I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson | My First Million

In this episode of the podcast, Andrew Wilkinson is interviewed by Shaan Puri about ranking different types of businesses based on criteria such as median successful outcome, lifestyle, upside, and likelihood of success. They discuss and rank MLMs, freelancing, agencies, SaaS, restaurants, marketplaces, owning Airbnbs, content creation, real estate, investing/money management, local services, venture capital/angel investing, and buying local "sweaty" startups. Wilkinson shares his experiences and insights from his ventures, including MetaLab and Tiny, and addresses criticisms about Tiny's stock performance. The conversation delves into Wilkinson's business philosophy, the importance of permanent capital, the courage to be disliked, and the value of pursuing diverse interests.

Outlines

Part 1: Business Tier List Introduction

Part 2: Business Models and Tiny's Strategy

Part 3: Personal Philosophy and Career Advice

Part 4: Content Creation and Closing

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I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson

My First Million

Part 1: Business Tier List Introduction

Introduction to Business Type Tier List: MLM, Freelancing, and Agencies

Agency Success Factors and SaaS Business Evaluation

Restaurants, Marketplaces, and Real Estate Ventures

Investment Funds, Local Services, and Angel Investing

Part 2: Business Models and Tiny's Strategy

Buying Local "Sweaty Startups" and Tiny's Business Model

Addressing Criticism and the Courage to Be Disliked

Part 3: Personal Philosophy and Career Advice

Embracing Uniqueness and Avoiding the "Stay in Your Lane" Mentality

Jealousy as a Compass and Optimizing for Enjoyment

Part 4: Content Creation and Closing

Craftsmanship, Newsletter, and Conclusion

I Ranked the Best & WORST Businesses to Start Before 2026 | Andrew Wilkinson

My First Million

Part 1: Business Tier List Introduction

00:00Introduction to Business Type Tier List: MLM, Freelancing, and Agencies

Introduction to Business Type Tier List: MLM, Freelancing, and Agencies

07:52Agency Success Factors and SaaS Business Evaluation

Agency Success Factors and SaaS Business Evaluation

14:44Restaurants, Marketplaces, and Real Estate Ventures

Restaurants, Marketplaces, and Real Estate Ventures

26:40Investment Funds, Local Services, and Angel Investing

Investment Funds, Local Services, and Angel Investing

Part 2: Business Models and Tiny's Strategy

37:40Buying Local "Sweaty Startups" and Tiny's Business Model

Buying Local "Sweaty Startups" and Tiny's Business Model

47:28Addressing Criticism and the Courage to Be Disliked

Addressing Criticism and the Courage to Be Disliked

Part 3: Personal Philosophy and Career Advice

59:51Embracing Uniqueness and Avoiding the "Stay in Your Lane" Mentality

Embracing Uniqueness and Avoiding the "Stay in Your Lane" Mentality

1:11:23Jealousy as a Compass and Optimizing for Enjoyment

Jealousy as a Compass and Optimizing for Enjoyment

Part 4: Content Creation and Closing

1:17:13Craftsmanship, Newsletter, and Conclusion

Craftsmanship, Newsletter, and Conclusion