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In 1988, Simpson Thacher, led by longtime chairman Richard Beattie, advised [[Kohlberg Kravis Roberts|KKR]]'s $25.1 billion acquisition of [[RJR Nabisco]].<ref>{{Cite news|url = http://www.stblaw.com/docs/default-source/cold-fusion-existing-content/news/news733.pdf?sfvrsn=2|title = The American Lawyer|last = Kolz|first = Amy|date = November 2006|work = Market Makers}}</ref><ref name="blogs.wsj.com">{{Cite web|title = The Blackstone-Simpson Thacher Connection|url = https://blogs.wsj.com/law/2007/03/16/the-blackstone-simpson-thacher-connection/|website = WSJ Blogs - Law Blog|date = 2007-03-16|accessdate = 2015-09-27}}</ref> It was, at the time, the largest-ever private-equity purchase in history, the details of which are memorialized in the book [[Barbarians at the Gate: The Fall of RJR Nabisco|"Barbarians at the Gate.]]"<ref name="blogs.wsj.com" />
 
Since opening in 1999,<ref>{{Cite web|title = Our History|url = http://www.stblaw.com/about-us/our-history|website = www.stblaw.com|accessdate = 2015-09-16|first = Simpson Thacher & Bartlett|last = LLP}}</ref> the Palo Alto office has experienced remarkable growth in both size and prominence.<ref>{{Cite web|title = Palo Alto|url = http://www.stblaw.com/offices/palo-alto|website = www.stblaw.com|accessdate = 2015-09-16|first = Simpson Thacher & Bartlett|last = LLP}}</ref> The Palo Alto branch is now the firm's second largest office and has come to represent some of Silicon Valley's most distinguished tech titans and private equity firms, playing a hand in a string of record breaking transactions.<ref>{{Cite web|title = Palo Alto|url = http://www.stblaw.com/offices/palo-alto|website = www.stblaw.com|accessdate = 2015-09-16|first = Simpson Thacher & Bartlett|last = LLP}}</ref>
* In 2004, Simpson Thacher represented the underwriters in [[Google]]'s $2.7 billion IPO,<ref>{{Cite web|title = William H. Hinman|url = http://www.stblaw.com/our-team/news/william-h-hinman|website = www.stblaw.com|accessdate = 2015-09-16|first = Simpson Thacher & Bartlett|last = LLP}}</ref> the largest technology IPO at the time.<ref>{{Cite web|title = Google IPO Central - Unofficial Site for Latest Investing and Stock Offering News|url = http://www.google-ipo.com|website = www.google-ipo.com|accessdate = 2015-09-16}}</ref> More recently, the firm has represented [[Google]] in its $1.65 billion acquisition of [[YouTube]].<ref>{{Cite web|title = Kirsten J. Jensen|url = http://www.stblaw.com/our-team/partners/kirsten-j-jensen|website = www.stblaw.com|accessdate = 2015-09-16|first = Simpson Thacher & Bartlett|last = LLP}}</ref>
* In 2008, Simpson Thacher represented [[JPMorgan Chase]] in a loan repayment transaction that also unintentionally changed a different $1.5 billion secured loan into an unsecured loan, which caused JPMorgan Chase to suffer up to $1.5 billion of losses when the debtor [[General Motors]] declared bankruptcy in 2009. Although Simpson Thacher did not originate the error, it failed to catch the mistake — with one firm attorney praising debtor counsel [[Mayer Brown]] for a "nice job on the documents," according to an opinion by the [[United States Court of Appeals for the Second Circuit|Second Circuit Court of Appeals]].<ref>{{Cite web|url=https://www.law360.com/articles/616441/simpson-thacher-may-be-haunted-by-1-5b-loan-gaffe|title=Simpson Thacher May Be Haunted By $1.5B Loan Gaffe - Law360|last=Broady|first=Gavin|website=www.law360.com|language=en|access-date=2019-02-14}}</ref>