I’m Matt Rogish.

I’m a technologist, a builder, a multiple-time founder w/exits, and a veteran CTO. Having navigated building & selling tech businesses, I now partner with companies as a fractional CTO/Advisor/Problem-Solver/Jack-of-all-trades to thoughtfully and successfully integrate AI, Agents, and smart automation into their operations.

If that’s what you need, let’s chat!

Interesting Stuff

New Stuff

Retrospective

Oops

It has been a long, long, loooooong time since I last wrote here (not that anyone is reading, but hi there AI scrapers!).

Lots of things have happened since late 2018 - the COVID pandemic, a few startups and jobs, and the astonishing rise of AI (nothing in this article or my archives were written by AI).

I do have some takes on those things, but I thought before I did it was worth revisiting my older content with an ideally Oops (or in my case, eyes that now wear corrective lenses!)

You may notice sidenotes like these in the archives. This is to call out specific things I thought were worth noticing.

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Choking: How Systems We Create at Work Sabotage Employees and Job Applicants

Preamble

I recently attended a small networking meetup of entrepreneurs and startup founders. About halfway through, the organizers invited people to give a small elevator pitch about what they’re working on and how they can help the group, and what help they need. As an ENFP I relish the opportunity to get up in front of people and share something and hopefully learn something in return.

So, naturally, I raised my hand. Instead of giving the smooth, polished pitch I normally give about what I’m working on, I stammered. I had trouble clearly articulating my vision and opportunity, and how I could help everyone there. In short, I choked.

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iPad Only?

I’ve never been completely satisfied with my computer setup. Sure, the 2015 13” MacBook Pro I have is fine, it does what I need it to do. But as someone that travels a lot, it’s bulky and the battery life isn’t that great, and outside of this blog and some side projects, I don’t really do any software development. Nothing that remotely taxes the machine, aside from occasionally compiling new versions of Ruby.

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How to Setup Eero With Multiple Wired Eero

After upgrading to Gigabit FiOS, I recently setup a series of eero devices in my house, replacing a couple of non-meshed Netgear routers. It wasn’t incredibly obvious how to setup a wired backhaul and so I thought y’all could use some quick pointers, as I got it wrong a few times.

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