@Tim_Denning: At 26, I had a career plan.At...

@Tim_Denning
51 views Apr 21, 2025
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At 26, I had a career plan.
At 34, I quit my corporate job forever.
At 38, I have no rules and am free.

If you’re feeling lost, read this.

15 life lessons I wish I knew sooner:
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1. Optimize for mental health, not wealth

Plenty of careers can make you rich. But you end up stressed out 24/7.

And stuck in meetings with time wasters.

Real wealth is peace of mind
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2. Losing everything is spectacular

The humility + struggle forces you to be better. There's only one way out: survive

“Sometimes it takes losing everything to realize what you had." – Todd Saville
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3. Life plans are stupid

Nothing ever goes to plan. Entropy runs the world. Learn to embrace chaos.

Every bad news event is an opportunity
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4. The meaning of life is to experience nostalgia

Use it as a decision-making framework. Ask yourself: "Will this help me experience nostalgia?"

Nostalgia is why I stayed in banking for 10 years. I look back on it every day & love the wild stories.
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5. Understand the circle of life

There's no avoiding the circle. Embrace it instead of fight it. Life gets easier.

Credit: Pascal Campion
Media image
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6. Become a ruthless action-taker

If you want to truly learn, you have to do stuff.

• You have to leave the cocoon of your home and take risks.

• And travel to other countries to see how people live rather than being told by the news how they live.

Action produces wisdom.
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7. Comfort is a sign of a lack of growth

Comfort feels good for a while until it turns into a plateau. Then you feel terrible.

Experience more discomfort.

• Gym
• Sales
• Public speaking
• Building a business

If you're not growing you're dying.
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8. Figure out your biggest expense: tax

It's the difference between poverty & being a millionaire.

The goal is to operate like a business so you spend mostly pre-tax dollars instead of post-tax dollars.
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9. If you're thinking about having kids, you probably should do it sooner than later.

I did it in my late 30s. I should have done it in my 20s. There's never a good time

But having kids when you have high energy is better. They wanna play a lot.

Also, 3 of my friend have had their baby die during pregnancy.

The older the mother the higher the chance of this. Youth makes parenting less stressful
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10. Do what you know you must do

(But have been avoiding)

This is how you will feel better about yourself and be less anxious.
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11. Get rejected & fail with a smile

Otherwise you learn nothing and drown in courses, books, TV.

Real education is execution, not access to information.
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12. Be closer to your best friends.

Instead of 100 shallow friendships, spend more time with your 5 closest friends.
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13. Someone is always going to hate you

The problem is them, not you. Just ignore the $0 critics. They want what you have

When you ignore all opinions you become free.

Choose to be free.
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14. Money is the worst form of retirement.

Retire on memories.
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15. Forgive your parents sooner

They probably made mistakes. They did their best. Spend whatever time you have with them

They'll die sooner than you wished.
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At 26, I was an idiot & a drunk.

At 38, I feel at peace & am chasing my one true obsession.

A simple life is a good life.

If life still doesn't make sense, keep going.
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Money is one of the biggest problems in life that I wish I solved sooner.

If you're not as wealthy as you'd like to be, start here with my free eBook: timdenning.com/auto-book-xc/
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