newsletter sponsorships, powered by Smartlead and Clay.

  • Uses Smartlead to manage warm inboxes across 3 domains and 6 mailboxes.

  • Sends 10–15 emails/day per inbox = 60–90/day total.

  • Closed 3 sponsors last week alone, all from cold email.

  • Avoids Instantly due to predatory pricing practices (Smartlead is <$100/mo all-in).

  • Recommends targeting high-LTV businesses like lawyers, med spas, senior living, etc.

  • Hires people on Fiverr for lead scraping if you don't want to use Clay.

3. Future Growth: Welcome Flow Monetization + Hybrid Event Packages

John is thinking long-term with a sharp focus on monetizing the welcome flow and layering hybrid sponsorship packages.

  • Wants to trigger dynamic landing pages based on survey answers (e.g., homeowners → insurance offer).

  • Exploring CPL (cost-per-lead) partners for welcome emails and survey paths.

  • Suggests bundling events + newsletter placements into a single ad package.

  • Considering launching a Shark Tank–style pitch event with a wealth management sponsor.

  • Using platforms like Handshake to hire interns for Instagram content (carousels work best).

  • Believes newsletter value is in distribution + trust, and long-term upside is in building a higher-multiple business on top of that (agency, home services, etc.).

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