Slideshow: Top 10 Winners in pre-IPO Cash-Out at Groupon


One of the most intriguing factoids to come out of Groupon’s IPO filing today was that the daily deals website didn’t raise $946 million earlier this year for expansion. Instead, it raised the money primarily to provide huge pay days for the company’s founders, insiders and early investors.

Of the total amount raised, $136.2 million went to working capital and general corporate purposes, according to the company’s S-1.

The remaining 86% percent of the capital, or $809.8 million, was used to “redeem voting and non-voting common stock from our existing stockholders at a purchase price of $15.795 per share (on a post-stock split basis), and Series D preferred stock and Series E preferred stock from our existing stockholders at a purchase price of $31.59 per share,” the S-1 states.

The filing breaks out the directors, officers and/or 5% stockholders (or affiliates) who cashed in on the round. Watch our slideshow to see who walked off with the biggest bundle of cash.

[slideshow]

[slide title=”No. 10: Jason Fried”]
Jason Fried
Title: Former board director, Groupon
Shares Redeemed: 35,310 shares of non-voting common stock
Redemption Payment Amount: $558K

[slide title=”No. 9: Brian Totty”]
Brian K. Totty
Title: Sr. VP of Engineering & Operations, Groupon
Shares Redeemed: 41,470 shares of non-voting common stock
Redemption Payment Amount: $655K

[slide title=”No. 8: Kenneth Pelletier”]
Kenneth M. Pelletier
Title:
Former CTO, Groupon
Shares Redeemed: 481,918 shares of non-voting common stock
Redemption Payment Amount: $7.6M

[slide title=”No. 7: Andrew Mason”]
Andrew D. Mason
Title: CEO and founder, Groupon
Shares Redeemed: 633,172 shares of voting common stock
Redemption Payment Amount: $10M

[slide title=”No. 6: Accel Partners”]
Accel Growth Fund LP
Shares Redeemed: 211,037 shares of Series E preferred stock
Redemption Payment Amount: $19.99M

[slide title=”No. 5: John Walter”]
John Walter
Title: Former director, Groupon
Shares Redeemed: 1,302,460 shares of voting common stock
Redemption Payment Amount: $20.6M

[slide title=”No. 4: New Enterprise Associates”]
New Enterprise Associates
Shares Redeemed:
603,754 shares of Series D preferred stock and 134,940 shares of Series E preferred stock
Redemption Payment Amount: $70M

[slide title=”No. 3: Brad Kewell’s Wife and Kids”]
Groupon co-founder Brad Kewell’s wife and kids*
Shares Redeemed: 8,447,860 shares of voting common stock
Redemption Payment Amount: $133.4M

*Note: Rugger Ventures LLC is owned by Kimberly Kewell (80%), the wife of Bradley A. Keywell, and Mr. Keywell’s children (20%).

[slide title=”No. 2: CityDeal Management”]
CityDeal Management UG

(German daily deals site acquired by Groupon last year)

Shares Redeemed: 10,778,720 shares of voting common stock
Redemption Payment Amount: $170.2M

[slide title=”No. 1: Eric Lefkofsky and Wife”]
Groupon co-founder Eric P. Lefkofsky and his wife, Elizabeth Kramer Lefkofsky*

Shares Redeemed: 20,201,972 shares of voting common stock
Redemption Payment Amount: $319.1M

*Note: 600 West Partners II, LLC (owned 50/50 by Eric P. Lefkofsky and his wife, Elizabeth Kramer Lefkofsky, sold 3,899,526 shares of voting common stock for $ 61,590,170. Green Media LLC, which is owned 50/50 by Lefkofsky and his wife, sold 16,302,446 of voting common stock for $257,481,816.

[/slideshow]