
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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Permanent Capital Is The Secret Sauce
- Investment management is powerful when you have permanent capital or manage other people's money with fees.
- Permanent capital removes redemptions and secures long-term fee streams, making the model elite.
Scale Pays In Asset Management
- Hedge fund/asset managers with scale usually generate significant fees even with modest teams.
- Focus on raising durable capital and delivering performance to capture management and carry fees.
Be Cautious With Angel Investing
- Angel investing behaves like roulette for most lay investors and is poor liquidity for personal capital.
- Prefer buying and operating businesses or public equities unless you deeply understand startups.





