Tag Archives: FIRE

The Top 5 Things That Changed When I Started Working for Myself

For fourteen years, four months and eleven days, I worked in software. My job was like a lot of jobs: conducted in a cubicle or sometimes remotely, during regular business hours, and almost every week of the year.

In July of 2019, I left that job to make my investment business full time. I still remember the feeling when I walked out of the office for the last time into a hot, sunny summer’s day…”Wow, this is it, I’m really gone”.

Looking back on the past 21 months, I decided to write down a few of the biggest changes in my life since leaving the world of corporate employment:

1) Your time is your own. When I wake up in the morning, I eat breakfast and do a little journaling. I can plan out a day focusing on whatever I want. The ability to design your own day is a huge difference from working at a company, where you’re crossing off items on someone else’s to-do list.

2) You find yourself suddenly immersed in new areas on a regular basis. In the last couple of months, I’ve done deep dives into COVID, vaccines, meme stocks, and startups. Some for business purposes, some just because I’m interested. When your time is your own, you find yourself delving into new topics a lot more frequently.

3) It’s harder to decide what success means. At a job success means not getting fired, getting a raise every year, and maybe a promotion. How do you define success in your own business? That’s a lot more subjective, and I tend to move the goalposts further whenever I reach a goal. This can put you on something of a treadmill. It’s important to get off sometimes and smell the roses.

4) You have more energy. Even though I almost never use an alarm clock anymore, I wake up earlier and am more energetic in general. Being able to do what I want with my time gives me energy. Doing what someone else wanted all day tended to drain it.

If you can make money through something other than selling your time, like investing or writing or selling a software product, you can remove that ceiling on your income.

5) The sky is the limit. My investments this past year made far more than I ever made working, and new investments I’m planning in early stage startups could blow away all previous earnings if things go right. (Or go to zero if they go wrong!)

If you work for a company, your raises usually come yearly and they’re only so much. There’s a limit to how much an employer will pay for an hour of your labor in most fields. What’s more, you only have at most 24 hours a day to sell! But if you can make money through something other than selling your time, like investing or writing or selling a software product, you can remove that ceiling on your income.

If you can generate enough income to fund even a modest living, and you aspire to work for yourself, I encourage you to do it!

If you can generate enough income to fund even a modest living, and you aspire to work for yourself, I encourage you to do it! If you can’t, build up a side business over time and eventually you’ll be ready!

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Photo: “The Workaholic NSA” by herval is licensed under CC BY 2.0