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Do leadership retreats actually work, or is it just a nice trip?

  • Writer: Marsha Kucera
    Marsha Kucera
  • Jun 5
  • 3 min read

Updated: Jun 16

A beautiful vineyard in Monterosso al Mare in the Italian Riviera

I'll answer that the way I'd want it answered if I were the one asking, which I have been: honestly, and from someone who has sat through the bad ones.


Most leadership retreats don't work. Not in the way that matters.


You go. You feel something. You come back lit up for about a week. And then a Tuesday happens. The inbox refills, the to-do list reclaims the day, and by the end of the month you'd be hard pressed to name one thing you actually changed. The trip was lovely. Nothing moved.


This isn't a knock on the people who run them. It's a predictable result, and the research on it isn't subtle. One-off learning events are notoriously bad at what the literature calls transfer: getting the insight out of the room and into your actual life. Learning fades fast without reinforcement. A single dose of anything, however inspiring, rarely changes behaviour on its own. (If you want the actual studies rather than my summary of them, I've gathered them on my resources page.)


So if your instinct here is to be skeptical, good. Keep it. That instinct is right most of the time, and I'd rather you bring it than check it at the door.


But "most don't work" is not the same as "none can." The interesting question isn't whether retreats work. It's what has to be true for one to actually stick. After years of watching what fades and what doesn't, in the people I coach and in myself, here is what I've landed on.


The insight has to land somewhere your body remembers. A realization you have sitting in a chair under fluorescent lights is a thought. A realization you have at the top of a steep climb, lungs burning, with nothing left over for the rehearsed answer, is something else. It's attached to a place and a feeling, and that's why it's still with you weeks later. The conference room is the worst possible setting for the thing it's trying to do. Movement is one of the best.


It can't be a single dose. Anything delivered once and never touched again is built to fade. The work has to have somewhere to begin before you arrive and somewhere to land after you leave, which is why a real coaching relationship beats a weekend of slides every time.


The group has to be small enough that you're actually known. Two hundred people and a lanyard is not connection. It's proximity. Ten people who learn your name and your real situation by the second day is a different kind of room, and it's the kind where you say the true thing instead of the polished one.



And you have to do the work. This is the part no setting can do for you. A retreat is not a fix. It cannot hand you an answer or repair anything while you watch. The most it can do, and the most I promise, is clear away the noise and the logistics and the performance so that the work you've been too busy to do finally has space and your full attention. You still have to show up and do it. That's the deal, and I'd be suspicious of anyone who told you otherwise.


So, does a leadership retreat work? On its own, as a nice trip with a workshop bolted on, mostly no. As a small group, real coaching with runway on both sides, and insight that lands while your body is moving instead of while you're sitting still, it can do what years of conference rooms never did for me.


Marsha Kucera, MD, Founder of Unchartd Leadership

If you're the kind of person who reads a page like this and squints, you're exactly who I had in mind. Bring the skepticism. Then let's have a conversation and you can decide for yourself whether this is the real thing or just another nice trip.


Marsha Kucera, MD, is a family physician and coach, and the founder of Unchartd Leadership. You can read the research behind coaching on the Resources page, or Book a call if you'd like to talk.

 
 
 
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