Let’s Skidooly!

I texted my solar panel cleaner.

Not because anything was broken. Samuel does solid work—pulls in over $10K a month cleaning panels across the Central Valley. I was curious about something else: what would make his work easier?

“Weather,” he texted back. “When it rains, I have to reschedule everything. Takes forever.”

I thought he meant the physical challenge. Turns out, I missed the real problem completely.

The Hour Tax

Samuel spends an hour moving appointments.

One. Hour.

He opens his iPhone calendar. Taps an appointment. Changes the date. Texts the customer. Repeats. For every single job that got rained out.

“It’s the worst part of my day,” he told me later. “I’m good at what I do, but I hate feeling unprofessional because I’m scrambling to reschedule.”

Here’s what really got me: Samuel isn’t alone.

Every solo service provider deals with this. Pool cleaners when chemical deliveries run late. Handymen when permit delays cascade through their week. Personal trainers when outdoor sessions get rained out.

They’re all trapped in the same administrative hell, one appointment at a time.

The Missing Market

The market doesn’t see solopreneurs.

I started researching field service apps. ServiceM8, Jobber, HousecallPro—they’re all built for teams. Dispatchers. Complex workflows. Enterprise pricing.

Jobber’s “Core plan” assumes you need “sales and marketing tools” and “team management features.” It costs $40+ per month. For features Samuel will never use.

At the other end, you have basic scheduling tools like Calendly. Great for booking new appointments. Useless for bulk rescheduling existing ones.

There’s this massive gap. Between productivity tools for individuals and enterprise field service platforms. Solopreneurs fall through the crack.

I asked Claude to suggest names for a scheduling app. Every single suggestion was already taken by some field service company. SmartSchedule. FlexiBook. QuickReschedule.

The software market is flooded with solutions for businesses that have employees. Nothing for the Samuels of the world.

The Name That Stuck

Skidooly stuck.

My high school science teacher called schedule “skidooly.” One of those teacher quirks that lodges permanently in your brain. To me, anything schedule-related was automatically a skidooly.

The name felt right. Available. Memorable. Human.

More importantly: it wasn’t trying to sound like every other field service app. It had personality.

Samuel’s problem wasn’t technical complexity. He didn’t need workforce optimization or dispatch algorithms. He needed something simple that worked fast.

Select appointments. Tap new dates. Send professional messages. Done.

Two minutes instead of an hour.

Built for Samuel

We built it for Samuel.

And every other solo entrepreneur doing the boring, essential work that keeps the world running.

The dog walkers checking weather apps like day traders watch stocks. The tutors juggling client cancellations. The consultants whose presentations get pushed last-minute.

They don’t need enterprise software. They need tools that respect their time and help them look professional when life goes sideways.

Skidooly does one thing really well: bulk reschedule appointments quickly and notify customers professionally.

Samuel still deals with weather delays. But he doesn’t lose an hour of productivity every time it rains. His customers get timely, professional communication instead of hastily typed individual texts.

Sometimes the best solutions aren’t complex. They’re just honest about the real problem.

What’s your Samuel* story? Tell us about the moment you realized there had to be a better way.

*Samuel is based on a real solar panel cleaner. But not mine.