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Ask HN: You're 27 again. What would you do differently?

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Re: Ask HN: You're 27 again. What would you do differently?

#12

Live a life of "No RAGRETS" so you dont have to think of being "27" again... I am 26 so I have no advise to give...

Not necessarily a "regrets" post - but sometimes you just don't know any better. Had you more information you might have made different decisions. That is all.

Re: Ask HN: You're 27 again. What would you do differently?

#13
Thanks for posting. I like reading the responses to these. Admittedly, in part to see if I'm on target with my goals of min-maxing life compared to other's experiences.

Though, I suspect that a side effect of taking good general advice from those more experienced than you is that you might miss out on, or never learn to identify exceptional specific advice that few are able to provide.

Since starting a business is a common topic I see in these threads across the internet, my two cents: 27 for me is just flipping the calendar back. I started a business in my late 20s. I still should have done it sooner.

But, I believe there's a threshold. You need the experience to do the business, but you still want to be in a place where you don't have enough experience to get up and run the business when you start without doing some homework along the way: I don't think you want to be figuring out LLC paperwork, general liability, and payroll in your 30s.

You can do all of that in your early 20s, and if I were to give advice to my younger self, do it before you turn 25. As young as possible, even if you're still in high school and keep working full-time jobs as an employee into your 20s for household cash safety, stuffing away as much as you can.

I think the latter owner of Designer News started his ventures at 18 and mentioned to members there that his progression simply looked like delegating more and more to others until he got where he was.

In general, I think these threads are useful to young people, but they're not a source of exceptional advice.

They're a source of good foundational advice like spend time with your family, don't spend beyond your means, save, work hard.

Re: Ask HN: You're 27 again. What would you do differently?

#14
40 year old here. A few things:

- Forget about seeking a 'safe' job. Go find a startup to join. Don't worry about having to sleep on someone's couch.

- Save more.

- Go ahead and get that master's degree. It's pretty hard when you're married and have kids.

- Get into better shape and stay that way. At 40 losing weight is so much harder than it was back then.

Re: Ask HN: You're 27 again. What would you do differently?

#16
1. Maintain fitness better.

2. Do everything possible to get into FAANG or other top tier tech company. Made the ignorant mistake of thinking that working in the tech departments of Wall Street investment banks and hedge funds were the pinnacle of a SWE career (I'm not referring to places like Citadel/TwoSigma/JaneStreet/etc.etc.). Ignorance is bliss. Note that this was many, many years ago when a SWE career wasn't considered as hot as it is today; plus I was surrounded by Wall Street finance types in my social circle, as opposed to fellow SWEs/technologists.

3. Related to #2, but probably move out of NYC to the SFBA.

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