-
The $1200 Phone Bill That Isn’t Actually $1200
January 3, 2026One friend, two phone plans, and the contract math that keeps us broke without noticing.
Boss ·· 4 min readFinance & Money -
I Bought a $109 Phone — and Now My iPhone Feels Awkward
December 28, 2025A Broke Boss reflection on why we overpay for devices we barely use — and how questioning habits can save you money.
Boss ·· 2 min readFinance & Money -
How to Advertise to No One and Lose $50 a Day — Without Even Trying
December 26, 2025A Broke Boss field study on local business marketing fails: spending money on the wrong platform doesn’t bring calls.
Boss ·· 3 min readFinance & Money+1 -
How I Turned My Uber-Delivery Friend Into a Real Boss
December 25, 2025A Broke Boss field study on gig work, overthinking, and why perfectionism kills your earnings.
Boss ·· 1 min readFinance & Money+1 -
How to Lose Time, Money, and Rewards — One Coffee Line at a Time
December 25, 2025A Broke Boss field study on how standing in coffee lines quietly keeps you broke.
Boss ·· 2 min readFinance & Money