Deathbed Advice/Regret
hazn.com
hazn.com
I would often do general consulting while mainly helping with tech, marketing or sales... and I noticed that all of my most important advice no one would follow. It got so extreme that I would often joke that "I know my advice is good because no one ever takes it". David Maister acknowledged a similar thing in his book "Strategy and the Fat Smoker: Doing What's Obvious But Not Easy"
This article strikes a chord of course because its right in line with that thought. Deathbed regrets in that sense are kind of cheap - they knew what they were doing and did it anyway. I think the author is however missing a key feature of this genre though - those regrets are almost always things that are there, that have no deadline and are easily delayed. Spending time with family, working on hobbies or creative pursuits, and so on. What the regretters are failing to attribute is their lack of discipline... and that there is a valuable take away. The genre could really be just a derivative of: "I wish I had been more disciplined in my life"
There is a flawed prioritization happening that we are seeing have it's natural conclusion on the deathbed - delaying things that feel forever available (spending time with the kids) for things that feel urgent (that critical meeting).
As you said, it takes discipline to avoid this trap. There will always be another urgent meeting, but your children will grow up and go have their own lives.
"Fake urgency" is a terrible poisonous thing that often seeps into the work world. It is the cause of many ills and most deathbed regrets.
Slow burning problems are the worst because they're so easy to ignore until it's to late.
Ultimately it is Moloch [0] who drives us here.
[0]: https://medium.com/@happybits/moloch-a-race-to-the-bottom-wh...
A tragedy of the commons can only be resolved through collective action. Carbon tax is the obvious example.
GP technically didn't suggest otherwise, and in fact the same "selfishness" highlighted in that comment also drives people to vote against the sacrifice of collective action, so IMO they're correct. But if you forget about that (implied) step, and instead read "we should all individually just get rid of our ACs and stop flying, to solve climate change" (which GP didn't say), then that would be incorrect.
I agree also that legislation like carbon taxes are the only ways to really solve the problem, and mostly read GP's comment with the more generous interpretation.
But I don't think that we should see the lack of that as a license for unhinged consumerism. I think people should hold on to their phones and cars awhile. They should prefer more fuel efficient vehicles if they can afford them, etc.
See e.g. Al Gore taking flights to speaking engagements about climate change. From one perspective, this is an effective tool and probably even carbon-negative if it leads to effective change. On another level, why is a guy with so many frequent flier miles telling me to fly less? Why is a rich guy who can eat the cost of a carbon tax telling me my plane tickets will cost more? Etc.
I am reminded of the "no ethical consumption under capitalism" refrain, which is sometimes used by people who don't like capitalism to justify taking the absolute least ethical option available.
Maybe this is nitpicking but just to satisfy my own record more than anything: that would be individual action and I agree Al gore shouldn’t be telling anyone to fly less.
> Why is a rich guy who can eat the cost of a carbon tax telling me my plane tickets will cost more?
Carbon taxes affect big consumers more than small ones, and I would absolutely support eg a Canadian “carbon price” model where the money is doled out to everyone at the end of the year. And if anyone is still worse off, tax oil companies more until poor people are least-bad-off :)
So far I’m on board with both.
You can't support the tax as effectively unless you prove by your actions that you believe in the cause. While individual action won't directly solve the problem, failing to take individual action might jeopardise your ability to support collective action.
Individual blame and responsibility has become inexorably linked with the anti climate change movement unfortunately. It is a Trojan horse for those willing to derail the movement. But if you stay on message, and lead with “no individual action, only collective action”, any counter of “but You!” only serves to reinforce the message: “Yes, Me, because Us or Nobody.”
I agree with your overall point but the messaging is so crucial that even “people downvoted this because individual action, but…” no—no but: that’s the whole point. No but, no individual action. Moloch has nothing to do with an advocate or lack thereof. We need to stay really clearly on message: collective action solves a tragedy of the commons. The end.
Moloch becomes relevant when we fail to take collective action. At that point: yes, shame. On Us.
https://slatestarcodex.com/2014/07/30/meditations-on-moloch/
I think it is more likely that a lot of people either didn't know how to relax - or potentially have internalised something about the nature of happiness that isn't true and that they can't let go of.
I wish I’d had the courage to live a life true to myself, not the life others expected of me.
I wish I didn’t work so hard.
I wish I’d had the courage to express my feelings.
I wish I had stayed in touch with my friends.
I wish that I had let myself be happier.
I wish I didn't care that much for others' opinion.
Yes, deathbed regrets aren't actionable self-help advice. They are confessions, really, and no, they are not cheap. They are messages from those who've reached the fifth level of relating with death, that of acceptance, whereas we're still loitering on the first one, denial [1]. They uncover something deep and painful in ourselves, they say most of us are missing something important when we are afraid to go the uncharted routes and follow the safe pre-written ones instead.
[1] "The Denial of Death" is a book worth checking out.
HN discussed that a few months ago and the most upvoted commenter happened to have a terminal illness and disagreed with some of it. https://news.ycombinator.com/item?id=43944467
He recently passed away a few months ago in August 2025. That's one of the few HN threads I bookmarked because he had a contrarian opinion that I agreed with.
Not discounting it. There’s comfort in knowing you aren’t alone or the only one to make mistakes, we all do. What’s healthy is realizing it was a mistake, know what you did that caused it, learn from it, and not have it happen again due to a change of behavior. In work, and in life.
Also, life is short, forgiveness is hard, time goes by faster than you think.
May we all get to enjoy those final moments free of the need to perform on stage and express those things we truly wish to pass on to those will hear them.
to be fair when you're dying the other last thing on your mind should probably be your regrets, so there is some truth in the article.
When people go through dramatic events, not necessarily limited to their literal death, there's often a false sense of clarity. It's not uncommon for people with trauma or loss to suddenly have some conversion of one kind or the other, and it's rarely as good of an idea as they think it is. It seems more sincere because for the individual it's tied to some important event, but I think it's often the opposite.
An advanced cancer diagnosis changes the mind and brings a level of clarity that I had never before experienced, about what is important.
Being forced to face one's mortality is not pleasant but it can be enlightening. And then truly enjoy the experience of being.
I think the question is, if everyone has similar "deathbed" advice, then what can you learn from that?
The problem is always that they do not understand the problem. The problem was not the framework, the language, the compute model. It was the problem model.
Having spent a lot of time around that "high driven successful ceo" type, there's a lot of ego involved. There is ego in being needed in meetings. There is ego in working late. There is ego in being the only one who can deliver the thing.
Spoiler, most managers are aware of the ego trap and know how to press that button to get more work from you.
You can't solve the deathbed regret problem by just reading deathbed regrets and swearing to travel or spend time with family. You have to address the root cause of the problematic behavior - ego, dislike of your kids, not actually valuing travel, etc.
Then the ongoing work of prioritizing can happen.
Wishing you health and healing.
Of course nowadays we have memes to help us completely avoid thinking at all. Ask someone what is best in life, and see how far you get!
Only rarely does one get a considered response. That would be a response that
1) Acknowledges existing thought on the issue. "Socrates mentions regret..." "The mongols thought the open steppe was very important for the good life"
2) Adds personal experience. This can be totally banal, since we don't all live exceptional lives. "I met a girl at the bakery in 1975..." But being banal doesn't mean you can't use the experience to reflect on what regrets actually are, and whether you agree with some POV.
With someone on their deathbed I guess it can be a bit jarring to subject them to the full Oxford tutorial grilling, so I can understand why it can end up being a bit bland.
For example, Gil Amelio—former CEO of Apple—once expressed that he wanted to be reborn as a woman owning/working a vineyard in Southern France. That was so specific and interesting, I still remember it.
Wishing you used social media less doesn't exactly spark the imagination.
BTW: Yes, I know he's still alive :)
^Another one I’ve never understood. Like geez, hopefully my daughter doesn’t give up her life dreams just based on the possibility I might be in a freak accident one day...
There is no moment in our lives where we can be trusted to think deeply and express a hard to hear honest thought, and those people that do it often when talking about others are just mean and unlikeable.
>Better advice comes from things people actually did.
What happens when it takes quite a bit more focused effort to do something like not be on "social" media than it does to idle along with the mainstream?
The line is pretty blurry to begin with, and can be a moving target making it hard to know for sure whether you are doing, not doing, or being done :)
Sort of scary if both.
Most of us live our lives under the illusion of being in control. As death approaches, many people realize they cannot control their fate and often observe or think of choices they did not make, when they had that agency.
As my mom reached the end, she was very worried about things being taken care of. The house insurance, the taxes, a few other items. Then she talked about things we wouldn’t experience (She was annoyed that she didn’t get to read Robert Caro’s still unpublished last book together), and then a few regrets about things that were done or not done.
This translation of Aeschylus always captures this subject for me:
“He who learns must suffer, and even in our sleep pain that cannot forget falls drop by drop upon the heart, and in our own despair, against our will, comes wisdom to us by the awful grace of God”
Wisdom comes from suffering sometimes, and sometimes the most important wisdom you learn seems simple and trite, or is it?
I still go around quoting: No one at their deathbed says "Man, I wish I had spent more time at the office!"
On the flip side, I've noticed the older one is, the longer their list is of "things that don't matter." (e.g. Don't focus so much on wealth, career, etc). It was years before I realized that I've encountered very old people who say "None of it matters", and that perhaps they are not giving sage advice, but are merely changing preferences as they age.
You're going to need to be far more specific.