The New York Times notes that Instagram agreed to receive $300 million in cash and 23 million shares of Facebook stock, valued at around $30. On Monday afternoon Facebook was trading around $19.89 -- or less than two thirds of the price agreed to in April -- cutting the value of the deal to about $735 million. Based on terms of the sale, which hasn't closed, Instagram's founders are out some $300 million.
It could have been avoided. A floating share exchange ratio agreement would have guaranteed that Instagram's team received the same price, regardless of what Facebook shares were selling for, although they would have also given up any potential gains, said the New York Times. Another tool, the stock collar, would have cushioned any losses or gains by guaranteeing that the number of shares issued would be within a certain range. Instagram also could have reserved the right to call off the deal if Facebook's stock plunged.
But Instagram chose to include none of these provisions. It isn't clear why it didn't seek any protection -- the relative youth of the company's leaders and Facebook's bullish IPO stance may have been factors.
Facebook still needs approval from U.S. regulators to close the deal. A hearing is scheduled on Aug. 29, which is expected to be uneventful. If the deal is rejected, Instagram will get a $200 million breakup fee. Otherwise, it will still receive a windfall from Facebook, though likely a smaller one than initially envisioned.


![Miss USA 2013: Meet The 51 Contestants Competing In The Beauty Pageant [PHOTOS] Miss USA 2013: Meet The 51 Contestants Competing In The Beauty Pageant [PHOTOS]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_multimedia/public/2013/06/13/miss-usa-contestants_14.jpg)


![Stephen Hester Ousted As Royal Bank Of Scotland (RBS) CEO Following Bank's Talks With UK Treasury [VIDEO] Stephen Hester Ousted As Royal Bank Of Scotland (RBS) CEO Following Bank's Talks With UK Treasury [VIDEO]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_medium/public/2013/06/12/rtr3dngo.jpg)
![Hong Kong House Prices Shoot Up, Greek House Prices Plummet [MAP] Hong Kong House Prices Shoot Up, Greek House Prices Plummet [MAP]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_medium/public/2013/06/11/knight-rank-house-prices.png)


![Turkish Riot Police Enter Taksim Square: Riot Police Clash With Protesters In Attempt To Break Up Protests [PHOTOS] Turkish Riot Police Enter Taksim Square: Riot Police Clash With Protesters In Attempt To Break Up Protests [PHOTOS]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_medium/public/2013/06/11/protester-taking-cover.jpg)
![Flooding In Europe: Floods In Germany, Austria, The Czech Republic, Hungary And Slovakia In Pictures [PHOTOS] Flooding In Europe: Floods In Germany, Austria, The Czech Republic, Hungary And Slovakia In Pictures [PHOTOS]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_medium/public/2013/06/11/flooding-europe-billboard.jpg)
![Robin Thicke Credits Justin Timberlake For Success Of Chart Topping Single 'Blurred Lines' [VIDEO] Robin Thicke Credits Justin Timberlake For Success Of Chart Topping Single 'Blurred Lines' [VIDEO]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_multimedia/public/2011/11/21/193689-singer-robin-thicke-poses-backstage-at-the-2011-american-music-awards-.jpg)






![Fed Chairman Ben Bernanke Press Conference, FOMC Decision: Live Blog [VIDEO] Fed Chairman Ben Bernanke Press Conference, FOMC Decision: Live Blog [VIDEO]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_small/public/2013/06/19/bernanke-news-conference-19june2013.jpg)



![Apple iOS 7: New Features Dazzle At WWDC 2013, Designed To 'Bring Order To Complexity' [PHOTOS] Apple iOS 7: New Features Dazzle At WWDC 2013, Designed To 'Bring Order To Complexity' [PHOTOS]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_small/public/2013/06/10/iphone5-ios-7.jpg)


![Unpaid Intern Lawsuit Against Atlantic Records And Warner Music Group Tests Legality Of Music Industry Internships [EXCLUSIVE] Unpaid Intern Lawsuit Against Atlantic Records And Warner Music Group Tests Legality Of Music Industry Internships [EXCLUSIVE]](http://s1.ibtimes.com/sites/www.ibtimes.com/files/styles/v2_small/public/2013/06/17/wmg.jpg)




Like or Follow us for updates on the biggest stories!