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‘Advertising isn’t news,’ I said. ‘Advertising is anti-news.’ But I caught his drift: he had visions of me still grabbing midnight snacks out of their fridge when I was forty. Slacker Deluxe.

Reluctantly, I began making a list of possible advertising firms that might like to hire a young copywriter with good chops but no experience. Then, on the night before I planned to begin sending out copies of my résumé to the firms on that list, I had a goofy idea. Sometimes – often – I lie awake nights wondering how different my life might have been if that idea had never crossed my mind.

Neon Circus was one of my favorite websites in those days. If you’re a connoisseur of snark and schadenfreude, you know it: TMZ with better writers. They mostly cover the local ‘celeb scene,’ with occasional prospecting trips into the stinkier crevasses of New York and New Jersey politics. If I had to sum up its take on the world, I’d show you a photo we ran about six months into my employment there. It showed Rod Peterson (always referred to in the Circus as ‘the Barry Manilow of his generation’) outside Pacha. His date is bent over, puking in the gutter. He’s got a happy-ass grin on his face and his hand up the back of her dress. Caption: ROD PETERSON, THE BARRY MANILOW OF HIS GENERATION, EXPLORES NEW YORK’S LOWER EAST SIDE.

Circus is essentially a webazine, with lots of click-friendly departments: CELEB WALK OF SHAME, VILE CONSUMPTION, I WISH I HADN’T SEEN THAT, WORST TV OF THE WEEK, WHO WRITES THIS CRAP. There are more, but you get the idea. That night, with a stack of résumés ready to send out to firms I didn’t really want to work for, I went to Neon Circus for a little revivifying junk food, and on the home page discovered that a hot young actor named Jack Briggs had OD’d. There was a photo of him staggering out of a downtown hotspot the week before, typical bad taste for Neon Circus, but the news item accompanying it was surprisingly straight, and not Circus-y at all. That was when inspiration struck. I did some research on the Internet, just screwing around, then wrote a quick and nasty obituary.

Jack Briggs, noted for his horrific performance in last year’s Holy Rollers as a talking bookshelf in love with Jennifer Lawrence, was found dead in his hotel room surrounded by some of his favorite powdered treats. He joins the 27 Club, which also contains such noted substance abusers as Robert Johnson, Jimi Hendrix, Janis Joplin, Kurt Cobain, and Amy Winehouse. Briggs shambled onto the acting scene in 2005, when

Well, you get it. Juvenile, disrespectful, downright nasty. If I’d been serious that night, I probably would have dragged the finished obit to the trash, because it seemed to go beyond even Neon Circus’s usual snark and into outright cruelty. But because I was just messing (it has since occurred to me to wonder how many careers have started while just messing), I sent it to them.

Two days later – the Internet speeds everything up – I got an email from someone named Jeroma Whitfield saying they not only wanted to run it, they wanted to discuss the possibility that I might perhaps write more in the same nasty-ass vein. Could I come into the city and discuss it at lunch?

My tie and sportcoat turned out to be a case of serious overdressing. The Circus offices on Third Avenue were filled with men and women who looked a lot more like boys and girls, all running around in rock-band tees. A couple of the women wore shorts, and I saw a guy in carpenter overalls with a Sharpie poked through his Mohawk. He was the head of the sports department, it turned out, responsible for one memorable story titled JINTS TAKE ANOTHER SHIT IN THE RED ZONE. I guess I shouldn’t have been surprised. This was (and is) journalism in the Age of the Internet, and for every person in the offices that day, there were another five or six stringers working from home. For starvation wages, I hardly need add.

I have heard that once upon a gilded time, in New York’s misty and mythic past, there were publishers’ lunches at places like the Four Seasons, le Cirque, and the Russian Tea Room. Perhaps, but my lunch that day was in the cluttered office of Jeroma Whitfield. It consisted of deli sandwiches and Dr Brown’s Cream Soda. Jeroma was ancient by Circus standards (early forties), and I disliked her pushy abrasiveness from the start, but she wanted to hire me to write a weekly obituary column, and that made her a goddess. She even had a title for the new feature: Speaking Ill of the Dead.

Could I do it? I could.

Would I do it for shit money? I would. At least to start with.

After the column became the most-visited page on the Neon Circus site and my name had become associated with it, I dickered for more dough, partly because I wanted to move into my own apartment in the city and partly because I was tired of getting peon’s wages for singlehandedly writing the page that was bringing in the most ad revenue.

That first dickering session was a modest success, probably because my demands were couched as tentative requests, and the requests were almost laughably humble. Four months later, when rumors began to circulate of a big corporation buying us for actual strutting money, I visited Jeroma’s office and asked for a larger raise, this time with rather less humility.

‘Sorry, Mike,’ she said. ‘In the memorable words of Hall and Oates, I can’t go for that, no can do. Have a Yook.’

Holding pride of place on Jeroma’s cluttered desk was a large glass bowl filled with menthol-flavored eucalyptus drops. The wrappers were covered with gung-ho sayings. Let’s hear your battle cry, read one. Another advised (it gives the grammarian in me chills to report this) Turn can do into can did.

‘No thanks. Give me a chance to lay this out for you before you say no.’

I marshaled my arguments; you might say I attempted to turn can do into can did. The bottom line was my belief that I was owed a wage more commensurate with the revenue Speaking Ill of the Dead was generating. Especially if Neon Circus was going to be bought out by a major corporate playa.

When I finally shut up, she unwrapped a Yook, popped it between her plum-colored lips, and said, ‘Okay! Great! If you’ve got that off your chest, you might want to get to work on Bump DeVoe. He’s a tasty one.’

He was indeed a tasty one. Bump, lead singer of the Raccoons, had been shot dead by his girlfriend while trying to sneak in through the bedroom window of her house in the Hamptons, probably as a joke. She had mistaken him for a burglar. What made the story such a deliciously fat pitch was the gun she used: a birthday present from the Bumpster himself, now the newest member of the 27 Club and perhaps comparing guitar chops with Brian Jones.

‘So you’re not even going to respond,’ I said. ‘That’s how little respect you have for me.’

She leaned forward, smiling just enough to show the tips of her little white teeth. I could smell menthol. Or eucalyptus. Or both. ‘Let me be frank, okay? For a guy who’s still living with his parents in Brooklyn, you have an extremely inflated idea of your importance in the scheme of things. You think nobody else can piss on the graves of dimwit assholes who party themselves to death? Think again. I’ve got half a dozen stringers who can do it, and probably turn in copy funnier than yours.’

‘So why don’t I walk, and you can find out if that’s true?’ I was pretty mad.

Jeroma grinned and clacked her eucalyptus drop against her teeth. ‘Be my guest. But if you go, Speaking Ill of the Dead doesn’t go with you. It’s my title, and it stays right here at Circus. Of course you do have some cred now, and I won’t deny it. So here’s your choice, kiddo. You can go back to your computer and get humping on Bump, or you can take a meeting at the New York Post. They’ll probably hire you. You’ll end up writing shit squibs on Page Six with no byline. If that floats your boat, go team.’