You have a great point, I haven't organized my thoughts too much about what order to tackle the debt. Sounds like your strategy is similar to the Dave Ramsey "debt snowball", going from smallest to biggest...

I think I will follow your advice, I definitely want to crush that $300 debt ASAP since like you said it's a quick win. Hell, I can probably just pay it off in full within the next 10 days or so since I have my private client paying $600 as a bulk paycheck at the end of the month!