185: I Quit My Job 8 Years Ago! Here Are 8 Lessons I’ve Learned Since Then That You Can Apply Today

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Eight years ago this month I pulled out of the parking lot of my corporate job for the last time.

Actually, my friend had to drive my home since I’d just turned in the keys to my company car.

It was a weird moment, filled with hope and excitement, but also nervousness. Sure, I’d built my side hustle to the point I was comfortable taking the leap, but it was still a leap.

The responsibility of cutting your own paycheck each month is stressful! I joke that on that drive home, I still had hair.

(6 months later, gone!)

Older and wiser and now with 8 years as a full-time entrepreneur, I’ve learned some important lessons along the way. In this episode I attempt to pull out 8 of the most important takeaways from the last 8 years.

I’ll share some examples of each and how you can apply them today.

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The 8 Lessons:

1. The Most Important Skill is the Skill of Learning New Skills.

2. Be You.

3. Make it a Habit.

4. Hire Help.

5. It’s Not Life Threatening.

6. Be Genuinely Helpful.

7. You Are Your Network.

8. Opportunities and Ideas Emerge Once You’re in Motion.


Your Turn

What do you think? What critical lessons have you learned on your side hustle journey so far?

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4 thoughts on “185: I Quit My Job 8 Years Ago! Here Are 8 Lessons I’ve Learned Since Then That You Can Apply Today”

  1. Your feedback in this episode is immensely helpful. Thank you! Garrett and I finished The Slight Edge last month and both of us thought it was life-changing. Whenever I’m frustrated that I don’t get everything done that I want to do in a day, Garrett reminds me of The Slight Edge principles (and vice versa).

  2. Inspiring. You make 8 worthy points here, but to me the first and the last are the most important, IMO.

    Leaning is not only a key factor to success, it’s fun if you relax and let it be. Something else to consider for the older readers out there, not only is learning more fun than vegetating on FaceBook, but it’s proven by a number of medical studies that frequent, active Internet use is good for the brain. Using the brain keeps it younger, longer. Everyone out there is going to grow old someday, if they are lucky.

    And the fact that everything ALWAYS changes after you get started is well know to anyone who wasted hundreds of hours studying set piece strategies in chess. Once the first pawn moves forward, it’s always a new and different game. Learn the basic moves and play, advanced study isn’t worth much. Many people spend years trying to decide which hustle they should start, when they could have used that time to start and fail (and succeed) a dozen times.


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Usually Hustling, Occasionally Social

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