About Us -- Bozeman Automation

At Checkmark Automations, we’re on a mission to make running a small business a whole lot smoother.

We help entrepreneurs and small teams cut through the busywork and build smarter, more streamlined systems using automation – no tech headaches, no bloated software, just tools that actually work for how your business runs.

We believe that small businesses should have access to the same kind of efficiency and systems as the big players – and we’re here to make that happen without the complexity or crazy price tags. Whether you're solo or scaling, we’ll help you save time, reduce manual tasks, and create workflows that don’t make you want to scream.

Here’s what we’re all about:

• Get More Done, with Less Stress: We build automation that handles the repetitive stuff so you can focus on what actually moves the needle.
   
• Growth Without the Growing Pains: Our systems are designed to help you scale – smoothly and sustainably.
   
• Tech That’s Accessible (and Makes Sense): No confusing setups or unnecessary features. Just simple, reliable tools tailored to your business.
   
• Support That Doesn’t Disappear: We’re in your corner with ongoing support, clear training, and actual humans who care.
   
• Always Leveling Up: We stay on top of what’s new in automation so your business can keep evolving – without you constantly reinventing the wheel.
   

We're here to be your behind-the-scenes systems partner, helping you reclaim time, reduce stress, and get your ops working for you – not the other way around.

Let’s build something smarter, together.

–
Matthew Wood
Founder & CEO, Checkmark Automations

Matt’s the guy behind the curtain at Checkmark Automations – the builder, the strategist, the systems nerd (in the best way).

With a decade of experience in the outdoor industry and a knack for spotting inefficiencies, he’s helped businesses save thousands of hours by building smart, automated workflows that just work.

Matt’s led teams in Marketing, Branding, Customer Service, and Sales, and he’s built automations for hundreds of tasks across all kinds of businesses – from solo operations to scaled-up teams. The result? Less chaos, better performance, and systems that support real growth.

Checkmark is inspired by one simple idea: you didn’t start your business to get buried in it.

Founded by a former outdoor industry pro and longtime small biz advocate, Checkmark exists to help you reclaim your time. We know how much energy gets drained by clunky systems, repetitive tasks, and outdated processes – and how that can hold your business (and your sanity) back.

Automation isn’t about replacing the work you love – it’s about getting rid of the stuff you don’t. So you can spend less time clicking around... and more time building, creating, connecting, or just finally taking a break.