These are the Top 5 Angel Investing Books You Must Read A.S.A.P.

I got some bad not-so-good news for you, pal. Not many books have been written on the topic of Angel Investing. There ARE however, a few books that deserve your attention. Books so well written and jam-packed with valuable (and practical) information, they could possibly be the best investment you’ll ever make. INVESTMENT! Get it!? 🙂 Ok. Enough with the bad puns – let’s get to it (drum roll, please).These are the best angel investmenting books currently out there.




Angel: How to Invest in Technology Startups—Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000

Author: Jason Calcanis


It’s no coincidence I chose this book as #1. It’s my favorite. Overflowing with actionable advice, it’s basically a step-by-step guide to Angel Investing. Jason Calcanis (early investor of Uber, Thumbtack and others) details the processes he uses to source deals (deal flow) and evaluate them. He also carefully explains all the details that go into closing an investment deal. With a track record of more than 125 investments (6 of them being 🦄 ), Jason certainly knows what he’s talking about.  If you’d like a small taste before buying, you can head over to Tim Ferriss’s blog, where Jason posted a chapter from his book sharing the 4 most important questions you must ask founders before investing.  Interested?

Buy it:  Hardcover  /   Kindle  /  Audiobook  / Audio CD (What? These are still around?)




Angel Investing: The Gust Guide to Making Money & Having Fun Investing in Startups

Author: David S. Rose


This is a really good beginner’s guide if you are new to Angel Investing. David is a seasoned investor with 100+ investments under his belt. In his book, he covers all the basics from reputation building as an investor to how to find the best investment opportunities and finally what you need to do to maximize your returns once you zone in on an investment target.

My only pet peeve with this book is that Gust, a platform that connects founders and investors (which was founded by David) is mentioned many times throughout the book. So. Many. Times. To be fair – his tips, stories, and experiences more than make up for this slight annoyance. Willing to look past this?

Buy it:  Hardcover  /   Kindle  /  Audiobook



Startup Wealth: How the Best Angel Investors Make Money in Startups

Author: Josh Maher


You can think of this book as several small books united by a common theme. Which one? You guessed it: angel investing. The author interviews a series of high profile angel investors and asks them their investment background and strategies. This is a really cool book if you want to be exposed to many different (and at time conflicting) points of view.

Just goes to show that there is no exact formula for angel investing. BUT, there a few recurring themes which can be very valuable to you as an investor. Tickled your fancy? I guess you’ll just have to read it then!

Buy it:   Kindle  /  Paperback  /




Venture Deals: Be Smarter than your lawyer and venture capitalist

Authors: Brad Feld and Jason Mendelson


I know what you’re thinking. This book’s about Venture Capital – not Angel Investing. Well, it turns out (clears throat) – as I’ve mentioned before there just aren’t so many great Angel Investing books out there.

Anyways, don’t be fooled by the title. You’ll learn many important investing lessons that are crucial to your angel investing efforts.

Things like: term sheets, negotiation strategies and legal mumbo jumbo – sorry, I mean – legalities are sure to be worth your time (and money).

Buy it:  Hardcover  /   Kindle  /  Audiobook  /  MP3 CD



#BreakintoVC: How to break into Venture Capital and Think Like an Investor Whether You’re a Student, Entrepreneur or Working Professional

Author: Bradley Miles


This book is like a hidden gate to the magical world of the elusive cash-packing investor.

You’ll discover what they think. What they eat. How they act. (Ok, that’s enough discovery channel for me. Geez.)

Even though this book is written in a founder’s perspective, it offers tips and techniques you can use as an investor yourself.

Plus- if founders are using this book to understand you, you can use it to understand them. Ha- take that, you sneaky little founder you. 🙂 We’re on to you.

Buy it:  Paperback /  Kindle  /  Audiobook  /


What about you? Have any other cool books about angel investing (or startups in general) to recommend? Let me know. Don't be selfish, yo. Remember: sharing is caring. ❤️