Most companies have both problems. Pick the worse one.
(And regardless of where they report: embed PMMs in product teams. Not for launches. Always.)
Full post: kalsey.com/2026/03/whe...
PMM is about information transfer.
If your product org doesn't understand the market → put PMM in marketing, bringing signal in.
If the market doesn't understand your product → put PMM in product, pushing clarity out.
Where does product marketing belong? Product or marketing?
There's a pattern—consumer goes one way, enterprise goes the other. Here's why.
We bought alphabet noodles for a project with Little Peanut. Wife looked at the pile of noodle crumbs and said, "oh no, she's going to learn broken English."
Coyote
Coyote on the street
I showed my wife these pictures of some coyotes I encountered this morning on our street while walking the dogs.
Her: OMG, what did you do?
Me: I painted a fake train tunnel on a wall and got them to run into it.
AI makes execution cheap. So what becomes expensive?
Knowing what to execute on.
When anyone can build anything, the people who know what's worth building win. That's judgment, not prompting.
This means vertical software is about to have a moment: kalsey.com/2026/02/the...
Luge is the one Olympic sport that all men are secretly convinced they'd be great at.
Them: how often do you reboot your computer?
Me: everytime the voices tell me to.
A downside of AI is that everyone has plausible, well-spoken, and terrible advice at their fingertips.
So I’m encountering contract reviews where it feels like we’re having to hire lawyers to argue with a chatbot.
I just built an app while I walked the dogs.
Whisper Flow captured my initial ideas. Pasted into Claude, switched to voice mode for interactive refinement.
Output a prompt and pasted to Lovable.
I trained AI on my fantasy baseball draft strategy, had it run tens of thousands of simulated drafts to learn results, then generate theories about how to improve, and test those theories against thousands more simulated drafts.
It's a good thing the actual internet connection is good, because I everything else about dealing with Fidium Fiber is among the worst customer experiences I've ever dealt with. If it weren't for the high quality pipe, there's zero chance I'd choose to deal with that company.
A life insurance company sent me a "guaranteed approval for $10,000 coverage" ... for someone that died a year ago.
I question their business model.
I asked the ai chief of staff I’m building to add something to my priorities list for next week.
It responded, “No. You just added another project when you haven’t completed four of this week’s projects.”
Yes, the AI Chief of Staff I built for myself has a logo, a domain name, and a detailed product vision document, but I'm definitely not turning this into a product for other people.
Half the people that say outbound sales is dead also send messages like this.
I’m not supposed to put hands, hair, or gingerbread men into my shredder.
Screenshot showing a notifications icon indicating two unread notifications, but the notifications window showing no unread notifications.
How to drive someone insane:
In absolutely no case did I need a Wrapped from my computer's app launcher.
This year’s dumb marketing trend: shoehorning in a useless year-end wrap up because Spotify gets so much word of mouth attention.
But no one’s going to buzz about their Tesla charging stats. Or LinkedIn conversations. Or their to do list
Went to a white elephant exchange party and scored big.
Love the @lennysan.bsky.social quote, “be careful working for yourself if your boss is a workaholic.”
Happens every year. You’re enjoying some Nice Christmas music, then suddenly…
Wham.
Not the kind of knives I’d have imagined they use
4 - Your closest competitor is the well-known market leader. I picked you because you’re already a vendor, so it sounded easy.
They are half the price, I can sign up now, and pay on credit card.
Do you actually want to sell the product?
3 - I’m an existing customer and you know this. But you need to ask me for my billing address and accounts payable email so you can build a quote before I can buy?
2 - I’m an existing customer. I have a long standing payment relationship with you. I’m asking for a fairly small spend and I have to deal with people and vacations to buy? And do contact redlines?
1 - Putting a human in the process for a $20k yearly spend—and requiring a contract—is nuts. The economics of paying sales and legal review on a $20k deal won’t work out. Even worse when you force it on a 7k expansion.
I’m trying to buy a $600/mo add on from a vendor we currently spend $1200/m with. I have to talk to sales, get a quote from a human (that’s on vacation for 2 weeks), provide invoice details, and sign a contract.
4 things:
I say the same thing about a guy named Yoz.
