3 websites that take headline writing to an entirely new plane of existence

On the average, five times as many people read the headline as read the body copy. When you have written your headline, you have spent eighty cents out of your dollar. —David Ogilvy

Ogilvy wasn’t messing around when it came to headlines, and if he were alive today he’d definitely bump it up to ninety cents. Headlines do all the heavy lifting when it comes to attracting clicks and shares, which is why it’s more important than ever to invest in good copywriting.

But who actually gets it right? I don’t mean your average headline-writing-formula-right, but rather holy-cow-I-must-click-on-this-now-right.

There are three sites known to possess this kind of headline mastery. Strangely enough, two of them are on opposite political spectrums and the other one publishes nonsense—but in all fairness, none of that matters. What matters is they’re getting people’s attention, whether or not you think they deserve it.

Here they are:

The Huffington Post

Sure, HuffPo gets ragged on all the time for its sensational, flimsy content, but you gotta admit—their headlines are really catchy. I’ve even heard they split-test and crowdsource them. Just remember—it’s not every day an Internet-only news site sells for $315 million.

Note the difference in headlines versus the actual article titles (once you click on it):

Obiwan Kenobi Turns To Dark Side, Charged With Hit And Run
‘Octomom’ Broke, Turns To Porn
LOOK: You’ve Never Seen Saturn Like This Before

Drudge Report

Whether you agree with Drudge Report or not, their headline strategy is unconventional and brillant. The site is one big news aggregator, so the editors spend time crafting catchy headlines that do nothing more than link to outside articles.

What results on the one-page site are several boxes of persuasive political narrative which—if you’re of the right-wing persuasion—goes down like really good scotch. For example, here’s a sampling from today’s news (click for graphic), read from top to bottom in exact title case:

  • OBAMA ADMITS FABRICATING GIRLFRIEND IN MEMOIR…
  • ASKS: ‘Why black people so angry all the time’…
  • OBAMA: ‘That was an example of compression’…

The Onion

The Onion produces the very best headlines on the Internet thanks to the unlikely pairing of real events and absurd humor. I mean, how can you compete with “Black Guy Asks Nation for Change,” ”‘Huffington Post’ Employee Sucked Into Aggregation Turbine‘” and (my very favorite) “Owls are Assholes“?

From what I’ve learned and come to admire, The Onion writers take their headline writing very seriously. This makes a lot of sense considering how—if you really think about it—The Onion could probably survive if all they wrote were headlines.

How Pete Cashmore grew Mashable

It’s always cool to learn how the world’s most popular blogs got their start. In almost every backstory, you’ll find a heavy dose of creativity and execution, good timing and touch of the unconventional.

Mashable founder Pete Cashmore is one of those bloggers. He started the social media news site from his parents home in Scotland, then quickly expanded to New York and San Francisco (I actually used to work on the same floor at SOMACentral). Now it’s the #2 blog in the world behind the Huffington Post, with rumors of a massive buyout from CNN.

The videos below are from a 2010 Bloomberg Business Week interview, so they’re a tad old—but that doesn’t really matter. What matters are the vision, core values and execution behind the blog:

  • Cashmore says he has trouble with authority and had no choice but to do his own thing
  • Mashable is 100% bootstrapped
  • 100% of Mashable’s content is created in-house, so nothing is aggregated
  • Ad revenue and conferences are Mashable’s main source of revenue
  • While scoop content offers massive short-term value, utility content offers better, long-term value (think news vs. how-to)





My Vision for Wordful

I’ve taken a major break from blogging here at Wordful, and it’s in large part to some serious shifts in my personal and professional life over the past year. To make a very long and (painful) story short—the down economy and a few other issues forced me to to shutter my office and consultancy and venture to San Francisco to find “a real job.”

On May 6 of last year, I kissed my wife and kids goodbye and left Kona for San Jose on a one-way ticket with $50 in my pocket. My sister picked me up and the next day my dad drove me up to the city, where I met up a good high school friend of mine who works at Google. I’m still sleeping on his floor.

[Read more...]

Should Stupid People Not Blog?

No, they shouldn’t.

Of course there’s no way to determine who’s stupid—let alone the validity of stupid being a unit of measurement (or judgement)—but, yes, as a general rule of thumb, stupid people shouldn’t blog.

What I’m referring to here are some recent comments made by blogger and entrepreneur Jason Calacanis at ReadWriteWeb 2Way Summit NYC, namely:

“There are a lot of stupid people out there … and stupid people shouldn’t write.”

“There needs to be a better system for tuning down the stupid people and tuning up the smart people.”

Hearing stuff like that, in such blunt and unrefined fashion, will piss off most people. Yet I don’t see how anyone could disagree with the essential message: people who blog junk shouldn’t be blogging. They deserve to be penalized, not rewarded. [Read more...]

Are There Enough Great Names to Go Around?

Being smack dab in the middle of tech-startup world here in San Francisco,  I’ve seen more than my fair share of clever names.

Businesses in the Mission where I’m staying all seem to draw on the appeal of one-word randomness, like Beretta (a restaurant), Ritual (a coffee shop) and Revolution (a clothing boutique). Pithy and tidy, these monikers do a good job evoking the zeitgeist of the city hipster.

Naming an online property is not that much different, with the glaring exception that it must be wholly unique to qualify for its own URL. So my question is: In such a crowded but unlimited space of domain names, how do you come up with something original and catchy? [Read more...]