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How do you avoid regrets in life?

Regrets of the dying, priorities of health and relationships, living true to yourself.

Answers by date: 7 records in 7 sources, newest first; the answers above are the current ones. The advice was refined (2020), never reversed, in these records.

date who answer source
2020-12-20 Ali Following Paul Graham's essay The Top of My Todo List, based on The Top Five Regrets of the Dying, Ali writes five commandments atop his to-do list: don't ignore your dreams, don't work too much, say what you think, cultivate friendships, be happy. 20 Lessons that Improved My Life 00:00:58
2020-10-04 Ali Ali's first lesson: if you like someone, tell them and shoot your shot, because being rejected there and then is better than living in regret, as he has for 17 years. My BIGGEST Rejections in Life 00:01:27
2020-08-06 Ali On his deathbed, Ali says, he is very unlikely to wish he had been a consultant for three more years or to regret travelling and exploring his other interests. My Last Day as a Doctor - Reflections 00:08:07
2020-07-21 (said on 2020-07-20, implied) Ali Ali keeps the five directives drawn from the top five regrets of the dying at the top of his to-do list each day, to remind himself not to lose focus on them. How I Organise My Life 00:09:56
2020-07-03 Ali If you have the option of moving to a new country, Ali says, it is almost a no-brainer to do it: nobody on their deathbed wishes they had stayed put. I'm Moving to America πŸ‡ΊπŸ‡Έ - Life Update 00:11:19
2020-04-29 Ali Single and without kids, Ali reckons a year travelling at 25 or 26 is unlikely to be a regret; on his deathbed he won't wish he had been a fully qualified doctor a year longer. Productivity, Books and Careers Advice - Ali Abdaal x Noah Kagan // Deep Dive 00:35:38
2020-03-24 Ali Ali's one-year rule: to decide what to do with your time, ask yourself what, in one year's time, you will regret not starting today and doing consistently. How to be More Productive in Lockdown 00:00:29

Dates are upload dates, which set the order. Where the speaker gives a different recording date in the video, it is added as "said on YYYY-MM-DD, implied" (derived from the date said in the video).