Leadership

116 posts
Your codebase is a commons

Your codebase is a commons

Your codebase degrades the same way shared resources do: not from malice, but from missing governance. Elinor Ostrom proved the commons can survive. Her principles map to software teams with uncomfortable precision.

We're not a normal company

We're not a normal company

Every software company claims to be different. The "we don't need X because we have culture" exemption is special pleading. The four phrases that reveal it, and the questions that break them open.

The CTO as prisoner

The CTO as prisoner

CTOs who built their company's survival by doing everything can't escape that role by scheduling a holiday. Moving from doing to enabling is a skill and identity shift at once. One thing handed off permanently is where the exit starts.

Mental capacity is a bottleneck

Mental capacity is a bottleneck

AI removes bottlenecks until it reaches the one that doesn’t move: human cognition. The faster AI makes your system, the more your team’s mental capacity becomes the constraint. You can’t add more of it.

Taste is the moat

Taste is the moat

When AI closes the execution gap, taste becomes the differentiator. Curation, judgement, and the willingness to say “not this” compound over time in ways that models can’t replicate.

The authenticity tax

The authenticity tax

AI-generated content has made polished writing look suspicious. The deeper cost is the thinking you skip when you outsource the words that define your position.

The cost of the quick fix

The cost of the quick fix

The quick fix isn't cheaper. It's cheaper today. Bram Devries traces how deferred fixes compound into emergencies, and argues that naming the trade-off out loud is the only way to break the cycle.

The SaaS audit bingo card: insights after auditing 180+ SaaS companies

The SaaS audit bingo card: insights after auditing 180+ SaaS companies

After auditing 180+ SaaS companies, the same patterns keep showing up: a CTO who does everything, documentation nobody updates, a backlog from 2019. Here's what the bingo card looks like, and what AI is changing about it.

Be a lobster

Be a lobster

The processes that got you here will eventually constrain you. Like a lobster shedding its shell, scaling companies must periodically dismantle what worked intentionally, not in panic. Constraints aren’t a failure; they’re proof you’ve outgrown your current structure.

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