The "Grantland didn't make money so ESPN killed it" take doesn't completely fly for me. It was a vanity site and ESPN still has vanity sites -- I'm guessing ESPNW isn't exactly printing money and I find it hard to believe FiveThirtyEight is making enough scratch to cover Silver's salary, much less Silver's and his whole staff. The Simmons/ESPN union ended badly, no higher-ups felt loyalty to it afterward and it was an easy line-item cut. That is not the same as "it didn't make money so it's gone."
This is accurate. What killed Grantland was the following:
1. It really didn't make much money.
2. Simmons was nevertheless discontent with kicking back and rolling out a 15-person Grantland. He insisted on expansion and bloat. The site didn't make a lick of money and it wasn't very good journalism - most of it was just analysis, twee projects, and opinion or pop culture fawning - but Simmons thought it had to get bigger.
3. Simmons finally began to rub people the wrong way in other areas of the company, especially on NBA broadcasts. When you're jealous of TNT's show and somehow that's Sage Steele's fault (or Magic's fault) it's kind of like, hmm. Simmons is insecure, and some other show being cooler than his bugs the shirt out of him, and he surmised it couldn't possibly be his fault.
4. When Simmons left, and Chris Connelly, who knows more about pop culture journalism than Simmons ever did, had some thoughts about changing things - specifically, less spitballing and more actual reporting and interviewing - the Grantland staff balked at that because they'd been told they were special unicorns who had to stay the same and never change. Here's an excerpt from one of the editors
who departed on the same day:
The people who worked at Grantland were profound talents. Astronomical. Also, kind. The biggest challenge you'll find in this line of work is not "Ugh, this piece is a mess, let's start over." It's "This first draft seems sort of perfect, is there actually anything wrong with it?" And the people that I worked with who were capable of the Impeccable First Draft were not arrogant about that — they were open-minded, thoughtful, engaged, desperate to improve. That's a blessed professional environment. Grantland was an extraordinary circumstance, no matter your opinion. Supported by corporate largesse, until it wasn't. Praised in that uniquely transient way, until it wasn't.
Grantland had an "everything is awesome" kind of setting, with little-to-none of the friction that actually accompanies most great collaborations, and once Simmons left, and ESPN had to admit "everything isn't really that awesome" it fell apart.