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| 2013 || July || Notable comment || David Karp predicts native, multimedia advertising would be the "most exciting, dazzling part" of Tumblr.<ref>{{cite web |title=Tumblr Is Now Using the Saddest Kind of Online Advertising |url=http://valleywag.gawker.com/tumblr-is-slumming-it-with-sad-text-ads-1490542863 |website=valleywag.gawker.com/ |accessdate=24 November 2019}}</ref>
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| 2014 || February || {{w|Computer security}} || Tumblr introduces Secure Sockets Layer (SSL) encryption, a cryptographic protocol designed to provide secure communication on the web, making it harder for hackers to get users' data.<ref>{{cite web |title=Browse Tumblr Securely |url=https://tricks-for.tumblr.com/post/80066177791/browse-tumblr-securely |website=tricks-for.tumblr.com |accessdate=22 November 2019}}</ref> On February 3, Tumblr gives blog owners the option of switching their blogs to HTTPS-only. Unlike some other opt-in HTTPS-only implementations, the option is controlled by website owners rather than website visitors.<ref>{{cite web|url = https://staff.tumblr.com/post/75482980993/you-can-now-take-extra-precaution-against-hackers|title = You can now take extra precaution against hackers and snoops by enabling SSL security on your Tumblr Dashboard.|publisher = Tumblr|date = February 3, 2014|accessdate = 30 November 2019}}</ref> Internet security commentators feel that Tumblr didn't go far enough, and should have switched to default HTTPS-only.<ref>{{cite web|url = https://www.cnet.com/news/tumblr-activates-ssl-but-with-a-catch/|title = Tumblr activates SSL, but with a catch. Tumblr blog owners can encrypt all visits to their sites, as long as they opt in. Why didn't Yahoo just make SSL the default setting?|date = February 3, 2014|accessdate = 30 November 2019}}</ref>
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| 2014 || || Leadership || {{w|Barack Obama}} and {{w|David Karp}} talk about how to pronounce the word {{w|GIF}}.<ref name="Today in Media History"/>
