Stop learning angel investing by losing money.
Build the philosophy, judgment, and decision-making foundation Tony Wilkins developed across 72 angel investments and 30+ years in the market — before your next check is on the line.
Angel investing is easy to enter.
Expensive to learn the wrong way.
There is no CFA for angel investing. No standard curriculum. No universal roadmap. And no shortage of opportunities that look compelling when the pitch is good enough.
So most new angel investors learn through experience.
The problem is that experience can cost $10,000, $25,000, $50,000 or more at a time.
You don't need to avoid every loss. You need a better way to decide which risks are worth taking.
You don't need more deals.
You need better judgment.
After investing in startups since 1991 and making 72 angel investments, Tony Wilkins has experienced the outcomes every investor eventually faces. Companies that produced extraordinary returns. Companies that failed completely. Market booms. Market crashes. Multiple startup funding cycles.
Through it all, he developed a philosophy-first approach built around discipline, diligence, and long-term thinking. This book gives you the foundation behind that approach.
Build the foundation before you write the check.
Understand the angel investing landscape
Know how the asset class actually works before putting capital at risk.
Develop your investment philosophy
Define what you believe, what you look for, and what deserves a "no."
Evaluate opportunities more clearly
Move beyond excitement, social proof, and a polished pitch deck.
Approach risk with a repeatable mindset
Start thinking like an investor building a practice, not someone making isolated bets.
Built from 30+ years of real angel investing experience.
Tony Wilkins has been investing in startups since 1991.
Across 72 investments, he has experienced:
Companies that returned life-changing gains
Companies that failed completely
Market booms
Market crashes
Multiple startup funding cycles
Throughout that journey, Tony developed a philosophy-first approach to angel investing that focuses on judgment, discipline, and long-term thinking.
Today, Tony serves as an investor, advisor, executive coach, and startup mentor. This is the framework he wishes he had before writing his first check.
Built From 30+ Years Of Real Angel Investing Experience
Tony Wilkins has been investing in startups since 1991.
Across 72 investments, he has experienced:
Companies that returned life-changing gains
Companies that failed completely
Market booms
Market crashes
Multiple startup funding cycles
Throughout that journey, Tony developed a philosophy-first approach to angel investing that focuses on judgment, discipline, and long-term thinking.
Today, Tony serves as an investor, advisor, executive coach, and startup mentor. This is the framework he wishes he had before writing his first check.
Trusted by Investors and Founders
Ezeibe A
Director, AI Business Solutions at Microsoft
“Tony turns years of hard-earned investing experience into clear, actionable insight. If you’re starting out in angel investing, he shortens the learning curve in a way very few people can.
Tony’s biggest impact on me was helping me focus on signal over noise, especially around founders, portfolio construction, and disciplined decision-making”
Craig Davis
President and CEO at NovaScan
"Tony Wilkins is one of the most thoughtful and insightful angel investors I know. He understands opportunities, their associated risks, and their potential upside exceptionally well. Just as importantly, he has outstanding people skills and a rare ability to evaluate leaders and their strengths, weaknesses, and capacity to execute. I have invested with Tony before, have been pleased with the experience, and would gladly invest with him again."
A Framework Built Through Real Experience
72
Investments Since 1991
30+
Years Of Angel Investing Experience
Multiple
Market Cycles Navigated
Up To 25x
Portfolio Exits
Affiliations With:
Executive Coaching & Founder Advisory Experience
Your next investment will teach you something.
The question is whether the lesson comes from a framework — or from an expensive mistake. Build your foundation before your next opportunity arrives.
Digital edition · Instant access
Your next investment will teach you something.
The question is whether the lesson comes from a framework — or from an expensive mistake. Build your foundation before your next opportunity arrives.
Digital edition · Instant access
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© 2026 Art Of Angel Investing All rights reserved.
© 2026 Art Of Angel Investing All rights reserved.