Guess who stands to make biggest from Kayak’s $1.8 billion sale? The CTO

Boston Business Journal’s Kyle Alspach has run the numbers, based on the various stockholders in Kayak, and some interesting winners in its proposed $1.8 billion sale to Priceline:

— Boston-based VC firm General Catalyst Partners, largest Kayak shareholder, stands to receive $417 million. It owns 10.4 million shares in Kayak following the IPO, a 26.7% stake. The firm actually increased its ownership by 300K shares during the process, reportedly to make up for the tepid initial response from institutional investors in the IPO deal.

— Sequoia Capital holds 16 percent of Kayak (worth $251 million), Accel Partners holds 12 percent ($195 million) and Oak Investment Partners holds 10.5 percent ($166 million).

— And on the management side, co-founder and CTO Paul English, the technical brains behind Kayak’s success, stands to receive $122 million through his 7.8 percent stake, while Kayak CEO and co-founder Steve Hafner stands to receive $94 million via his 6 percent ownership.

This of course won’t all be in cash: in fact most of it won’t be, as Priceline’s $1.8 billion price is only about $500 million in cash and $1.3 billion in equity and stock options based on some restrictions.