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| 2014 || || || {{w|Barack Obama}} and {{w|David Karp}} talk about how to pronounce the word {{w|GIF}}.<ref name="Today in Media History"/>
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| 2014 || July 11 || || {{w|DashCon}} (originally named Tumbl-Con) is organized as a {{w|fan convention}} catering primarily to users of Tumblr, with a particular emphasis on {{w|fandom}}s.<ref>{{cite web|title=When Fandom Falls Apart: DashCon Edition|url=http://observationdeck.io9.com/when-fandom-falls-apart-dashcon-edition-1604303148|publisher=io9|date=13 July 2014|accessdate=25 November 2019}}</ref><ref>{{cite web|last1=Bachman|first1=Lynne|title=DashCon convention doomed from the start|url=http://baltimorepostexaminer.com/dashcon-convention-doomed-start/2014/07/24|publisher=Baltimore Post-Examiner|date=24 July 2014|accessdate=25 November 2019}}</ref><ref>{{cite web|last1=Keilman|first1=John|title=Bloggers mock stumbles at Tumblr convention|url=http://www.chicagotribune.com/news/local/breaking/chi-bloggers-mock-stumbles-at-tumblr-convention-20140717-story.html|publisher=Chicago Tribune|archiveurl=https://web.archive.org/web/20141006123001/http://www.chicagotribune.com/news/local/breaking/chi-bloggers-mock-stumbles-at-tumblr-convention-20140717-story.html|archivedate=6 October 2014|date=17 July 2014|accessdate=26 August 2014}}</ref> Held over the weekend in {{w|Schaumburg, Illinois}}, northwestern suburb of {{w|Chicago}}, the inaugural convention would quickly become infamous for allegations of mismanagement and corruption among organizers, an alleged abrupt demand by the hotel for an upfront payment of cash for use of its facilities, and celebrity guests being forced to drop out of the convention after they were informed by the hotel that they would be responsible for paying for their rooms.<ref>{{cite web|last1=Pearl|first1=Mike|title=YOU KNOW THAT TUMBLR CONVENTION THAT WENT TO SHIT? IT WASN'T THAT BAD|url=https://www.vice.com/read/you-know-that-tumblr-convention-that-went-to-shit-it-wasnt-that-bad-715|publisher=Vice|date=15 July 2014|accessdate=26 August 2014}}</ref><ref>{{cite web|last1=Carmino Tamburro|first1=Paul|title=Embarrassing Tumblr Convention ‘DashCon’ Branded a Scam After Raising $17,000|url=http://www.craveonline.com/lifestyle/tech-and-gadgets-news/724235-embarrassing-tumblr-convention-dashcon-branded-a-scam-after-raising-17000|publisher=Crave Online|date=14 July 2014|accessdate=25 November 2019}}</ref>
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| 2015 || January || || Tumblr launches Creatrs Network, an advertising platform aimed at helping connect Tumblr bloggers with brands and other organizations that want to use Tumblr artist content in their ads and marketing.<ref>{{cite web |title=Tumblr Launches Creative Agency to Connect Artists With Advertisers |url=https://www.wired.com/2015/01/tumblr-creatrs/ |website=wired.com |accessdate=22 November 2019}}</ref><ref>{{cite web |title=Tumblr Launches An In-House Ad Agency That Pairs Creators With Big Brands |url=https://www.fastcompany.com/3041271/tumblr-creatrs-network |website=fastcompany.com |accessdate=22 November 2019}}</ref><ref>{{cite web |title=Tumblr Launches New Ad Initiative to Connect Popular Bloggers With Major Brands |url=https://www.entrepreneur.com/article/242191 |website=entrepreneur.com |accessdate=22 November 2019}}</ref>