The Longer Game — retail reimagined
There's Not an AI Tool Problem. There Might Be a Leadership Problem.

A committee is a slower way to say no.

There's Not an AI Tool Problem. There Might Be a Leadership Problem.

There is a sentence being repeated in retail offices right now that sounds like progress and quietly guarantees the opposite: just learn AI.

No roadmap. No goals. No hours carved out to actually do it. The tool gets handed down, the expectation gets set, and the person on the receiving end is supposed to absorb a brand-new way of working without dropping a single existing responsibility. They are running the email program, updating the site, hitting the daily comp goal, and now they are also supposed to master a model that updated again last week.

It does not work. And the reason it does not work has almost nothing to do with the technology.


The part nobody budgets for

Adopting anything new feels like slowing down before it feels like speeding up. You have to go slow to go fast. That is fine in theory, and it falls apart the moment a team has zero slack in the day to absorb the slowdown.

When the slowdown is not planned for, the tool gets bolted onto an already full plate and then quietly ignored. The brand reports that it "tried AI" and saw nothing. The bottleneck was never the technology; it was the calendar nobody was willing to clear.

There is also a question that rarely gets asked before the rollout starts: Why? A brand decides it wants to use AI, picks a tool, and starts implementing, with no clear use case and no defined end goal. Used that way, AI does not simplify anything; it adds a new layer of complexity on top of the old one.


When the committee becomes the blocker

The other common move is to form a group. An innovation team, an AI committee, a crew assembled to evaluate every new tool before it gets near the business. Some of these teams are genuine accelerants. Many of them slow everything to a crawl, because they are charged with a mission as vague as "figure out AI," with no clear criteria for what they are actually looking for.

They don't have quite a mission other than figure out AI. Ultimately, I think they're blockers of success. And that is a leadership challenge. — R.J. Talyor, CEO and Founder, Backstroke

A committee with no mission is just a slower way to say no. Telling a team to adopt AI while routing every decision through a group that cannot define success is the corporate equivalent of being handed a Rubik's Cube during a fire drill.


What actually has to change

There is a version of this that works, and it starts at the top. One retail exec described tracking the hours saved across the team through AI, with a real target to hit over the year, reported up at the leadership level. That works because the goal was measured and visible, so learning AI counted as real work with a number attached, not one more task squeezed in on top of everything else. People make time for what leadership actually tracks.

That makes me feel like there's not an AI problem. Maybe there's a leadership problem. — Michael Maher, Host, The Longer Game

The brands that come out of this shift ahead will not be the ones who bought the most tools; they will be the ones whose leadership gave their people a reason to learn and the room to do it. Everyone else will still be waiting on the committee.

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There's Not an AI Tool Problem. There Might Be a Leadership Problem.

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