Josh Swords

The future belongs to technical leaders

The quality of technical judgement will increasingly determine the quality of strategic judgement.

And in the next decade, many companies will be limited by the technical judgement of their leaders.

Too often, the people making the biggest decisions about software, data, and AI can’t tell whether those systems are any good.

They can’t judge the work itself, so they judge the things around it. The polish, the pitch, the promises.

This has probably always been true. But AI makes it a much bigger deal.

With traditional software, failure is often easier to spot and easier to trace. When something fails, there are usually breadcrumbs to follow.

But AI systems are different. They can fail while looking like they are working. They can produce plausible-sounding answers that are wrong. And the first problem is often not tracing why they failed, but noticing that they failed at all.

This matters because AI is going to change every business. It will shape how companies sell, serve customers, manage risk, structure their workforce, write software, make decisions, and compete.

As that happens, more and more strategic decisions will depend on technical systems that senior leaders don’t understand, whose failures they can’t reliably see, and whose behaviour they can’t explain.

If those decisions go wrong, leaders won’t be able to hide behind the technical team.

Technical judgement will stop being a specialist capability and become a core leadership skill. Leaders do not need to code. But they do need to know when a technology is real enough to bet the company on.

Most companies haven’t adjusted to this yet. They still treat technical depth as useful but not central. Technical people are often brought in to advise, explain, or deliver. But they are less often given real power over the decisions themselves.

Technical judgement is too scarce at the top, and this will lead to bad bets about the future. Companies will miss real opportunities, overcommit to false ones, and struggle to tell the difference.

Every serious company will need more people with real power who can ask the right technical questions and understand the answers.

The old idea that being technical makes someone less suited to leadership is going to look increasingly wrong. In many companies, the opposite will be true.

Technical people will not automatically become great leaders. But effective leadership will become harder without technical judgement.

This will become more obvious as AI spreads. More and more, “technical questions” will simply become business questions.

Firms whose leaders lack this judgement will blunder. They will miss what matters, act on false assumptions, and make mistakes at company scale.

The people who have it will matter enormously. The future belongs to them.

#ai #career #musing