Ivy-Style’s Battle of the Wits giveaway returns with something guaranteed to boost your cool.

Randolph Engineering, sunglasses supplier to the US military, has generously donated two pairs of its limited-edition “Ad Man” aviators, the favored shades of Don Draper on AMC’s “Mad Men” and a $170 value.

Says the company:

Randolph Engineering has supplied sunglasses to the US Military and Air Forces world-wide since 1982. Famed for their extreme durability and classic American style, these sunglasses are meticulously handcrafted using only the finest materials.

The prize will go to the two most inspired and original responses to the following question:

If you could be Don Draper for a day, what would you do?

For example, you could start by drinking and smoking in your office all day, see Mickey Mantle and Roger Maris at a Yankees night game, and top it off by catching a Bill Evans set at the Village Vanguard.

Leave a comment to submit your entry in 50 words or less. And let’s go easy on the secretaries, OK gentlemen?

The usual rules apply: Open to US residents only, one entry per household, and all that honor code stuff.

The contest closes on Wednesday at 6 PM Eastern Standard Time, when Don leaves the office, puts on his shades, and heads for the Metro North.

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Update: Randolph Engineering has chosen the following two winners. First up is Don Draper, who the company said should work in their marketing department:

9 AM Meeting with Randolph Engineering. Stand at head of conference table, perfectly arrogant in my purpose. Unveil artwork depicting a lone pair of RE Aviators on a blank white canvas. Three words pierce the bottom of the page: Substance is style.

Next up is Jason, who submitted the following:

Morning: Wispy smoke rises. Read copy, crumple it. Think.
Lunch: Three drinks with Roger. Talk about nothing, an idea strikes.
Afternoon: Luckies and bourbon, rocks. Idea crystallizes. Client sold. Exit meeting early.
Dinner to celebrate, then to Hilton’s penthouse.
Balcony. Sunset. Scotch, neat.
Remove Aviators as she enters the suite.

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