Episode 69 - Is online business still worth it in 2026 with Matt Raad

Is Online Business Still Worth It in 2026?

Captain FI sits down with Matt Raad from the eBusiness Institute to answer the big question on every digital entrepreneur's mind: has AI killed the online business model, or is it creating more opportunity than ever?

Matt shares why it's now a buyer's market for websites, how savvy investors are picking up undervalued "diamonds in the rough" for as little as $5,000–$50,000, and why the old passive income playbook has evolved into something more active — but potentially far more rewarding. They cover what's working in 2026 (community-driven sites, lead gen, course businesses, search everywhere optimization), what's dead (mass AI-generated content blogs), and how AI tools like Gemini and Claude are changing the way online businesses are researched, built, and grown.

Captain FI also shares a personal update — including selling off parts of his portfolio, reviving his email list, and doubling down on the assets that matter most. Plus, Matt makes the case for why online business remains one of the fastest paths to financial independence, especially for millennials navigating a tough economic climate.

Whether you're just starting out or looking to scale, this episode is packed with practical, no-fluff advice on how to build real cash flow online in the age of AI.

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