Student loans, first paychecks and small wins, from just north of Chicago
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February 2026
Archive (3)
A pothole, a bent rim and a $230 February
Budget & Paychecks

A pothole, a bent rim and a $230 February

February 25, 2026

One deep pothole on Sheridan Road and a flat tire in the cold. How I paid for it and why I now keep a small ca…

Where my $1,140 tax refund went
Paying Off Debt

Where my $1,140 tax refund went

February 16, 2026

Every dollar of my refund went to my student loans, and I almost didn't do it. The new balance and the small t…

Filing taxes with pet-sitting income for the first time
Insurance & Adulting

Filing taxes with pet-sitting income for the first time

February 7, 2026

A W-2, a pile of payment app records and a Schedule C. What I owed on my side money, what I got back and what …