We build our software in a particular world, a world of technologies that we link together. We choose a programming system (language, runtime, framework), libraries, and environment. We integrate components: databases, logging, and many different services.
Perhaps we built it on Java 8 running on VMs in our datacenter, connecting to a proprietary queuing service we bought years ago. We start with what is available and stable at the time.
But do we stay there?
The outside world moves capabilities toward commodity.
At some point, new businesses start building cloud applications instead of racking their servers.
An opportunity appears, and our enterprise can get out of the infrastructure business. When we shift our application onto AWS, there are whole areas of expertise we don’t need in-house. There are layers of infrastructure that Amazon maintains and upgrades, and we rarely even notice.
At some point, we integrate with new systems. They don’t speak our proprietary queuing protocol, so we move to Kafka, something that people and programs everywhere can understand. And at some point, new businesses don’t run Kafka; they rent it as a service.
When we move to SaaS, there’s a layer of expertise we don’t need to retain, pages we don’t have to answer, and upgrades we don’t have to manage. Or even better, maybe our needs have changed, or SQS has improved until it’s good enough. We get free integration with other AWS services and billing.
Is our software simpler? I don’t know, but it’s thinner. The layer we maintain is closer to the business logic, with integration code to link in SaaS solutions that other companies support.
All code is technical debt.
Every line of code written is in a context. Those contexts change, and expectations rise. New tools appear, and integrating them gives us unique abilities. Security vulnerabilities go noticed.
For the software we operate, we are responsible for upgrades. It is our job to keep libraries up to date, shift to modern infrastructure every few years, and add the features that everyone now expects.
What you get for operating custom software — you control the pace of change.
What you pay — you are responsible for the pace of change.
Maybe it’s authorization, or network configuration, or caching, or eventing. You wrote it back when your needs were exceptional, and now it’s your baby, and you’re changing its diapers. It takes effort to shift to anything else.
Incorporate the modern world into our software’s world.
When capabilities become commodities, it becomes cheaper to rent than to babysit them. It’s probably monetarily less expensive, and indeed, it’s less costly in knowledge. People and teams are limited by how much experience we can hold. We can only have current expertise in so many things.
On a development team, we can increase our impact by overseeing more and more business capabilities, but we can only operate so much software. If we thin that software by shifting our underpinnings to SaaS offerings, then we can keep up more of the software that matters to our particular business.
All code is technical debt. Let it be someone else’s technical debt. Move it off your balance sheet, to a company that specializes in this capability.
Rebase on the world
In git, sometimes I add some features in a branch, while other people improve the production branch. When I rebase, I put my changes on top of theirs, and remove any duplicate changes.
I want to do this with software infrastructure and capabilities. The outside world is the production branch. When I rebase my custom software on top of it, it takes work to reconcile similar capabilities. But it’s worth it.
When we rebase our software on the world, we get everything the world has improved since we started, we get integrations into other systems and tools, and we get learnings from experts in those capabilities. SaaS, in particular, has a bonus — we keep getting these things, for no extra work!
If we don’t rebase on the world, a startup will.
How can a scrappy little company defeat a powerful incumbent?
Every piece of software and infrastructure that the big company called a capital investment, that they value because they put money into it, that they keep using because it still technically works — all of this weight slows them down.
A startup builds on the latest that the whole world offers. They write minimum code on top of that to serve their customers. The less code they have, the faster they can change it.

This is not the only advantage a startup has, but it is a big one.
Software is never “done.”
Software is not bought, it is rented. (Regardless of how the accounting works.) It gives us capabilities as long as it keeps running, keeps meeting expectations, keeps fitting in with other elements of the world that need to integrate with it.
Keep evolving the software, infrastructure, and architecture. It is never going to be perfect, but we can keep it moving.
When I’m coding a feature, I rebase on the production branch every few hours. For software systems, try to rebase on the world every few months, bit by bit.
In an enterprise with a lot of code, this is an extra challenge. Change at that scale is always an evolution.
If you find yourself thinking, “we have so much code. How could we ever bring it all up to date?” then please check out Atomist’s Drift Management. Get visibility into what you have, and even automatic rebasing (of code, at least). There’s a service for this too.
Acknowledgment
A large amount of this information came out of a conversation with Zack Kanter, CEO of Stedi.