My First Million I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson
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Nov 7, 2025 
In this discussion, Andrew Wilkinson, a serial entrepreneur with a remarkable portfolio worth $300 million, shares insights on ranking business models for success by 2026. He delves into the pitfalls of multi-level marketing and the challenges of freelancing. Andrew ranks agencies and SaaS for their potential while warning about the harsh realities of restaurants and short-term rentals. He advocates for buying established companies over starting new ones and reflects on Tiny's origins, along with embracing criticism and pursuing varied passions.
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How To Judge A Business Idea
- Rank business ideas by median success, lifestyle fit, and likelihood of success rather than outliers.
- Prioritize businesses that balance upside with sustainable, repeatable outcomes.
MLMs Are Structurally Unsustainable
- MLMs rely on recruiting rather than sustainable product sales, so they collapse or get indicted eventually.
- The founders and top layers can profit massively briefly but the model is structurally unsound.
From Freelancer To Agency Founder
- Andrew began his career making websites from his apartment as a freelancer before scaling into agencies.
- He describes freelancing as a viable living but an owner-operator model that doesn't scale easily.
