06/16/2026
I worked with a woman who ran a successful catering company. Her busy season was a thing of beauty, events booked solid, revenue at its annual peak.
And it was also the time of year she felt most financially panicked. Her best season felt like her scariest season. She started to dread the very months that were supposed to be her reward.
Her busy season was one long pinch point. Peak season meant buying food, paying staff, and covering rentals up front, in cash, for events clients wouldn’t pay in full until weeks after they happened. The more she booked, the more she fronted, and the longer she waited to be repaid.
She wasn’t overspending. She was financing her clients’ events out of her own pocket for weeks at a time, every busy season, without ever naming it as such.
Once she saw the pattern, she changed her deposit structure so more money came in up front. The panic season became just the busy season again. She didn’t need more revenue. She needed to see the shape of her own cash. That’s what understanding your finances are all about.
If your busy season feels like your scariest season, this week’s free CEO Ledger names exactly why → theprofitablepenny.substack.com