I Suck at the Side Hustle and Need Your Help

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I’ll keep at it and see if there is something I can find out there, but it’s been 6 months of not having much luck. I’m totally fortunate in that I’m not looking for a primary source of income before they come and shut my lights off, but at the same time it’s killing me as a highly-motivated person to think about the hours I’m wasting that I could be using to dig out that much faster.

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Obviously there are two pretty straightforward ways to get out of debt:

  1. Pay off your debt.
  2.  Make more money so that you can pay off your debt faster.

In other words, your debt is what it is. It ain’t going away, and so if you’ve got a lot of it like I do, it’s really just a matter of trimming what you can where you can to focus every possible cent onto paying that debt down.

As step #2 also calls out, bringing in extra income helps, as long as you maintain your focus and use that extra income to get out of debt that much quicker. If your boat is filling with water, you can scoop it out much faster with a bucket than with a spoon.

My problem is not the focus part. We are so insanely committed to paying off our debt that I could probably require life-saving brain surgery and still have a tough time deciding if it was worth it over putting that money towards one of our higher interest accounts.

No my problem is getting that extra income. That side hustle. I’m just not good at making that kind of thing happen… or maybe deep down I just don’t want to be good at it.

I work a lot already, so please don’t think that I’m a lazy person. I hold a 40-60 hour a week job for a software company, and I’ve been working for this same company for almost 20 years now. Along with this, I have taught at local universities, and have a semi-regular freelance job as an illustrator for a company I’ve been fortunate enough to work with for the better part of 15 years.

What I do know however is that I’ve still got some extra time. Think like 2-3 hours every night after my wife and kids go to bed, and an extra 10-15 hours on the weekends. I stay up that late anyway, but usually it’s consumed with dumb things like playing videogames or noodling on a guitar.

Monetizing on that 2-3 hours is what’s eluding me right now, and it’s driving me nuts!Read More »