40 Lessons from 30 Years
Stressing about a problem rarely fixes it. Try to bias towards improving things instead of whining about them. Or if you can’t fix them, forget about them.
It’s never the right time. Any time you catch yourself saying “oh it’ll be a better time later,” you’re probably just scared. Or unclear on what to do. There is never a right time for the big things in life: having kids, changing jobs, breaking up, getting engaged, married, moving in together. And no it’s never an amount of money, either. Err on the side of too early over too late. Related to that point, since there’s never a “right time,” it’s almost always better to do things “too early.” Your conception that it’s too early is just your fear, and once you dive in you’ll figure it out. Old people tend to regret the things they didn’t do, or didn’t do earlier. Not the things they did.
Beware of shadow careers. This idea comes from Steven Pressfield: “Sometimes, when we’re terrified of embracing our true calling, we’ll pursue a shadow calling instead. The shadow career is a metaphor for our real career. Its shape is similar, its contours feel tantalizingly the same. But a shadow career entails no real risk. If we fail at a shadow career, the consequences are meaningless to us.”
You have more time to build a career than a family. You can complete great work well into your 80s and 90s. If you want to know your grandkids as adults, you only have until your mid 30s to start a family. Every year you spend waiting is another year you lose with your future family.
The time will pass anyway. Maybe it’ll take you five or ten years to succeed at whatever you want to do. Well, those ten years will pass anyway. In ten years you can either have made progress on your goals, or still be whining about how long things take.
Most of the world is held together with duct tape. The last 5-10% of everything seems to get slapped together at the last minute. It’s just hard to see in any area where you aren’t an expert. Don’t worry about living duct-tape-free.
The faster you get something, the faster it tends to go away. Languages, money, influence, friends, the sharper the rise the faster the fall.
Money is a tool for freedom. The best reason to accumulate wealth is to buy yourself freedom from anything you don’t want to do, and the freedom to do the things you do want to do. Money is not an end in itself. If you sit on it and never use it, you’ve wasted your life.
Another water bottle won’t fix your hydration problems. A new note taking tool won’t make you a better writer. If you find yourself looking for a tool to solve a problem, you’re probably just procrastinating.
Host more events. Everyone wants to do more social stuff, but no one wants to organize it. Organize it. It’s not that much work, you’ll be much happier, and you’ll make more friends.
Get physical. Buy real books. Print photos. Write cards. Buy vinyl. Space is how you show yourself and others what you value. Minimalism is a horrible, dull trend. Fill your life with totems to what you care about.
Money can absolutely buy happiness. So long as you spend it on upgrading and expanding the things that make you happy, instead of using it to play status games or on fleeting experiences.
Advice only works in retrospect. You usually have to have experienced a failure or loss to understand the relevant advice. Hearing some piece of advice will rarely stop you from making the related mistake.
Be early. Get on trends early, try new things early, visit places early, learn how to develop the requisite taste to be a little ahead of everyone else. It’s fun and can be profitable.
Embrace the many things you’ll never do. Enjoy saying, “I’ll never learn Chinese,” or “I don’t need to visit every country.” Everything you say no to creates space for the most important things to say yes to.
You can handle more than you think. If you aren’t occasionally failing at things, you’re not pushing yourself. You only need to make a few great decisions per year. You only need to get a few big things right each year and follow through on them. Your life will be shaped by surprisingly few big choices.
No one is crazy. They just have different values and information than you. If you had their life experience, you’d probably think the same. The sooner you embrace this, the sooner you can empathize with people you disagree with instead of pretending you’re superior.