Choose a career by looking outward: get good at something that helps others. A dream job combines engaging work, meaning, mastery, supportive colleagues, and basic conditions. To maximize impact, work on problems that are large in scale, neglected, and solvable, then contribute through research, advocacy, government, organization-building, or earning to give.
Treat career choice as an iterative decision process, not a one-time act of self-discovery. Build career capital – skills, connections, credentials, character, and runway – while testing personal fit through cheap experiments. Explore high-upside paths early, develop skills that are hard to automate and complementary to AI, and review at a regular cadence.
“Plans are useless but planning is essential.”
“On your deathbed, helping people is one of the things you’re least likely to regret.”
“If we really want to be satisfied, we have to stop focusing on ourselves and our own passions and instead turn our attention outwards to what we can do for other people.”
Chappy’s Review
My new go-to for stepping back to think about my career and its impact! Clearly lots of good thinking that went into this and love the frameworks + tactical guides.
Key Takeaways
Optimize for flow: challenging work with autonomy
Follow your passion < master valuable skills + use them to do meaningful work
Slogan: get good at something that helps others / do what matters
Impact = number of people helped × magnitude of improvement × duration
Complimentary skills like hardware, data-centers, cybersecurity
Luxury goods (due to wealth inequality)
Personal skills:
Deploying AI to solve real problems
Taking care of yourself
Personal effectiveness + agency
Prioritization, forecasting, decision making
Social skills
Learning how to learn
Business skills:
Leadership + management
Operations management
Policy + political skills
Communications (including social media, events)
Specialist skills:
ML research + engineering
AI governance + strategy
Cyber + biosecurity
Expertise in emerging power
China, multipolarity
AI hardware
Also economics (especially growth + automation), public policy, applied math, robotics, engineering, philosophy, some history
Physical skills
Luxury services
9: Career Capital
Big corporate tech + finance + consulting = “Bermuda triangle of talent”
Better: smaller high-growth org
Take an established route into policy careers
Fellowships, working for a politician, think tanks, dep’t ladder
Meet people, say you want to find your way in
Write + publish about it
Graduate school
Do something relevant
Get a verifiable valuable skill
Eg. BlueDot
Do anything where you might excel, even if it’s random
Learn by doing
And don’t do what others are doing
10: Finding the Right Career for You
What could I become good at?
Top performers are 100x better
Generally just “pick what suits you best”
Long-term career satisfaction = career capital + immediate impact + supportive conditions + personal fit
Hard to predict (<40%)
Shouldn’t trust gut - it can’t be trained for things like career choice
Best: structured interviews + biographical data
Process:
Rank all options in terms of fit
Especially hour-to-hour
List key uncertainties (that’d update rankings)
Devise cheap tests for ↑
11: When Should You Settle?
Explore exploit tradeoff a
Study: hot streaks tended to follow periods of exploration
4 reasons to explore:
Shoot for the stars
Upper confidence interval algorithm: start with highest upside option first
On average, people overestimate ability for small tasks but underestimate for big tasks like founding a company
Try out several paths, but with careful ordering
Traveling salesman problem
More costly than 1, so better early in career
Business school gap helps
Consider a wildcard
“Random” option
If in doubt, quit
Sunk cost fallacy
Status quo bias
5 factors for career path: (revised)
Immediate impact
Career capital
Personal fit
Supportive conditions
Exploration value
4: Plan + Action
12: How to Make Career Decisions
#1 factor for good decisions: make more options (narrow framing)
Eg. ask others / outside frame
Job candidates best picked when according to objective criteria, so should do the same for careers
Narrow down to top 3-7 factors
Initial rankings + key uncertainties
Get data + action, jump once ranking settles
Pre-mortem + pre-party
Make judgement call
Accept doors closed on futures
Listen to your gut as another input
13: How to Make a Career Plan
“Plans are useless but planning is essential”
3 broad stages of career:
Explore (18-24)
Build career capital (24-34)
Deploy (34+)
Have a career vision: some broad idea where you’ll end up
1-3 problems, 1-5 roles / titles
Best only for determining next steps
Work backwards and forwards
ABZ plan: A + B + worst case scenario
“Nothing in life is as important as you think it is while you are thinking about it” - Daniel Kahneman
Avoid risks that may permanently reduce happiness or career capital, eg.
Burning out, getting depressed, ruining reputation, breaking important commitments
Set a review plan / cadence
14: How to Actually Get a Job
Job hunting is sales
Responsibility, salary, put their reputation on the line
3 key stages:
Generating leads
Converting employers
Negotiating offers
Could take 20-100+ leads to get a converting offer (6+ mo)
Best jobs often at high-growth cos (bespoke + not on job boards) via referrals
How-to*
Do a portfolio project, case study, etc.
Go for a nearby position → internal promotion
Trial
3 key points, 1-2 key stories each
1-2 most impressive things you’ve done, not more
15: How to Network
Surround yourself with the right people
Networking: “meet people you like, help them out, and build genuine relationships”
5-min favor: intro, book, app rec
Create content (in a niche)
Host events
Find your community
Gains of trade often positive sum due to specialization / comparative advantage
EA + AI communities best
Key: be part of 2+ to avoid lock-in
Final thought
“On your deathbed, helping people is one of the things you’re least likely to regret”
“If we really want to be satisfied, we have to stop focusing on ourselves and our own passions and instead turn our attention outwards to what we can do for other people”