Getting Less out of People

Like a lot of us, I find myself subscribed to a whole lot of substack-style newsletter/blogs1 written by people I used to follow on twitter. One of these is The Beautiful Mess by John Cutler, which is about (mostly software) product management. I was doing a lot of this kind of work a couple of lifetimes back, but this one of the resources that has stayed in my feeds, because even when I disagree it’s at least usually thoughtful and interesting. For example, these two links I’ve had sitting in open tabs for a month (They’re a short read, but I’ll meet you on the other side of these links with a summary):

TBM 271: The Biggest Untapped Opportunity - by John Cutler

TBM 272: The Biggest Opportunity (Part 2) - by John Cutler

He makes a really interesting point that I completely disagree with. His thesis is that the biggest untapped opportunity for companies are people who are only doing good work, but give off the indications that they could be doing great work. “Skilled Pragmatists” he calls them—people who do good work, but aren’t motivated to go “above and beyond”, and are probably bored but are getting fulfillment outside of work. Not risk takers, not big on conflict, probably don’t say a lot in meetings. And most importantly, people who have decided to not step it all the way up, the’ve got agency, and deployed it.

In a truly world-class, olympic level of accidentally revealing gender bias, he posits two hypothetical workers, “Maria” who is the prototypical “Skilled Pragmatist” and by comparison, “Barry”, who takes a lot of big risks but gets a lot of big things done.

He then kicks around some reasons why Maria might do what she does, and proposes some frameworks for figuring out how to, bluntly, get more out of those people, how to “achieve more together”.

Not to use too much tech industry jargon here, but my response to this is:

HAHAHAHA, Fuck You, man.

Because let’s back way the hell up. The hypothetical situation here is that things are going well. Things are getting done on time, the project isn’t in trouble, the company isn’t in trouble, there aren’t performance problems of any kind. There’s no promotion in the wings, no career goals that aren’t being achieved. Just a well-preforming, non-problematic employee who gets her job done and goes home on time. And for some reason, this is a problem?

Because, I’ll tell you what, I’ll take a team of Marias over a team of Barrys any day.

Barry is going to burn out. Or he’s going to get mad he isn’t already in charge of the place and quit. Or get into one too many fights with a VP with a lot of political juice. Or just, you know, meet someone outside of work. Have a kid. Adopt a pet. That’s a fragile situation.

Maria is dependable, reliable. She’s getting the job done! She’s not going to burn out, or get pissed and leave because the corporate strategy changed and suddenly the thing she’s getting her entire sense of self-worth from has been cancelled. She’s not working late? She’s taking her kids to sports, or spending time with her wife, or writing a novel. She’s balanced.

The issue is not how do we get Maria to act more like Barry, it’s the other way around—how do we get Barry to find some balance and act more like Maria?

I’ve been in the software development racket for a long time now, and I’ve had a lot of conversations with people I was either directly managing, implicitly managing, or mentoring, and I can tell you I’ve had a lot more conversations that boiled down to “you’re working too hard” than I’ve had “you need to step it up.”

Maybe the single most toxic trait of tech industry culture is to treat anything less than “over-performing” as “under-performing”. There are underperformers out there, and I’ve met a few. But I’ve met a whole lot more overperformers who are all headed for a cliff at full speed. In my experience, the real gems are the solid performers with a good sense of balance. They’ve got hobbies, families, whatever.

Overperformers are the sort of people who volunteer to monitor the application logs over the weekend to make sure nothing goes wrong. Balanced performers are the ones that build a system where you don’t have to. They’re doing something with the kids this weekend, so they engineer up something that doesn’t need that much care and feeding.

I suspect a lot of this is based on the financialization of everything—line go up is good! More story points, more features, ship more, more quickly. It’s the root mindset that settled on every two weeks being named a “sprint” instead of an “increment.” Must go faster! Faster, programmer! Kill, Kill!

And as always, that works for a while. It doesn’t last, though. Sure, we could ship that in June instead of September. But you’re also going to have to hire a whole new team afterwards, because everyone is going to have quit after what we had to do to get it out in June. No one ever thinks about the opportunity costs of burning out the team and needing a new one when they’re trying to shave a few weeks off the schedule.

Is it actually going to matter if we ship in August?

Because, most of the time, most places, it’s not a sprint, and never will be. It’s a marathon, a long drive, a garden. Imagine what we could be building if everyone was still here five, ten, fifteen years from now! If we didn’t burn everyone out trying to “achieve more”.

Because, here’s the secret. Those overperformers? They’re going to get tired. Maybe not today, maybe not tomorrow. But eventually. And sooner than you think. And they’re going to realize that no one at the end of their life looks back and thinks, “thank goodness we landed those extra story points!” Those underperformers? They actually wont get better. Not for you. It’s rude, but true.

The only people who you’re still going to have are the balanced people, the “skilled pragmatists”, the Marias. They’ve figured out how to operate for the long haul. Let’s figure out how to get more people to act like them. And they want to work in a place that values going home on time.

Let’s figure out how to get less out of people.


  1. I feel like we need a better name for these, since substack went and turned itself into the “nazi bar”. It’s funny to me that as the social medias started imploding, “email newsletters” were the new hotness everyone seemed to land on. But they’re just blogs? Blogs that email themselves to you when they publish? I mean, substack and its ilk also have RSS feeds, I read all the ones I’m subscribed to in NetNewsWire, not my email client.

    Of course, the big innovation was “blog with out-of-the-box support for subscriptions and a configurable paywall” which is nothing to sneeze at, but I don’t get why email was the thing everyone swarmed around?

    Did google reader really crater so hard that we’ve settled on reading our favorite websites as emails? What?

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