
Anyone can learn the rules of chess in an afternoon but it takes a lifetime to successfully march 20 wooden pieces across a 10 x 10 board with the skill of a conquering general. Similarly, while a firm’s sales cycle can be neatly illustrated on a single sheet of letter-sized paper it takes years of human insight and heartbreak before a stranger will shake your hand for a million dollars, and why stop there when a billion is the new million? This week we present five black diamonds that they don’t teach you at business school. Are we inviting clients to a game of poker with a loaded deck or merely playing our cards to their legitimate limit? As they say in your corporate ethics class: that is something that only you can decide.

In the current economy, getting laid off is decidedly passé while handing in your notice implies a responsibility to look for future employment and contemplate life beyond the comfort of your carefully cultivated office cubicle. No, the true bon vivant of today’s bellybutton gazing economy aspires to get fired – spectacularly. Trouble is, if you can sell in a down market, jumping off the corporate ladder can be just as tricky for a sales rep as scaling its slippery rungs. Fortunately, career seppuku is now within the easy reach of every sales professional, no matter how motivated they are.
1. Taking Liberties with the Company Expense Policy
You made enough cash last year to send your kids to Europe and put your mistress through Art School yet the temptation still burns every Friday night to expense that $6 beer after a particularly rough day in the office. One man’s legitimate business expense is another man’s all paid visit to Score’s complete with steak dinner and 60 minutes of negotiation time in the champagne room. If in doubt ask for a fully itemized bill after a night of raiding the hotel mini-bar on your next business trip and don’t forget to call internationally from the comfort and convenience of your hotel phone.
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Dear Timothy,
Or should I say Yoda (LOL)!
We haven’t met but from reading your book, “The Four Hour Work Week”, I feel we have a spiritual connection that is bigger than the confines of my humble office cubicle. My co-workers are a little freaked out by the giant poster of you playing Irish Hurling that I’ve put up in the staff canteen and our inside-sales rep says I have a man-crush on you but I guess not everyone can be a lifestyles entrepreneur.
I’ve been trying my best to follow your sagely advice and think I am making real progress. Every morning I consume twice the recommended dose of your patented BrainQUICKEN nurtional formula and I find it really pumps me up (though I’m not sure if the gaseous side effects are normal).
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Ah, the business suit: a timeless classic. At a first glance there isn’t too much here for the average American male to screw up. Suits generally come in black or blue with the occasional libertine venturing out in brown. We’re not asking anyone to pair ostrich leather shoes with dyed pink beaver fur; a navy suit, red tie and white shirt will do for 95% of business occassions. So why do so many of us cock it up? In the spirit of learning through the humiliation of others, let us go where no Vogue fashion critic has dared to venture since Nixon’s impeachment. Prepare for the horror of “When Sales People Dress Badly.”
Despite widespread adoption of the automobile and advances in moving airport walkways, salesmen are still expected to “beat the pavements”. Consequently, their footwear needs are surpassed only by the LA Lakers’ starting lineup. Luckily there is a whole plethora of scientific innovations to get the salesman safely from his rental car to the hotel lobby: bouncing shoe spring soles, Japanese podiatric air cooling technology and Velcro for a more speedy passage through airport security. The bottom line: if a sales rep can’t tie his own shoe laces, don’t buy from him.
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