Well, here’s something I’ve spent a lot of time working on behind the scenes: DeadlineGuard is officially launching!

If you’ve followed my software projects over the years, you know I enjoy taking an annoying everyday problem and trying to solve it with code. This time, the problem is recurring business deadlines.

Think about everything a small business might need to remember: a license renewal, an insurance expiration, an inspection, a permit, a certification, or a recurring administrative task. Individually, none of these sounds especially complicated. But once you’re juggling a whole collection of them—especially across a team—spreadsheets and calendar reminders can turn into a mess.

That’s what led me to build DeadlineGuard, a web application from my company, PennyHacker LLC.

What does it do?

DeadlineGuard gives a business a central place to track recurring deadlines. You can create obligations with due dates and recurrence schedules, configure email reminders, record when work is completed, and attach supporting files. There’s also a dashboard and reporting so you can see what needs attention instead of hunting through several disconnected tools.

I wanted something more straightforward than an enormous enterprise compliance platform, but more structured than a spreadsheet full of dates.

It won’t file paperwork for you, interpret regulations, or guarantee compliance. The goal is to help people stay organized and avoid losing track of the work they’re already responsible for doing.

Why build another SaaS?

Building software is the part I know best. Building and marketing a business around it is a different challenge, and one I’m learning as I go.

I’ve spent a lot of time on the less glamorous parts: security, account recovery, subscriptions, evidence storage, backups, and figuring out what happens when a customer wants their information deleted. Those details matter even if they aren’t the kind of features you’d put in a flashy product demo.

Now comes the interesting part: finding out whether this solves a real problem for people who run businesses.

Who is it for?

My hope is that DeadlineGuard will be useful to small businesses and teams that have recurring licenses, permits, inspections, insurance renewals and similar responsibilities. I’m also curious about people like bookkeepers, property managers and operations professionals who manage these kinds of checklists regularly.

Take a look

You can find DeadlineGuard at https://deadlineguard.biz.

If you run a business, I’d love to know how you currently track recurring obligations—and what would make that process easier. Even if the product isn’t for you, thoughtful feedback is incredibly valuable at this stage.

Thanks to everyone who’s encouraged me along the way. Now comes the next adventure: actually getting this thing into people’s hands!