Why I Finally Understand Late Fees (And Why You Should Too)
Running a small business is full of defining moments—some feel like wins, others feel like gut punches that teach you everything you need to know about boundaries. This is one of the latter. It's the story of my last "favor job" and why I'll never do another one without ironclad terms that protect my business first.
Tyree Allen
6/6/20252 min read


The Job That Broke Even (And Broke Me)
A while back, I took on a one-time moving job for a large company I'd worked with before. It wasn't my usual cleaning contract, but I justified it. The job seemed profitable on paper, and I thought it might lead to future opportunities. Plus, I wanted to nurture the relationship, even though they were relocating offices with no recurring work lined up.
To get it done right, I had to rent a U-Haul and hire an outside company to help finish the job. Those expenses cut deeply into my margin, but I stayed professional and committed to delivering quality work. That alone should've been enough.
It wasn't.
The Real Cost of "Good Relationships"
After completing the work, I sent my invoices with Net 7 terms a one-week payment window. Days passed. Then weeks. Eventually, more than a month went by without payment.
The company had me listed under a vendor profile with "monthly payment terms" from a contract I'd signed three years earlier. It didn't specify whether that applied to recurring work or one-offs, but suddenly I was floating $1,400 that I needed to cover my own bills.
Because of their delay, I paid late fees on my end. I literally broke even on the job.
The worst part? When I followed up, I got bounced around. Everyone claimed they had "forwarded it to accounting." I spent 2-4 hours of admin time chasing down money I had already earned.
Eventually, after sending a calm but firm follow-up to accounts payable, I received confirmation that the invoices would be paid within the week. They did pay but not without a month of stress, damage to my cash flow, and the realization that the "relationship" I was trying to nurture didn't feel like a two-way street.
What Late Fees Actually Protect
Here's what I learned the hard way: Late fees aren't greedy they're protection.
When someone pays you late, they're essentially getting an interest-free loan from your business. That delay has real-world consequences:
You pay late fees on your own obligations
Your cash flow gets disrupted
You absorb the administrative cost of chasing payment
You carry the stress of uncertain income
I wasn't just providing a service I was providing financing. Without compensation.
The Boundaries That Changed Everything
That job cost me time, energy, peace of mind, and profit. But it also gave me crystal-clear standards I'll never compromise on again:
No more favor jobs without clear terms. If it's outside my core service and has no guaranteed upside, I walk away. Good intentions don't pay bills.
Payment protection is non-negotiable. I now require full or partial payment upfront for one-time jobs. No exceptions.
I don't chase clients. Professional follow-up? Yes. Begging for payment? Never.
Future work isn't currency. "This might lead to more opportunities" is not a form of payment.
The Real Business Lesson
I'm not bitter I'm sharper. That experience taught me that protecting my business isn't about being difficult. It's about being sustainable.
Every time you accept unfavorable terms "just this once," you're training clients to expect those terms. Every time you chase payment, you're teaching them your time has no value.
From here on out, I run my business on terms that serve both sides but especially mine. Because no one cares about your peace of mind like you do.
Late fees aren't about punishment. They're about recognizing that when payment terms aren't honored, someone absorbs the cost. It should never be you.