--- title: "Woodshack · Hard problems. Small shop." description: "Woodshack is Jason and Tim. We make systems talk to each other, and get the people around them on the same page too." url: https://woodshack.net/ site: Woodshack (https://woodshack.net/) about_this_site: https://woodshack.net/for-ai/ --- Cleveland, OH · Wareham, MA # Hard problems. Small shop. We make systems talk to each other, and get the people around them on the same page too. Two senior people, 25 years of figuring out weird stuff, and a real shop out back. [Bring us a problem](https://woodshack.net/contact/) [How it works](https://woodshack.net/#how) We take on a small number of clients at a time, so you get both of us, not a junior and a ticket queue. Sound familiar? ## The stuff that falls between your tools, your vendors and your people. ### Your systems don't talk. Data typed into three places. A CRM, a booking tool and a spreadsheet that all disagree. ### Your site keeps breaking. Slow, hacked, or held together by a plugin nobody remembers installing. ### Nobody owns the problem. IT points at the vendor, the vendor points at the contractor, and it's still broken. What comes through the shack ## Fix it, connect it, build it, keep it running. 01 ### Integrations & custom software Connect the tools you have. Build the one that doesn't exist yet. 02 ### Infrastructure & security Hosting, WordPress, monitoring and incident response. The boring parts, done so they stay boring. 03 ### Operations & automation Turn the process in someone's head into something that runs itself, with AI doing the heavy lifting where it actually helps. 04 ### The physical stuff Signs, mounts, enclosures, custom builds. Jason runs a real woodshop, and that's where they get made. [Sawdust and Coffee →](https://sawdustandcoffee.com/) How it works ## Three steps, no sales layer. ### 1. Tell us what's broken. A real conversation with the people who'll do the work. No sales layer. ### 2. Straight scope, straight price. What we'll build, what it costs, and what it won't do. ### 3. We build it and keep it running. Then you stop thinking about it. Ongoing care ## We don't build it and disappear. Once something works, we can keep it working. A monthly arrangement: we watch your systems, keep them updated, fix what breaks, and answer when something seems weird. One of us knows your setup by heart, and you never get handed off to a stranger. - **Projects.** Fix it, connect it, or build it. Scoped and priced up front. - **Ongoing care.** A monthly arrangement to keep it running, with a person who knows your setup. - **Products.** [Walter Sentry](https://woodshack.net/sentry/), [Walter Offloads](https://woodshack.net/tools/) and [GeoDirect](https://woodshack.net/products/#geodirect). [Ask about ongoing care →](https://woodshack.net/contact/) Our story ## Roommates at Wentworth. 25 years later, back in the shack. We met as roommates at Wentworth Institute of Technology in Boston, then went off in opposite directions. Jason spent the 2000s on the retail floor: home theater at Best Buy, a district's worth of installation technicians at Circuit City, two Cape Cod pharmacies for CVS. Tim started a one-man controls company in Las Vegas and grew it into DGS Energy, 45 people, sold in 2019. Then we worked together again at DGS. There, the Woodshack was the nickname for the corner where the odd, interesting projects got built: door locks, HVAC, wifi and front desk systems that had never talked to each other, and the owners, operators, IT and construction crews who had to agree on them. Tim built the company around it. Jason ran its projects. Now the Woodshack is where we do that work again. This time it's an actual shop. > "If we're wrong and this all falls apart, we can start it again in the woodshack out back." [Read the whole story →](https://woodshack.net/about/) Built in the shack ## Products we run. ### Walter Sentry Agentless security monitoring for WordPress sites. Audits, agency white-label and incident response. How Sentry watches → Link: https://woodshack.net/sentry/ ### Walter Offloads WordPress media on a CDN, without ever deleting your only local copy on a guess. What already shipped → Link: https://woodshack.net/tools/ ### GeoDirect One QR code for every yard sign. Each scan opens the listing for the house the buyer is standing in front of. How it works → Link: https://woodshack.net/products/#geodirect How we work ## Two people, a big shop's discipline. Every project's history, every lesson and every change gets reviewed before it ships. We built our own system, Walter, to keep it all straight, so you get a big shop's discipline with a small shop's attention. [How we work →](https://woodshack.net/walter/) Notes ## From the notes. September 9, 2026 ### Three threats, all marked High. Two were a backdoor, one was a plugin update. Link: https://woodshack.net/notes/we-die-in-the-noise/ August 7, 2026 ### Your offload plugin is lying to you about deletes Link: https://woodshack.net/notes/verify-before-you-delete/ [All notes →](https://woodshack.net/notes/) ## Got a hard one? Tell us what's broken. We reply within one business day, the first call is free, and if we're not the right shop for it, we'll tell you who is. [Bring us a problem](https://woodshack.net/contact/)