
Why do only a few people get to say “I love my job?” It seems unfair that finding fulfillment at work is like winning a lottery; that only a few lucky ones get to feel valued by their organizations, to feel like they belong. Imagine a world where almost everyone wakes up inspired to go to work, feels trusted and valued during the day, then returns home feeling fulfilled. This is not a crazy, idealized notion. Today, in many successful organizations, great leaders are creating environments in which people naturally work together to do remarkable things. In his travels around the world since the publication of his bestseller Start with Why, Simon Sinek noticed that some teams were able to trust each other so deeply that they would literally put their lives on the line for each other. Other teams, no matter what incentives were offered, were doomed to infighting, fragmentation and failure. Why? The answer became clear during a conversation with a Marine Corps general. “Officers eat last,” he said. Sinek watched as the most junior Marines ate first, while the most senior Marines took their place at the back of the line. What’s symbolic in the chow hall is deadly serious on the battlefield: great leaders sacrifice their own comfort—even their own survival—for the good of those in their care. This principle has been true since the earliest tribes of hunters and gatherers. It’s not a management theory; it’s biology.
2025 brought me to:
The Mom Test - Rob Fitzpatrick
Leaders Eat Last - Simon Sinek
A Knight of the Seven Kingdoms
The Time Machine - H.G. Wells
What They Don’t Teach You at Harvard Business School - Mark McCormack
The Promise of a Pencil: How an Ordinary Person Can Create Extraordinary Change - Adam Braun
Neuromancer - William Gibson
Blood of Elves - Andrzej Sapkowski
We Were Eight Years In Power - Ta-Nehisi Coates
Mort - Terry Pratchett
I’m Glad My Mom Died - Jennette McCurdy
The Dark Tower: The Gunslinger - Stephen King
American Gods - Neil Gaiman
The Boy’s in the Boat - Daniel James Brown
Can’t Hurt Me - David Goggins
Rocket Fuel: The One Essential Combination That Will Get You More of What You Want from Your Business - Gino Wickman
Source Code - Bill Gates
Mythos - Stephen Fry
Educated - Tara Westover
Leaving Microsoft to Change the World - John Wood
Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism is a memoir - Sarah Wynn-Williams
Hail Mary - Andy Weir
Slaughterhouse-Five - Kurt Vonnegut
The War of the Worlds - H. G. Wells
Do Androids Dream of Electric Sheep? - Phipip K. Dick
The Blade Itself - Joe Abercrombie
Good strategy, Bad strategy, by Rumelt is a classic on business strategy.
The books from https://www.tablegroup.com/
We gave this to every employee at the business, as it models the type of culture and leaders we wanted to grow. For me personally, it put down on paper what I had been trying to do for years. It was something I reread often to try to improve my manager/leadership skills. This type of thinking helped me become a better CEO (it wasn't instant).
2. Playing to Win: How Strategy Really Works
Great books on tactics and strategy; it helped me improve why we did things and created a much better approach to problems.
3. 4. Lean B2B: Build Products Businesses Want and The Lean Product Playbook: How to Innovate with Minimum Viable Products and Rapid Customer Feedback
Totally changed how I approach building solutions and testing ideas. I learn how to do customer dev interviews and go from learning to testing what problems I am hearing and so on. I’ve flipped through each of them 50+ times as I construct the next interview or so on. I particularly like the Product Playbooks method to evaluate different problems and the value individuals put on them. They have been helpful as I’ve started to learn, and I’ve got a long way to go.
I wish I had these 10 years previous; it would have saved a lot of money.
But the more I've done it, the more I really enjoy it. It's sort of like having kids (I imagine). I.e., it's sort of insane and counterproductive, but ultimately very satisfying. And as someone else mentioned it's a two-way door (if your engineering interests are long-term).
I've read probably 20-30 engineering management books in the past year and started our 'manager learning hub' wiki at work. There's a few good books I'll link to below.
But yeah you will likely have a new peer group of other managers. So you now have your team and your manager peer group. So if you find yourself not learning as much as an IC before (I'd been one more or less for 16 years before starting to transition), it can be a fun new area to learn.
https://www.youtube.com/watch?v=tTik4nt1knY
https://github.com/keyvanakbary/learning-notes (but read the books for real)
Will Larson's An Elegant Puzzle - Systems of Engineering Management is a nice more modern book. I would balance it with The Empathy Edge by Maria Ross.
A lot of management theory begins with Peter Drucker (and then Andy Grove and then John Doerr etc. - that OKR lifestyle approach - which has various and basically comes down to focusing on input metrics).
https://www.listennotes.com/podcasts/the-stack-overflow/writ...
mentions Smart & Gets Things Done (nice final chapter on different types of team challenges). Peopleware though aging has a lot of interesting examples. Leaders Eat Last was recommended to me by another manager. And in general that is basically the sentiment (i.e., put others first, but use metrics).
Like having kids, it's an opportunity to reflect on what you would've wanted differently in all the previous managers you have (and a realization that it's tougher than it looks). While managing engineers is different from leadership, it puts leadership on display perhaps more. Your blast radius is bigger. Most companies won't necessarily encourage it right away for ICs because it has a greater negative effect when it doesn't work.
And yeah to reiterate what others have said - it's a skill (i.e., a set of areas to make mistakes in) that takes time to develop/learn. And I'd say a lot of your growth comes down to who your manager will be in the process. If you have a good manager who mentors (in whichever style), you can learn a whole lot and improve your growth areas fairly quickly.
Also if you have more of an e2e and slight business focus, it can be interesting. It probably works best for those who are more generalist/breadth-first search types (though if good at communicating and delegating it's not strictly necessary); since there is a lot of "herding" for lack of a better word; and less time to depth-first dive into areas.
But yeah it gets better with time (or it should - and if it doesn't like I say it should be a two-way door). At first you might be like - what are all these 1:1s and why am I running around so much? And then with time, you'll start looking forward to all your 1:1s. And learning from others re: strategy (in general you'll participate with one level up meetings more; so if you're L6 at a company, you'll start seeing more what L7s see and be asked for input on, if you're responsible for a team). And starting to exhibit the best parts that you've learned before.
More links for the curious
https://www.youtube.com/watch?v=v3NLetsLYu4
https://randsinrepose.com/archives/
https://www.youtube.com/watch?v=u6XAPnuFjJc
The experiences I've heard about it (as mentioned here and which I'd reiterate) are that you can't think of your performance in days, but rather in weeks. You "work" through people. Though automation can be your programming outlet. And most importantly it's best to be honest with people. The people on your team everywhere will know when you're trying to cover things up, etc. Senior leaders will know when you're trying to cover things up. So just be honest and open and keep everyone's best interests in mind. And unlike my default learn to be "crisp" :)
It is a philosophy that relates well to my personality and I found the book super useful. We would give a copy to every new employee to help reenforce that culture. Especially as we grew managers up inside of that.
Also Extreme Ownership [1] and Dichotomy of Leadership [2] by Jocko Willink and Leif Babin.
All of these books had tremendous impact on me as a leader and I highly recommend them.
[0]: https://www.amazon.com/Leaders-Eat-Last-Together-Others/dp/B...
[1]: https://www.amazon.com/Extreme-Ownership-U-S-Navy-SEALs-eboo...
[2]: https://www.amazon.com/Dichotomy-Leadership-Balancing-Challe...
