An investment reading list

If you’ve read Scott Adams’ financial advice and my financial tips in case you win a startup lottery, then you might be interested in a few more pointers to good resources. Some web pages and books:

Don’t Play the Losers’ Game, by Henry Blodget. This is a short, accessible piece that explains why picking individual stocks on Wall Street is a bad idea for almost anyone.

– Website: the Bogleheads forum. An incredibly smart group of people who like to discuss investing, finance, and money. Their investment philosophy page is pure financial wisdom distilled.

A Random Walk Down Wall Street, by Burton Malkiel. This book is remarkably readable, though it can be dense at times. If you believe you can pick individual stocks with enough success to beat a diversified portfolio of low-cost index funds, this is the book you should read to throw a wet blanket on that belief.

The Lazy Person’s Guide to Investing, by Paul B. Farrell. This book will show you how to outperform the majority of active money managers in just 15 minutes a year. This book is seriously good. If I had to recommend only a single book, this book might win: it’s a breeze to read, but it imparts nearly as much wisdom as much denser tomes.

– This is a great description of how Google tried to educate and protect its employees before Google’s IPO. You’ll get most of the idea from the first page. How can you not love an article where a financial advisor admits “We work in the most overcompensated industry in the country”?

The Wall Street Self-Defense Manual, by Henry Blodget. In many ways, this book is a deeper version of Blodget’s article that I linked to above. This book is short, readable, and packed with most of the advice that you need to know.

– If you’re ready to go deeper, consider The Four Pillars of Investing, by William Bernstein. You might also check out Bernstein’s The Intelligent Asset Allocator.

Rich Dad, Poor Dad, by Robert Kiyosaki. This book has its flaws, but it’s very readable and could be good for teenagers or college students. The book uses stories to discuss the goal of financial independence via assets that produce money. I grew up in a family focused on academia, so this book was a good wake-up call that a lot of people care about money, not just getting a Ph.D.

Money and Wall Street stories, color, and culture

– Realistically, I’d recommend almost anything that Michael Lewis has ever written. His most recent book is Flash Boys and I enjoyed that story. But I also enjoyed Liar’s Poker, The Big Short, and Boomerang.

A few more to consider:
– Perfectly Legal (rich people get away with lots of tax loopholes)
– Confessions of a Tax Collector (a tale from inside the IRS when the IRS had more teeth)

There’s also a whole sub-genre of books about rich people:
– Richistan (pretty entertaining)
– The Millionaire Next Door (most millionaires are cheap!)
– Rich Like Them (mostly a bunch of anecdotes from interviews)

Stock Options

Consider Your Options, by Kaye A. Thomas. If you’re joining a startup that offers stock options, I strongly recommend that you study this book from cover to cover. It can help you avoid a lot of treacherous mistakes. If you don’t put in the time to understand your stock options, you might regret it later. Thomas also has a good book called Capital Gains, Minimal Taxes that covers the mechanics of a lot of tax issues and logistics for investors.

– I really recommend Consider Your Options as the definitive work, but An Engineer’s Guide to Silicon Valley Startups, by Piaw Na is very accessible. This book also covers a wide range of skills that you might need if you want to join a startup. Disclosure: I know Piaw from his time at Google.

– I have used Stock Options: An Authoritative Guide to Incentive and Nonqualified Stock Options as a reference for at least one complicated situation.

– Want to understand stock options at a basic level? Stock Options for Dummies isn’t too bad.


– This won’t be popular, but I just don’t find John C. Bogle’s books very readable. I agree with him about lots of things, but his books like Don’t Count on it! just didn’t grab me.

– Hedgehogging, by Barton Biggs. I’m not even going to link to this book–that’s how angry this book made me. Biggs actually writes stuff like this: “My real theory is that the investment superstars have some special magic with markets that enables them almost intuitively to do the right things most of the time.” What hogwash.

Elsewhere in the book (which lists a copyright date of 2006), Biggs quotes someone who accurately identifies the housing bubble: “another bubble is about to burst. Existing home prices have been rising 7% to 8% a year, financed by Fannie and Freddie.” Then Biggs goes on scoff at the guy, like “Look at this dork, predicting a major depression due to a housing bubble in the next three years.” The Wikipedia page on Biggs reports that Biggs’ hedge fund was blindsided by the subsequent global financial crisis. If you want a snapshot of how Wall Street can suck, then you might want to read this book.

– I’m not a big fan of Jim Cramer. If you want to watch Cramer for entertainment that’s great, but exercise caution on his advice.

– Beating the Street, by Peter Lynch. I just don’t think this book has aged very well. You can pick up most of what you need from other books. The advice to “invest in what you know” can be good. However, it also risks becoming “invest in what’s familiar” instead of doing your homework.

So those are some books and websites that I’ve liked or disliked. How about you–what books about investing, money, or finance would you add to the list?

42 Responses to An investment reading list (Leave a comment)

  1. Lots of good calls on there – Mint’s blog is starting to pick up some useful info too (plus I love their app!). I know Cramer can be too rapid fire / no depth for most folks but if you follow his public trades, his logic is usually pretty sound and insightful.

  2. Nassim Talebs books are well worth a read, especially The Black Swan: The Impact of the Highly Improbable. Learn about fat tails and kurtosis and why making and losing money with investing is usually up the stairs and down the elevator!

  3. I agree totally with Scott Adams’ Financial Advice – but the full detail behind it can be found in another seminal work: that of “The Richest Man in Babylon”. That started as a series of advice sheets from an insurance company in the 1920’s but is packed with useful advice from end to end. That includes the effect of compounding interest, of avoiding being a participant in games (e.g.: lotteries these days) by looking at the financial interests of all parties involved, and betting on folks who have knowledgeable backgrounds (not get rich quick schemes).

    There is an audio book version lasting over 90 minutes on YouTube, but the paper (or Kindle) book is excellent too. I bought a copy for my grandchildren, and they each have an index tracking account I pay into for them (Baby Lola included – age 2 months and already with a few shares in Apple and Google alongside her trackers).

  4. I agree that Michael Lewis has some great books. Boomerang and The Big Short were both enjoyable.

  5. This is a very good list. Absolutely agree that A Random Walk Down Wall Street should be on everyone’s reading list.

    As for notable emissions, I would add three books by Nassim Nicholas Taleb: Fooled by Randomness, <The Black Swan, and Antifragile. All are fantastic and I recommend them highly.

    For a more general (but fascinating) discussion of risks prevalent in financial markets, I also recommend Peter L. Bernstein’s Against the Gods: The Remarkable Story of Risk.

    • I’d also like to add the writing (and books) of John Lanchester to the list. He’s an occasional contributor to the London Review of Books with some of the best writing about the financial crisis and the behaviour of both banks and government, albeit from a London Lense. Journalism if the highest order.

      • I agree with this. I.O.U. is a very clear, well-written, and funny at times book about the financial crisis, tracing its origins to the collapse of the Soviet Union and predicting ramifications continuing for decades.

  6. I’ve not read it yet, but the great Tony Robbins’ new financial book, Money: Master the Game–7 Simple Steps to Financial Freedom, is being heaped with universal praise. It’s definitely one to look into.

  7. Thanks. More of good readings out here. Looks like were gonna burn the night.

  8. Michael Hopkins

    Nice list, Matt.

    I read Beating the Street a few years ago and I don’t agree it’s aged, even though the specific examples aren’t relevant and value vs. growth investing has not “worked” for a long time.

    The lengths to which he would go to have a clear mind, avoid seeing models instead of reality, and ‘play’ at work (crayon test, talking to children, avoiding people, etc.) to do well are more important than ever.

  9. I would also recommend Dale Ledbetter’s book “How Wall Street Rips You Off…And What You Can Do to Defend Yourself”. A very easy read with great information. It is on amazon at the below link I believe.

  10. Hey I really like that you are sharing your input into the stockmarket I just recently setup an account at loyal 3 to get into investing. Now Matt do not take this as spam, but as a good resource for use newbie stock buyers. At the loyal 3 site you can invest in as little as 10 bucks and there are no fees to buy or sell the stock you own…I got some Amazon stock with my small investment and made a huge 5 cent return thus far haha. I just wanted to test the waters with their services before I put in a few hundred and wanted to share it to others who maybe like me and do not want to invest a bunch before getting a good idea on what and what not to do.

  11. Matt, I think you’d like Diary of a Very Bad Year: Confessions of an Anonymous Hedge Fund Manager. It’s a book of interviews with a hedge fund manager taken from the literary magazine n+1. Covers Bear Sterns, the bailout, and Madoff from an inside view. Quick read and very interesting look at the financial industry.

    I’ll repeat my recommendation for Fortune’s Formula. I think Ed Thorp was an even better investor than Warren Buffett, and if he hadn’t gotten mixed up with Mike Milken he’d be our metonymy for “genius investor.” And as a bonus he worked with Claude Shannon.

    So glad to hear you say that about Bogle’s writing. I couldn’t make it through Enough. Stopped at page 30 or so, and I’ve read through Thucydides and Xenophon’s histories.

    I’m liking the financial stuff on your blog. Maybe something on estate planning?

  12. The first book you need to read is Benjamin Graham’s followed by securties anaysis if you want to get hard core

    Benjamin Graham was Warren Buffents mentor

    • I was just about the leave a comment very similar to this one. ‘The Intelligent Investor’ is a great book explaining the fundamentals of how the market works, but I understand why it was included on Matt’s list. The book by Benjamin Graham is becoming quickly dated and new books teaching of new knowledge are being published constantly, the book is almost drowned out.

    • I red that book, the good one. All the Buffets ideas how to manage and profit from business presented in media came from this book.
      After time I came to result, it is nice to invest in various product with different strategies, but its best in own business. Which business knows you better? Which person knows you better?

  13. Rich Dad, Poor Dad is a good one. Money does matter and this one motivates you and wakes you up 🙂 I’d recommend Rich Dad, Poor Dad too.

  14. I’ve not read it yet, but the great Tony Robbins’ new financial book, Money: Master the Game–7 Simple Steps to Financial Freedom, is being heaped with universal praise. It’s definitely one to look into.

  15. ‘Rich Dad, Poor Dad’ was the first book on finance that I ever read. A friend of mine lent me a copy, and I bought my own during senior year of High School. It was great. As you mentioned, it’s not a perfect book – but it’s a good one if you want to open your eyes to investing and using money as a tool. I’ll try some of your suggestions, Matt. The Holidays are coming and I need to expand my reading list. Thanks for sharing yours!

  16. Out of these I have only read ‘Rich Dad and Poor dad’ and it really made me think on how I should go about making money and look at my heard earned money.
    Lots of interesting material in this list. I guess I will start with ‘The Lazy Person’s Guide to Investing’, I hope it explains every thing in layman terms, as it seems from the title.

  17. Thanks for the list.

    Someone already mentioned Nassim Nicholas Taleb @nntaleb so there is nothing else about investment I could add here.

    As, for some, the best investment is to have their own company, I would recommend Rework

  18. I love ‘The Lazy Person’s Guide to Investing’ for its healthy dose of humor. It’s really an amazing book as it helped me deal with my money. It’s Paul Farrell’s and with its great lessons, I recommend it. I’ll probably try out the others. Thanks for your reading list, Matt.

  19. Nice one. Consider Your Options by Kaye Thomas is like the bible for investing in equity. The new year is coming looking forward to invest with a lot more discipline.

  20. Matt, this list is spot on and could serve as an inventory of my own bookshelf. I’m a Boglehead myself and true believer in low cost, diversified index funds, although I do tilt somewhat to small cap value and emerging (I prefer a little spice).

    But I’m gobsmacked that THE seminal work has been left off the page: The Intelligent Investor by Benjamin Graham. If I only recommended a single book, this would be it.

    Good luck to everyone in your investments.

  21. I agree that Michael Lewis has some great books. Boomerang and The Big Short were both enjoyable.

  22. Rich Dad, Poor Dad… beginning too long history, middle is useful, ending is too bad. I don’t like this especially after finding the writer is not talking about his own life and indeed being sued by the original writer.

  23. Dont’ Play the losers game is a really nice position. Have read it few times in my life and learned lots from it. I may recommend it to everyone who are new in the investing world 🙂

  24. Nassim Talebs books are well worth a read, especially The Black Swan: The Impact of the Highly Improbable. Learn about fat tails and kurtosis and why making and losing money with investing is usually up the stairs and down the elevator!

  25. It would be great to find the time to read all this stuff. How many ours would this be in total? I think there is a year reading for ahaed. The intersting stuff is not the problem, time is the problem. Rich Dad Poor Dad is adviced me already several times. It goes up again in my priority list. Thanks for the blog.

  26. Thanks for the recommendations, thought I’d add a few others that have been really influential for me:
    ‘The intelligent investor’ is a classic and highly recommended. Also don’t miss ‘The most important thing illuminated’ by Howards Marks, every time I read I learn something new.

  27. Thanks for the recommendations Matt! Especially Rich Dad,Poor Dad, will definitely be giving that a read. As a millennial I find that its hard to find information about investing that isn’t incredibly hard to understand for someone just starting out.

    Are there any other books you would recommend for millennials specifically that are first time investors?

    Thank you!

  28. I learn a lot from Robert TK from his book ‘Rich Dad Poor Dad’. I’ve change my vision after read that book. The contents is really amazing;less theory with high experiences from the experts.

  29. Hi, just wanted to ad onother great book called Grow rich slowly The Merrill Lynch guide to retirement planning. About not relay on social security but on your own reteirement efforts.

  30. I would like to recommend and ad this book to the list!! “The essays of Warren Buffett, Lessons for corporate America”. Ver good reading.

  31. The real experts do not write books.
    Infact writing a book is more like taking a job teaching,that proves the career is not making a worthwhile amount of money.
    At the top of my list is: The Snowball -Warren Buffet and the business of life.

  32. Fundamentals don’t matter as much these days in these highly manipulated and unregulated markets. Some books in the list related to basic technical analysis would also be of value to those new to investing. Thanks, T.S.

  33. I recently read a very good investing book by Ralph Wanger
    ‘ A zebra among the lions’. It’s small cap investing mostly.

    ‘Common stocks and uncommon profits’ by Phillp Fischer is very worth a read too, in my ‘book’ 😉


  34. This page is going in the book marked section too. I know that sounds like a spammy comment but it’s not, I promise!I love it with digi-folks are also into investing 🙂

  35. Somewhat I truly agree that Michael Lewis has some great books. But still I would say other books such as boomerang and the Big Short were both enjoyable and few more!

  36. ‘ A zebra among the lions’ is perfect

  37. Are you promoting Amazon? Because most of the links lead there… And it is not cute to promote an online bookstore…. Furthermore, if somebody is interested in financial economics then it is better to go and study in an economical university rather than reading random books…

    • All of those links are editorial and none of them are affiliate links, George. Not everyone has access to a university class with practical financial advice, but lots of people have access to the web. 🙂