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How to Guarantee You'll Regret Your Life

2024-07-05 · Long video (solo, talking head or whiteboard) · Ali · recording, 7:33 · watch on YouTube

Topic: Goals, purpose and life design (also: Relationships and personal life, Health, sleep and habits, Mindset, motivation and happiness) · mode: Playful and ironic · tags: Lesson from a book, Feel-Good Productivity thesis

In an inverted list of ten ways to guarantee you will regret your life, Ali means the opposite: do not put work above health and people, live true to yourself rather than others' expectations, express your feelings, invest in friendships, grow, look after your health, forgive, let yourself be happy and design your life intentionally; he draws on Bronnie Ware's top five regrets of the dying.

What is said

The parts of the video and what is said in each (★ — how much it matters to the video).

00:00:00 — Points one and two: work above everything; following what others expect of you

  • ★★★ Ali warns, through an ironic list of ways to guarantee regret, against putting work above everything else and always choosing work over your health and relationships. — 00:00:00
  • ★★ Ali says not to convince yourself that earning more money will bring fulfilment and joy, or that your family want the extra money more than your presence. — 00:00:29
  • ★★ Ali cites palliative care nurse Bronnie Ware's book The Top Five Regrets of the Dying: the second of the five regrets is "I wish I hadn't worked so hard". — 00:00:29
  • ★★★ Ali warns that living by what others expect of you, your parents, society and social status, guarantees regret, and that you should not rule out the unconventional, your passions or a pay cut for a job you might enjoy more. — 00:01:27
  • ★★ Ali says the top regret in The Top Five Regrets of the Dying is "I wish I'd had the courage to live a life true to myself, not the life others expected of me". — 00:01:27 · first in: 2022-11-30, How to Make Difficult Decisions (without overthinking)

00:01:56 — Points three to five: suppressing feelings, letting friendships fade, staying in the comfort zone

  • ★★ Ali warns against suppressing your feelings and never expressing your needs or preferences, which leaves unspoken frustrations and missed chances for authentic connection. — 00:01:56
  • ★★★ Ali says friendships need effort: rather than waiting for friends to reach out, write Christmas cards, wish people a happy birthday and organise gatherings and trips yourself, or friendships fade. — 00:02:26
  • ★★ Ali warns against sticking to your comfort zone and avoiding change and growth in the belief that maximising comfort will make you happier. — 00:02:55

00:03:24 — Mock plug: do not buy Feel-Good Productivity

00:03:53 — Points six to nine: neglecting health, instant gratification, never forgiving, not letting yourself be happy

  • ★★ Ali counts neglecting your health, eating unhealthily, never exercising, sitting all the time and smoking, among the surest ways to regret your life. — 00:03:53
  • ★★ Ali warns against always prioritising instant gratification, what feels good in the moment, over what is good for you in the long term. — 00:04:22
  • ★★ Ali counts never apologising, never forgiving and holding a grudge forever against anyone who has wronged you among the ways to guarantee regret. — 00:04:52
  • ★★ Ali says to let yourself be happy, citing the fifth of the top five regrets of the dying: "I wish I had let myself be happier". — 00:04:52

00:05:21 — Rules that make happiness almost impossible

  • ★★★ Ali warns against setting rules for happiness that need great weather, a three-hour morning routine, a friend's spontaneous affirmation and no bad day at work: such a long checklist makes happiness almost impossible. — 00:05:50

00:06:19 — Point ten: no intention in designing your life; the three-part playlist

  • ★★★ Ali warns that having no intention in designing your life, never reflecting on what a good life means to you or what you value, guarantees regret. — 00:06:19

Humor (significant)

  • Ali lists career trophies that supposedly matter more than anything in life — 00:00:00

    “making sure you get your fricking million subscriber YouTube plaque”

  • You are too busy working to organise anything, so friends should come to you — 00:02:55

    “So you should absolutely let your friendships fade away over time so that you die miserable and alone.”

  • Ali tells viewers not to buy his own book Feel-Good Productivity and proposes retitling it Disciplined Productivity — 00:03:53

    “Enjoyment is for losers, feeling good is for losers, not for high achievers like you.”

  • To neglect your health fully, never get up from the sofa — 00:04:22

    “you can hook up a catheter to your urethra”

  • Instead of reflecting on a good life, simply drift with whatever society says — 00:06:19

    “You should just be like a pebble floating around in the waves.”

  • People who journal or read philosophy are wasting time they could spend working — 00:06:49

    “Intentionality is for losers after all.”

Threads in this video

  • restate · How do you avoid regrets in life? — Ali warns, through an ironic list of ways to guarantee regret, against putting work above everything else and always choosing work over your health and relationships. (00:00:00)
  • refine · How do you avoid regrets in life? — Ali warns that living by what others expect of you, your parents, society and social status, guarantees regret, and that you should not rule out the unconventional, your passions or a pay cut for a job you might enjoy more. (00:01:27)
  • refine · How do you keep friendships and avoid loneliness? — Ali says friendships need effort: rather than waiting for friends to reach out, write Christmas cards, wish people a happy birthday and organise gatherings and trips yourself, or friendships fade. (00:02:26)
  • refine · How do you become happier? — Ali warns against setting rules for happiness that need great weather, a three-hour morning routine, a friend's spontaneous affirmation and no bad day at work: such a long checklist makes happiness almost impossible. (00:05:50)
  • restate · How do you design the life you want? — Ali warns that having no intention in designing your life, never reflecting on what a good life means to you or what you value, guarantees regret. (00:06:19)
  • restate · How do you balance ambitious work with family life? — Ali says not to convince yourself that earning more money will bring fulfilment and joy, or that your family want the extra money more than your presence. (00:00:29)
  • refine · Should you follow your passion when choosing work? — Ali warns that living by what others expect of you, your parents, society and social status, guarantees regret, and that you should not rule out the unconventional, your passions or a pay cut for a job you might enjoy more. (00:01:27)
  • refine · What should you do when your parents want a different life for you? — Ali warns that living by what others expect of you, your parents, society and social status, guarantees regret, and that you should not rule out the unconventional, your passions or a pay cut for a job you might enjoy more. (00:01:27)

Mentioned

Central: The Top Five Regrets of the Dying

Also: Bronnie Ware · Feel-Good Productivity (book) · Palliative care

Also centred on The Top Five Regrets of the Dying: The Top 5 Regrets of the Dying #shorts

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