About Benjamin Day
Half tech strategist. Half software therapist.
I fix what's broken in your teams, tech, and timelines.
Schedule a meetingYou've got smart developers. You've got capable leadership. So why do things still feel stuck?
I'm Ben Day — part tech strategist, part team therapist, and 100% practitioner. I help engineering organizations fix what's broken, whether it's delivery delays, tangled architecture, or team communication breakdowns.
As a fractional CTO or advisor, I don't just lead from the sidelines — I roll up my sleeves. I can talk strategy with your leadership team and dive into architecture, code, and pipelines to get things moving again. I've been doing this for nearly 30 years, and the pattern I see most often is the same: the problem everyone thinks is technical is actually organizational, and the problem everyone thinks is organizational is actually structural.
Most of the companies I work with have already tried the obvious fixes. They've hired more people, bought better tools, adopted a framework. And things still aren't working the way they should. That's usually when they call me — not to implement a solution, but to figure out what's actually going on. Because the hardest part isn't fixing the problem. It's seeing it clearly when everyone inside the organization is too close to recognize it.
Here's How I Help
Diagnose what's actually wrong when the cause isn't obvious
You know something's off. Your team knows something's off. But nobody can point to the root cause. I use delivery data, direct observation, and honest conversations to find the structural problems hiding behind the symptoms everyone's been treating.
Unblock teams and streamline what's slowing you down
Whether it's a deployment pipeline that takes half a day, a test suite nobody trusts, or a branching strategy that's creating more problems than it solves — I find the bottleneck and fix it.
Align tech decisions with business goals
Architecture isn't an abstract exercise. I help teams make technical choices that serve the business rather than the other way around — and stop over-engineering for problems they don't have.
Coach leaders through tough transitions
New CTO inheriting a mess? VP of Engineering who knows something's off but can't pinpoint it? Post-acquisition team that needs to integrate fast? I've been through all of these, many times.
Translate between executives and engineers
Half my job is helping two groups of smart people understand what the other one is actually saying. The executives aren't wrong. The engineers aren't wrong. They're just not talking about the same thing.
My Tech World
C#, .NET, ASP.NET Core, Azure, Azure DevOps, GitHub, TypeScript, Angular, and whatever else is between you and production. (Yes, I still write code.)
I'm a conference speaker who prefers stories over slides. I've published extensive free video resources on YouTube and Pluralsight covering everything from C# fundamentals to flow metrics to technical project management. I speak regularly at VSLive and other industry conferences.
Credentials
Developer Technologies (Azure DevOps & GitHub), 2006 – 2026
PSM, PSD, APS, PSF, SPS — Scrum.org
All certifications
Microsoft MVP Awards
- Developer Technologies (Azure DevOps & GitHub), 2010 – 2026
- Visual Studio Team System, 2008 – 2009
- C#, 2006 – 2008
Scrum.org Certifications
- Professional Scrum Master III (PSM III)
- Professional Scrum Master II (PSM II)
- Professional Scrum Master I (PSM I)
- Professional Scrum Developer (PSD)
- Professional Scrum Product Owner I (PSPO I)
Is This You?
If you're an overwhelmed CTO, a frustrated Director of Engineering, or a founder watching projects stall — let's talk. No pitch. No pressure. Just a conversation about what you're seeing and whether I can help.