A Dungeonmaster’s Guide to Defeating Debt

A Dungeonmaster’s Guide To Defeating Debt

Let’s talk about D&D&D! That’s Dungeons & Dragons and debt. Strictly 5e. Live in the now.

Guys. I don’t mean to brag, but I run a fourteenth level wizard that I’m pretty damn proud of. She is a cold-hearted bad-ass lawful-evil murder-machine.

My steed is a magic broom with a fifty-foot move-speed. My staff turns into a friendly giant constrictor snake on command. And my Contingency spell is set to Polymorph me into a T-Rex if my hit points drop below 20%. I know, I know, it’s basically a massive free heal! And I’m a resourceful motherfucker. I once used a level one Disguise Self to convince two-dozen hostile Kuo Toa that I was Blibdoolpoolp, lobster-headed mother deity of the sea. I ordered them to pray until they died of exhaustion. #lawfulevil

If you play Dungeons & Dragons, you already know the best way to handle enemies depends on your class strengths. A barbarian has no business casting spells. A wizard has no business grappling. (And a warlock has no business in any campaign, period. Come at me in the comments, you short-rest dependent motherfuckers.)

Life, as I have so often found, mirrors games. Here is some wisdom for humans and demi-humans of all alignments on defeating debt.

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The Debt-Killing Power of Rounding up Bills

If you haven’t noticed by now, I’m a big fan of incrementalism. Like an establishment politician, I believe in taking reasonable baby steps toward an idealized future (and unlike said politician, some day I’ll actually get there… at least where my personal finances are concerned).

You can make really big progress on your debt and savings gradually, by degrees, and it feels so much more manageable and easy than committing yourself to meeting your financial goals in big chunks.

Take, for example, the debt-killing power of rounding up on all your bills.

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I Paid off My Student Loans. Now What?

I Paid off My Student Loans. Now What?

After spending over a year scrambling to put every extra dollar I could find into my student loans, I’ve paid them all off almost five years ahead of schedule. I’m now in the enviable position of having a big chunk of extra money every month. It literally feels like I just got a massive raise. So what do I do with it?

Building a Scrooge McDuckian money vault is far too gauche. And besides, I want to use this money to improve my financial position in the fastest, most badass way possible (with badass defined as “most profitable in the long-term”). There’s no shortage of options.

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I Paid off My Student Loans Ahead of Schedule. Here's How.

I Paid off My Student Loans Ahead of Schedule. Here’s How.

I paid off my student loans almost five years ahead of schedule.

For a little over a year, I dedicated every waking hour to stomping out these loans like the parasitic infestation that they were, and now that this monumental task has been accomplished it feels really, really good. I wiped out about the last $18k of loans in 14 months, and doing that required intense discipline and concentration. I channeled the mental fortitude of a Buddhist monk and the austerity of an Irish peasant circa the Potato Famine. Here’s why and how I did it.

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Buying the $7 Chocolate Bar

Buying the $7 Chocolate Bar

Last time I found myself in a high-end grocery store, I remember looking at the prices of everything and thinking “who the hell would buy a $7 chocolate bar?” Yesterday, I got my answer. And it was a pretty surprising one! It opened my eyes to a truth I’ve struggled for years to acknowledge.

I have a friend who is struggling with homelessness right now. She was in my house, staying for a spell while she looked for a permanent place to live. I watched her unpack her few belongings.

And there it was. Inside her purse was a large, rather expensive, luxury-brand $7 chocolate bar. She held it up and twiddled it back and forth in her hands, letting the silver foil catch the light.

“Sweetie, I’m homeless,” she said, very matter-of-fact. “You’d better believe I’m getting the good stuff.”

And boy was she making a great point.

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