Bill Simmons's Grantland Is Doomed Even Before Launch

The new website from ESPN's most popular sportswriter won't be distinct enough to draw the audience it needs


Bill Simmons won't keep his mouth shut.

And that's probably the reason he has become one of the most successful sportswriters of all time. His ability to tell a joke on the page, honed after a year and a half as a comedy writer for Jimmy Kimmel Live! and ten years as ESPN's "The Sports Guy," makes his relentless attacks on players, coaches and teams from all of the major sports the stuff of viral Web content. Today, his columns regularly receive well over one million pageviews each.

But that doesn't mean that the 41-year-old is going to make a good website editor, which is a title that he's adding to the growing list -- columnist, bestselling author, husband, father, podcaster, executive producer -- today. At noon EST the highly-anticipated Grantland launched. Billed as a "sports and pop culture website," Grantland will serve as the new home for all of Simmons's columns and podcasts and host the work of "an accomplished and diverse lineup of the Internet's leading writers and editors," according to an April press release put out by ESPN, which is funding the site as an extension of its growing digital footprint.

I'm excited to see what Simmons and his team have put together, and I'll be watching closely for at least a few weeks. But I get a little excited about every new media launch. Don't read into it. In fact, I think the new site is doomed, and I suspect ESPN's executives will recognize that in only a month or two even if they refuse to admit it until millions of dollars have been spent.

There are three major issues here and, taken together, they comprise all that there is to Grantland, except for maybe the design and the hardware on which the content is built; those servers, once scraped clean of Simmons's columns, will go on to host another site, perhaps one that stands a better chance. The problems: Bill Simmons, ESPN and the team that Bill Simmons and ESPN have assembled.

Bill Simmons

Grantland's official launch is in the future, not the past, but already Simmons himself is a little tired of the work. "It hasn't been as much fun as I had thought," he told Jonathan Mahler for a profile in this past weekend's New York Times Magazine. "I'm not sure I would do it again." Do what again? He hasn't done anything yet.

We should have expected this. Bill Simmons doesn't hold anything back -- on the page or in an interview with Mahler. If he's bored, he's going to let you know about it. (In an interesting aside in the profile, Simmons is told by his publicist not to tweet out a crack about Osama bin Laden -- "'We killed Osama and the Lakers in one week?' he suggested. 'Too far?'" The tweet isn't sent. But, of course, Simmons and his publicist had this exchange in front of a reporter knowing that it would make it into print. There, not all of his 1.4 million Twitter followers will see it, but many of them will. Maybe a few will even copy/paste that passage into their AOL email accounts and pass it around like a chain letter, a method that Simmons's early fans used in order to bypass the paywall his columns were published behind.)

Later in that same New York Times Magazine profile Mahler compares Grantland to Martha Stewart Living, "a magazine similarly constructed around a single person's market-tested sensibility." But a more apt comparison might be to the new Huffington Post as detailed in a scathing feature story by Forbes' Jeff Bercovici that dropped yesterday. "There was a bucking bronco whenever someone said, 'No, you can't do that,'" Greg Coleman, formerly chief revenue officer for Huffington Post, told Bercovici about Arianna Huffington, the site's founder and editor-in-chief. "'I know Arianna very well,' he continues. 'She wanted three things: a big bag of gold, a big fat contract, which she deserved, and ... unilateral decision making over her world. And that is where you're going to have some problems. Arianna hates to be managed."

So, too, does Bill Simmons. Mahler, who is clearly a long-time fan of Simmons and his work, even highlights the columnist's "rebellious teenager" side. In the past, Simmons has stopped work for the site and created his own blog, where he posted "at least one unedited version of his column." He's also taken to Twitter to call "the hosts of an ESPN-affiliate radio show 'deceitful scumbugs.'" That outburst led to ESPN temporarily suspending Simmons's Twitter account.

Maybe one reason that Bill Simmons hates so much to be managed is that he's never worked on the other end, he's never been a manager. And, as Huffington is struggling after going from managing a staff of about 70 to overseeing AOL's 1,300-strong newsroom, I predict Simmons will struggle as he transitions from managing a team of exactly zero to the dozen or so people responsible for Grantland.

A dozen full-time, paid staff. And paid handsomely, I'm sure, given their name recognition. It's unclear if Bill Simmons, like Huffington, asked for a big bag of gold, but he got one anyway. Which makes me question whether or not the free site will ever be able to bring in enough advertising to make it a profitable brand extension.


What is the point of launching the spin-off site in the first place even if it could bring in some extra money? This isn't going to be a new kind of content. Simmons has made it clear that the site is going to be a place for stories about sports and pop culture, two topics that ESPN already covers. The only two topics that ESPN covers, really.

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Nicholas Jackson is a former associate editor at The Atlantic.

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