08/29/2026
One of the underrated joys of owning a delivery business is developing the ability to smell a problem through a text message. 😂
Customer hits me up today looking for a New Hampshire run.
No problem. $10 delivery fee. Normal day at the office.
We start going back and forth about the item they need. And I mean BACK AND FORTH. Twenty minutes of questions, specifics, clarifications, specifications, measurements, probably could've gotten the item's blood type if we kept going.
Then something starts feeling… familiar.
I'm staring at my phone like 🤨
So I do a little digging.
OH.
IT'S YOU. 😂😂😂
Turns out this is someone who STILL owes me money from about a YEAR AGO.
And not even because I charged them for some ridiculous favor.
I literally bought something FOR THEM with MY OWN MONEY and never got paid back. 😂
So suddenly today's delivery policy became extremely simple:
“Absolutely! I'll head to New Hampshire as soon as the order is paid.”
And wouldn't you know it…
After 20 minutes of their card apparently working perfectly well enough to exist…
The SECOND I require payment BEFORE I drive to another state:
“My bank card isn't working.”
😂😂😂😂
WHAT AN INCREDIBLE COINCIDENCE.
That card saw a payment link from Keegen Delivers and immediately threw itself down a flight of stairs.
This is one of those beautiful moments in business where experience saves you.
A year ago Keegen would've been halfway to New Hampshire thinking, I'm sure they'll pay me.
I've been doing this long enough to know that sometimes “my card isn't working” actually means “I was hoping you'd already be on the highway before we discussed this part.” 😂
The joys of owning a business.
Sometimes you're a delivery driver.
Sometimes you're customer service.
Sometimes you're an accountant.
And occasionally you're a detective investigating a financial crime worth approximately $17. 😂
For legal and emotional reasons, this is a joke. 😂 But I think most people can understand the policy: whether you're running a business, freelancing, or simply trying to protect your time and money, it's reasonable to expect payment for money you've already spent and work you're about to do. I’m not driving out of state or spending my own money upfront for someone who still has an unpaid balance and, unfortunately, didn't even plan to pay for what they were requesting today. Today, Keegen gets to keep his time, gas, and money.
And that, my friends, is the story of how a $17 unpaid balance turned into a full episode of Keegen’s version of Judge Judy. 😂
All NEW YouTube channel/content coming soon
Youtube.com/
The Keegen Delivers YouTube channel is getting a complete remodel.
No more Store To Your Door update/vlog-style videos. We’re taking the channel in a completely different direction.
Think real deliveries, crazy challenges, ridiculous requests, unexpected situations, and ideas that take a normal day of delivering and turn it into something completely unpredictable. 😂
This isn’t going to be a channel about running a delivery business. The delivery business is basically becoming the playground for the content.
🎥 Go subscribe to Keegen Delivers now for early access.
The first videos are coming soon…