Some Concrete Things To Think About With Technical Co-Founders

I talk to a fair number of people who are looking for technical co-founders to help them build web-based businesses.  When we get to the point where we decide not to work together, the smart ones always ask me if I have any advice for them moving forward.  And I do.  Here it is.


It’s tempting to think of yourself as the next Steve Jobs and to imagine that the bearded man you’re having coffee with later today is the next Steve Wozniak.  Not happening.  You’re not Steve Jobs and that guy you met on cofounderslab is just an ungroomed jumble of untested technical skills, social awkwardness and unknowable cofounder potential.  The question is – What can he do for you in the next 18 months?

If I were a non-technical cofounder building a web app from scratch I’d have two demands of a technical cofounder, or contract house. First, that they build good stuff – i.e. that the product work and that it looks good.  Duh. Second, that they can create, and from day one deploy to, a continuous integration infrastructure – aka immutable infrastructure.

“CI from day one” means throwing away a little bit of time in the beginning setting it up, and dedicating a little bit of cash burn in the long run. For your purposes, CI is a system that can take a change to a web site as committed to source control, run automated tests against it, raise a flag if the tests fail, or deploy successfully to staging/production if they pass.


Think of your infrastructure as a sort of 3D printer that takes your designs and turns them into real-world objects.  Your business, at heart, is a machine for producing iterations of a web site.  If it can do that quickly, at high quality, it may be worth something someday.

If your business produces iterations of a web site that take days to code trivial changes and those changes fail deployment every single time you go to production then what you’ve built is not a business – it’s a learning experience.

What you will get if you talk to the young and ambitious crowd is a lot of people who:

  • can work within an infrastructure that someone else has set up OR
  • can set up a one-off web site from scratch in the cloud using a bare-naked Linux instance with a bunch of stuff configured on it and can redeploy manually, or via source control (not deployment packaging).

They have no idea how to setup something that multiple people can contribute to, that automates testing, and that deploys correctly every single time.


If you set up immutable infrastructure, the bus-factor for your technical co-founder goes to zero, which is something that you desperately want and that they shouldn’t fear.  But even better, when you have an infrastructure that works, you can profitably employ all those cheap and available people who can only do good work within a working infrastructure – e.g. junior web devs, recent Startup Institute grads …

And if you’re thinking about outsourcing – you must, must, must own your own infrastructure, every little bit of it including DNS.  And think very carefully about the access rights and take continuous backups.  Get a friend to setup the accounts if you have to, but don’t rely on your outsourcer to do it, and don’t have them as administrative owners of any piece of it.  Having your outsourcer provision your infrastructure works great right up until the first time the two of you disagree about money.  Ask me how I know this …

I would also spend some time reading up on the concept of a Scrum Product Owner, even if you don’t intend to ‘do scrum’. As founder you have the ultimate authority over everything, but some of these responsibilities you’ll entrust to people you collaborate with. After all, you don’t want to micro-manage.  That’s fine, but the PO concept defines the set of things that, as “product person”, you need to own and not compromise about.  I’ve found over the years that successful companies, even ones that don’t do Scrum, concentrate the same set of responsibilities within product management that Scrum entrusts to Product Owner.

And, from day one, implement the concept of the sprint demo. You will find, talking with devs, that you’ll ask the question “Is it done?” and they’ll say “Yup, X, Y and Z are all set.” Only later will you discover that “it” and “X, Y and Z” are different things. If it’s done, prove it, and if you can’t show it, it ain’t done. This is HUGELY important with outsourcers.  The sprint demo is about quality and accountability.  Live it.

Notice that I haven’t said anything about stack.  Frankly I mostly don’t care about the stack and you shouldn’t either. RoR with some javascript framework seems to be a standard thing, and well-known among the offshores, but there’s a dozen good ways to write a web app these days.  In any case, whatever stack I recommended today would be wrong tomorrow.  Immutable infrastructure, on the other hand, is a sine qua non from this point forward.

In a nutshell, here’s my advice:

  • Immutable infrastructure
  • Own your own infrastructure
  • Be a Product Owner
  • Enforce the Sprint Demo

And remember, easy for YOU to do is easy for ME to say.  Ahh, the joy of blogging.

About JR
Software guy, startup guy, non-fiction glutton, south shore inhabitant

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