Book · 2017 · Self-Help
Angel
How to Invest in Technology Startups—Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000
- mentions
- 22
- people
- 4
- podcast
- 1
- episodes
- 14
- critical mentions
- 0
Brilliant author, I recommend to anybody that's not just an angel.
What they say about it
- Discusses bet sizing“aim for quantity”3

- Improves investing skills“amateur angel investor”3
The best things said about it
So I am a very amateur angel investor I got a little bit better after reading your book which is as you can see it's in the background right here.
I loved your first first book Angel that's my dream to become an angel investor and I'm super excited for your release of your second book.
Aim for quantity. We talked about this a little bit with bet sizing. If you have $100,000 to invest, 10 companies at $10,000 each is better than four at 25,000. Exactly from my book. Yeah, this is literally from the book Angel.
Jason Calacanis This Week in Startups · Dec 2022 Because I know in your book Angel for example you talk about placing many bets and then increasing your amount in the winners basically so would that mean put 2 000 in every single deal.
And it was actually after our conversation and I'd read your book also and I talked to a bunch of people I was like if I'm gonna start writing checks I need to write more checks.
In Angel you suggest to invest about 5000 per deal to minimize the risk in the beginning.
Jason Calacanis This Week in Startups · Jun 2020 Where and when it comes up
Mentions per year
How it comes up
4 people who brought it up
Why people recommend it
Angel by Jason Calacanis is a comprehensive guide to early-stage investing, offering practical advice for startup founders and prospective angel investors navigating the venture ecosystem. Jason Calacanis included his own book in reading lists for founders on This Week in Startups, while other co-hosts like John also recommended the publication to audiences interested in the mechanics of early funding. In subsequent episodes, Calacanis referenced the book to illustrate specific industry concepts, such as licensing considerations for AI training data, the mathematical requirements for seed-stage investment diversification, and the strategic rule of seeking companies growing at least threefold annually. He also mentioned utilizing advanced artificial intelligence tools to draft potential new chapters for future editions and referenced historical examples of successful geographic startup hubs detailed within the text. Through these discussions, the book served as a recurring reference manual for modern venture capital tactics and early-stage startup methodology.
Every mention
Jason Calacanis so I just take that try um for it and then add it to angel and lean startup I think you're off to a good start 16
“Hey, Jason wrote this great book, Angel. It's in 12 languages. I would like permission. And I know this because Microsoft called my publisher, Harper's Business”
“to hit diversification in my book Angel I asked a bunch of people how many seed stage bets do you need to make in order to have like angel bets before they get series A”
“so imagine you give it the entire Angel book and say hey add some new chapters regarding this”
“There have been There are notable examples. I I just go through this in the book Angel. You obviously have Microsoft in Seattle, and you have, um, Amazon in Seattle.”
“Aim for quantity. We talked about this a little bit with bet sizing. If you have $100,000 to invest, 10 companies at $10,000 each is better than four at 25,000. Exactly from my book. Yeah, this is literally from the book Angel.”
“And then before I get to the dishy stuff, there's a number three, tip number three, look for stuff that's growing at least 3x a year. Initially from my book as well.”
“You know, but you really always got to think about the person's motivation uh when they're telling you to do things, right? And I talk about that in my book. Running towards the heat and just following an A16 investment, I would not advise that.”
“And so, with momentum investing, if you were selling your uh chips along the way as an angel, yeah, this could work. So, to Andrew in fairness to Andrew's point, which half of them are my point in my book, so I can't disagree with them, right?”
“and i wrote about this in my book angel where i started playing what i call jedi poker”
“in your book angel you suggest choosing syndicate deals with six months of revenue track record has your thinking evolved thank you my god francis you are an astute one yes in my book i give the advice”
“when i wrote the first book obviously i'd been a journalist but i'd never written a large you know 60 70 000 workbook and so i was learning how to architect a book and um you know luckily i had harpercollins business”
“And so, I'm able to do this little party trick, which I talked about on page 149 of my book Angel. Uh when a founder is talking, I wrote this in the book, I pay attention, I write down the numbers, and I do back-of-the-envelope math to understand where a company stands.”
“in Angel you suggest to invest about 5000 per deal to minimize the risk in the beginning”
“so I just take that try um for it and then add it to angel and lean startup I think you're off to a good start”
“how angel investing change since you wrote your book ah great well the book came out as you know in the summer of 2017 two years ago”
“and that's really if I was gonna write a follow up to Angel for investors it would be about that moment in time how do you get to that point where you're the celebrity investor”
Alex Lieberman and it was actually after our conversation and i'd read your book also and i talked to a bunch of people i… 1
“and it was actually after our conversation and i'd read your book also and i talked to a bunch of people i was like if i'm gonna start writing checks i need to write more checks”
Daniel Craig I loved your first first book angel that's my dream to become an angel investor and I'm super excited for y… 1
“I loved your first first book angel that's my dream to become an angel investor and I'm super excited for your release of your second book”
Jiake Liu so i am a very amateur angel investor um i got a little bit better after reading your book which is as you… 1
“so i am a very amateur angel investor um i got a little bit better after reading your book which is as you can see it's in the background right here um and uh we i got into it”
Mentioned on the show without a named speaker3
“yeah rather than writing it's it almost seems like your the narrative arc of the book is i'm curious how categorizing things changes that rather than writing it like angel where it was you know how to linear”
“because i know in your book angel for example you talk about placing many bets and then increasing your amount in the winners basically so would that mean put 2 000 in every single deal”
“we also handle of Jason's book by the way brilliant author I recommend to anybody that's not just an angel”
Also mentioned in the same episodes
Other mentions (98: passing, ad reads, own books)
“And I told the story in my book Angel. And he's wearing a sling and he's not like fully knocked out. He's like a little groggy and I'm looking at him and I'm like, I got to just power through”
“I I mean, in fact, I got paid $2,500 for my book Angel, I believe by Microsoft licensed it for 4 years or something.”
“Uh go read the angel the book and uh in 13 or 14 languages. It was really nice. I was at a major Hollywood party last night. Just very famous studio head lawn came up to me and said, "You're Jason Calacanis."”
“Uh but if you want to be an angel investor, and you read my book, and you join AngelList and the syndicate, and you join other SPVs, you get to pick and choose which ones you bet on, and you get to make your own decision”
“I I know this because Microsoft went to Harper Business, which produced Angel the book.com, my book. And they said, "Would you accept to me um $2,500?"”
“When I wrote the book Angel, it poured out of me. But then you try to write something if you don't know anything about the subject. If I were to write about private equity, I would be like, "Uh gosh, this white page is here. I don't know anything about this."”
“Now, you should read my book, Angel, where I lay out, you know, all the lessons I've learned.”
“And in my book, Angel, I literally gave an example of somebody told me that they had Google and Facebook as a customer. We were made a commitment. We went into diligence. We asked to see the contracts.”
“I wrote a book called Angel. It's super honest about how hard this is. If you're going to do it, you need to put in 20 hours a week for call it three, four, five years.”
“But I we we tell them in the angel university course, which is based on the book Angel, and like the book is like 10 bucks or 20 bucks. So, like it's the greatest deal in the world.”
“So the number of unicorns per million people, Alex, in my book, Angel, I had talked about that like as a per capita, think about this list.”
“which is why I wrote the book on angel investing literally called angel uh you know now in 12 languages and so I had that calling card that just made you know any meeting request uh happened very quickly”
“I wrote a book, Angel. Man, I guess it was seven years ago. It's it's done incredibly well.”
“I actually saw you speak in Virginia Beach at Zar Peninsula like in 2018 right after you launched your Angel book. So that was fun.”
“you know me from angel investing the award-winning book in 12 language it didn't win any awards but it's in 12 languages and uh I got paid a million bucks for it so that's going for my first book”
“there will be plenty of ways for you to say to an author like myself hey the book Angels dope I want to license it how do you feel about a three-year license”
“and what I'll tell Angels is I always get asked and you can read my book when you're starting out as an angel investor at o stage”
“where I teach people based on my book Angel how to become Angel Investors”
“So by the way, what I tell people when they're angel investing in startups, I say if you're angel investing in startups, only invest money that you can afford to lose and here's a book I wrote about it.”
“I got just got offered 2500 bucks to put Angel my book into because Harper Collins did a a deal with uh Microsoft and so I'm thinking 500 per year I think it's for three years is the license”
“and my publisher Harper sent me a note for $2,500 I can give Microsoft the book Angel for three years and I I didn't make a decision on it yet I haven't signed it but I'm I'm probably going to sign it just to show support for that concept”
“I'm a hopper Collins author for this book right here angel and uh I want to know about that deal”
“I've probably had four instances in my entire career. I put one or two of them in the the book Angel. I'll put three or four of them as composits”
“when I was there I spoke to a group of like 30 Angel Investors and they hosted a lunch for me with 30 family Angel Investors and they like they they had all read my book because there's really only one book on Angel Investing”
“I read your book angel, that was how I became familiar with you and I loved it. I was on vacation I couldn't put it down found it in the library I loved the book and then I bought it”
“you know when I came out with the book Angel we would interview Angel Investors and Seed investors but then as my career grew and I started to have funds”
“they are Avid listeners to this podcast this week in startups and they actually started their company after listening to this pod and reading my book Angel it's incredible”
“the technique I used in my book Angel was to you know talk about techniques and investing that I had learned from other folks including Bill Gurley and Michael Moritz or whatever”
“and they actually started their company after listening to this pod and reading my book Ang it's incredible oh it warms my heart”
“but the best part was it said books to guide you along the way Venture deals by my friend Brad Feld uh The Lean Startup by my friend Eric Reese both Friends of the show and then finally Angel my book”
“What books to guide you along the way? Venture Deals. The Lean Startup. Angel, how to invest in startups. Timeless Advice. Wow, I got to pick that one up.”
“the founders Brandon and Carmen they are Avid listeners to this podcast this week in startups and they actually started their company after listening to this pod and reading my book Angel”
“yeah I I wrote a book called Angel about this um but I've since refined it and I'm happy to tell you exactly the Playbook”
“I thought the last time was when you published the book Angel”
“Jason the original host and now co-host of this weend startups before Molly even came on he wrote a book um so he wrote a book called Angel”
“these people are crazy they're nuts they started a macadamia nut business and it is delicious all nuts are not created equal”
“they told me that they got inspired to start this company after listening to this very pod and reading my book angel”
“they got inspired to start this company after listening to this very pod and reading my book angel”
“they've been listening to this podcast and they told me that they got inspired to start this company after listening to this very pod and reading my book angel”
“they told me I kid you not that they started their company after they're listening to this weekend startups and they read my book Angel they used the Returns on their first Angel investment”
“Some of it's derivative from stuff I said in my book. Other parts of it and I know he's a fan. And and thanks Andrew. He's always said nice things about me.”
“and they told me I kid you not that they started their company after they're listening to this weekend startups and they read my book Angel they used the Returns on their first Angel investment”
“both parents are law professors not ethics professors but they are law professors and the father is focused on tax law and then second yeah there that was one of the chapters I particular that's actually in J Cal's book in Angel”
“He has invested in more than 300 startups in the past decade, who is Sequoia Capital's first scout and is the author of the book Angel.”
“The founders of this company, Brandon and Carmen, they've been listeners to This Week in Startups for a long time, and they told me, and the kid you not, that they started their company after they listened to This Week in Startups, and they read my book Angel.”
“and they told me they started this company I kid you not after listening to the Pod and reading my book Angel”
“they told me they started this company I kid you not after listening to the Pod and reading my book Angel oh my God that warms my heart”
“so just like I democratized Angel Investing wrote the book Angel was the first Syndicate on Angel list”
“then I wrote a book explaining how to be an angel investor called Angel and then did Angel University and taught that 30 times for charity”
“read my book angel and i'll see you all next time bye”
“that's why i wrote a book angel that's why we do angel.university uh and have given two hundred thousand dollars to charity”
“writing the book angel help me codify those and then and then teaching this angel university course every couple of months helps me stay sharp in that way”
“and then he had this tweet um like a week later or something and this was around the time that his book angel came out and so he tweeted out uh tweet a selfie of you and my book and maybe we'll pick you to come watch um blade runner 2049”
“he was like all right well i'm gonna give you this project to work on um it's uh to organize thirty is so specific unless jason you know as jason's ideas are it was uh i want you to organize 30 dim sum meetups across the us for uh my book um i was like awesome cool”
“so when i sold my angel book i said guys i want to do a companion podcast called angel and i want to include the first season or the first five episodes in the audiobook at the end as a bonus”
“if you're in my book angel i was like you know it's kind of like i'm playing in a uh a card game where i get all the aces and kings and you don't like that's deal flow”
“if you're still not tired of hearing from jason six days a week you can hear rita's book angel angel the book dot com slash audible”
“and if you're still not tired of hearing from jason six days a week you can hear rita's book angel angel the book dot com slash audible”
“and if you're still not tired of hearing from jason six days a week you can hear him read his book angel angel the book dot com slash audible”
“and if you're still not tired of hearing from jason six days a week you can hear rita's book angel angel the book dot com slash audible”
“great advice i talk about it in my book about how to build a network not everybody's an extrovert not everybody's designed for this not everybody enjoys it”
“if you're still not tired of hearing from jason six days a week you can hear him read his book angel at angelthebook.com”
“This is a podcast we started when I wrote my book Angel, and it's kind of like a sister podcast to This Week in Startups.”
“and if you're still not tired of hearing from jason six days a week you can hear him read his book angel angel the book dot com slash audible”
“it's been six seasons since i wrote the book angel we started this special series special podcast as part of this week in startups so that you could learn from other investors what their theses are how they invest why they invest their best practices you know”
“and I have a book on Angel Investing called Angel those three books I forgot Steve blank's book I know lean started up was Eric's”
“Jason is the author of a book it's called angel everybody at this week in startups and at launch has read his book and he famously said in one of the chapters that basically founders have to be based in san francisco”
“you sorry i just say hey your burn's 20 and they're like are burns 18 how did you know and then i just tell them the party trick i talk about in my book angel you need to be able to do back of the envelope math”
“just like i wrote the book angel so i could stop having the same conversations about how do you pick companies i send them the book where i say go to angel university and then ask me your question”
“i also reread because i started writing my next book um i really listened to when i was in italy um and that's as much as i'll say uh but it's not a tactical book like angel this is a book like big think book”
“This is a workshop I've been hosting since I wrote my book Angel uh three or four years ago and it's a virtual class”
“And I had set this stretch goal of hitting 10,000 when I wrote the book three years ago, Angel. And I'm just realized I'm about to hit it.”
“I wanted to be rich, I wanted to be powerful, I wanted to have the magazine, I had goals I wanted to hit, I wanted to get to 10,000 syndicate members, oh I wanted to write a book, oh I wanted to be a millionaire, I had all these goals.”
“i told the story in my book angel where somebody told me they had google and facebook as customers and then in diligence we asked to see the contracts”
“well i could start angel university and the angel podcast and write the book angel so i could teach people how to become angel investors”
“oh thanks for reading the book angel yeah if you haven't read angel uh go ahead and read it and you know people always ask me hey what can you do”
“and i mentioned this in my my first book angel and uh many of you know i just got back from italy where i took a week off”
“and in chapter 27 of my book angel investor i said it very clearly if your startup isn't sending you monthly investor updates it's going out of business”
“if you're a credited investor you have to learn the skill of angel investing so come to angel university angel dot university which is the course i teach and then the other thing you want to do is in addition to angel university read my book angel”
“the following is a conversation with jason calacanis who's an entrepreneur investor author of angel how to invest in technology startups and as many people may know he's a fun brilliant long time podcast host of this week in startups and co-host of the all in podcast with chamath palahapatia david sax and david friedberg who all happen to be”
“the following is a conversation with jason calacanis who's an entrepreneur investor author of angel how to invest in technology startups”
“and so i wrote a book on that angel and then i do a course called angel university that i teach six times a year”
“uh that's when you publish it right around the same time i published angel actually uh and uh you've gotten incredible feedback on that book”
“and i like the book you have on your shelf there that's a good one thank you personalize that book for you on you did you put that book out for me yes but it is one of my my my favorite books you know uh of 2020.”
“as i said in my book and a lot of people repeat back to me i don't need to know if your idea is going to succeed i need to know if you're going to succeed”
“then i left angel list i wrote my book angel and now i have over 5 000 people growing at 500 a month in the largest syndicate of the world at thesyndicate.com”
“i'm proposing that my angel university course and my book be a path to and this was my my end game three years ago and why i wrote the book”
“he basically took my book he took my track record and made a fukaka crazy you know money-making scam for three thousand dollars and you know that you pay like 500 now”
“what i did was i wrote a book about it angel”
“for those in olicity he's got a stack of 50 copies of angel behind him which is hilarious”
“because they have so many new angel investors because of my book angel that one of them today was like I'm in 18 deals”
“the analogy I use in the book and I use all the time is would you go play if you were learning blackjack or you're learning poker”
“this is the complement to the book I wrote angel and if you want to get the book it's angel the book calm”
“it's also the podcast that complements my book angel which you can go to angel the book comm search on Amazon now in Chinese Japanese Taiwanese English obviously and a bunch of other languages thank you so much for reading the book”
“and how has angel investing changed since I released my book I'm gonna give you that answer and more on this week in startups today”
“absolutely and as a great very astute question I think you've read the book at least once based on these questions and you're paying attention”
“and if you do that I believe you have a better chance of winning and I'm glad to be on the journey with you thank you for reading the book next call”
“because I wonder when you told that story in the book angel which is available here if you ask a good question and not available if you ask a bad question”




