Workplace Ninjas
Article
Patch My PC: The Bootstrapped Company That Fixed Third-Party Patching
TopicIntune · ConfigMgr · Application management
AudienceEndpoint admins, security teams
Some sponsors write cheques; some show up with their co-founders and their best engineers and teach sessions. Patch My PC has been the second kind at every Workplace Ninjas Canada event so far — so here's a proper look at who they are and why the endpoint management community holds them in unusually high regard.
Patch My PC started in 2011 as a side project by Justin Chalfant — a free consumer tool, the Home Updater, built to scratch a patching itch he'd hit at work. The first paid product followed in 2013: automated third-party patch publishing for Configuration Manager. Today the company is headquartered in Castle Rock, Colorado, with roughly a hundred people working remote-first across more than fifteen countries — and it remains fully bootstrapped. No venture capital, no outside funding, just a product good enough that more than 3,000 enterprises pay for it. In a market where every tool seems to be chasing a funding round, that independence shows up in how they build and how they support.
Microsoft's own updating stack — WSUS, Windows Update for Business, Autopatch — handles Microsoft updates. The Chromes, Zooms, Adobe Readers and seven-Zips of the world are your problem, and they're where a huge share of exploited vulnerabilities live. Packaging one app update by hand takes on the order of 3.5 hours; Patch My PC reports its average customer pushes about 1,300 updates a year, which is why their marketing math lands on thousands of admin hours saved annually. Vendor numbers, as always — but anyone who has hand-packaged a Java update knows the direction is right.
If you've deployed applications on Windows in the last decade, you've probably used PSAppDeployToolkit. Its co-creator, Dan Cunningham, works at Patch My PC as Strategic Innovation Lead, and since 2023 the company has been the official steward of the open-source project — funding its development while keeping it free for everyone. That stewardship produced PSADT v4 in December 2024 and v4.1 in 2025. Dan has walked our community through what's new twice — at Vancouver 2025 and Toronto 2025. Paying engineers to maintain a free tool the whole industry depends on is the kind of community citizenship worth naming.
Licensing is per-device, per-year — entry tiers have historically started around a couple of dollars per device with yearly minimums, and a full-featured free trial with complete catalog access makes evaluation easy. Check patchmypc.com/pricing for current tiers; like everything in this space, names and bundles evolve.
Patch My PC shows up everywhere this community gathers: MMS, the Workplace Ninja Summit in Switzerland, and every Workplace Ninjas Canada event to date, usually as headline sponsor. And yes — the iconic Patch My PC rubber ducks made it to Vancouver 2025's snack break, as anyone who attended can confirm. Support quality is the thing reviewers consistently rave about, and it matches our experience of the company: responsive, technical, and genuinely part of the community rather than just marketing to it.
Patch My PC has been a headline sponsor of Workplace Ninjas Canada events. This article reflects the community's independent view; time-savings figures are vendor-reported.