Jack's January 2024 Recap

Books I Liked

1) No Worries by Jared Dillian

I’ll be the first to say that most personal finance books are a drag, but No Worries by Jared Dillian was a surprisingly refreshing book that provided sensible personal finance advice.

This book wasn’t quantitative drudgery that discusses the most efficient retirement allocation, and it certainly wasn’t promotional FIRE material that compels the reader to postpone all enjoyment to some future date in one’s life. No Worries felt like sitting down with a trusted boss, football coach, professor or some other mentor and having a real discussion about money. Dillian gave cautionary tales about taking on bad debt, discussed the truth about finding a career path that will maximize your income, and provided anecdotes about how financial risk creates stress that impairs other facets of your life.

I’m not going to recommend many personal finance books, but No Worries is great. Check it out on Amazon.

2) Trust Me, I’m Lying by Ryan Holiday

Ryan Holiday was my inspiration for this list, and one of his first books, Trust Me, I’m Lying, is a fascinating exposé of the media industry. Before becoming a best-selling author, Holiday spent years working as a PR and marketing Swiss Army Knife, and he learned every trick in the book for generating attention.

In his book, Holiday explains how the internet’s near-instantaneous feedback loops have created a system where journalists need information in real time, all the time, and much of what we see on The Wall Street Journal and The New York Times begins in niche blogs and random corners of sites such as Twitter and Reddit. Holiday brought the sloppiness of modern journalism to light, showing how misinformation campaigns can explode online as speed has become the most important metric. Check it out on Amazon.

3) Fooled by Randomness by Nassim Taleb

I’ve been following Taleb on Twitter for years, and I’ve probably read a dozen of his essays, but somehow, I never opened any of his books until recently. And I loved this one.

After a career spent as an options trader who specialized in low-probability events that drove massive outcomes, Taleb turned to writing, and his snark and disdain toward many in the investing industry drips from every word in Fooled by Randomness.

And the book is excellent because of it.

Fooled by Randomness, to me, is an illustration of how folks who confuse the roles that luck and skill played in their fortuitous outcomes can quickly lose everything for the same reasons that they made it. It’s a fascinating case study on hidden risks, and Taleb’s air of superiority only made the language better. Check it out on Amazon.

Other Content

• Corry Wang, a former tech equity researcher at Bernstein Research, published an interesting thread looking back at Nathan Myhrvold’s internal Microsoft memo, “Road Kill on the Information Highway,” from 1993. Many of Nathan’s predictions from 31 years ago proved to be shockingly accurate.

• Gergely Orosz, the writer behind Pragmatic Engineer, wrote an excellent article on what the end of 0% interest rates means for tech startups and the broader tech industry. I have previously written a satirical piece on the same topic, but Gergely’s article is an excellent resource for anyone curious.

• Adam Geringer published an interesting tweet (I’m assuming we still call them “tweets” ) on his decision to move from machine learning to geomatics and surveying. His reasoning was that there is an increasing waste of intellectual talent in fields like AI and tech, and skilled workers can make a much bigger impact by applying their talents to other overlooked industries that are traditionally seen as more “blue collar.” I hadn’t thought about this shift before, but it will be interesting to watch if Silicon Valley tech talent begins exploring other areas.

• Derek Guy, the man behind Twitter’s most prolific work wear-focused account, wrote a great article about how and why you should find a good tailor. Fashion, especially men’s fashion, feels like it’s fading into obscurity as “smart casual” becomes the norm, but suits are cool, and everyone secretly wants to dress well. Derek is one of the few online voices still focused on men’s fashion.

• Chris Arnade, who writes an excellent travel blog covering his journey walking around different cities around the world, wrote good article on the issue with American cities, in which he discusses the filth and poor infrastructure that exists here that otherwise poorer countries have managed to solve. (Chris also has an interesting life story in general.)

Miscellaneous

• I’ve been using italki for more than a year now, and I think it’s the most valuable foreign language acquisition tool on the web. Basically, italki is a platform where you can find foreign language instructors from dozens of countries who speak dozens of languages. After chatting with a few different Spanish instructors, I’ve been meeting regularly with one Colombian woman for the last year+. Unlike in person lessons, which can cost upward of $50 per hour, I typically pay $8 per session (shout out to the US dollar, I guess). You can check out italki here.

• Last year was my first year generating a meaningful income as a self-employed individual, and tax season was a nightmare as all revenues and expenses went through my personal bank accounts and credit cards. I set up a business account on Mercury for my one-person LLC in January, and it made separating my finances a million times easier. If you have a small business or run a one-person shop, Mercury is an excellent banking solution with the friendliest UI that I’ve seen. Check it out here.