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| 2008 || || || John Maloney, Karp's former boss at UrbanBaby, is hired as the president of Tumblr.<ref name="David Karp: The Mastermind"/>
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| 2008 || December 11 || Financial || Karp sells 25% of Tumblr as part of a US$4.5m funding round from Union Square Ventures and Spark Capital.<ref name="theguardian.com">{{cite web |last1=Halliday |first1=Josh |title=David Karp, founder of Tumblr, on realising his dream |url=https://www.theguardian.com/media/2012/jan/29/tumblr-david-karp-interview |website=theguardian.com |accessdate=13 September 2019}}</ref><ref>{{cite web |title=Series B - Tumblr Inc. |url=https://www.crunchbase.com/funding_round/tumblr-series-b--5887dafc#section-overview |website=crunchbase.com |accessdate=25 November 2019}}</ref>
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| 2009 || February || || Tumblr releases its first app “tumblrette” with which app users have the freedom to post to their blog whenever they want. This was the start of tumblr becoming very popular.<ref name="a Breif History of tumblr"/>
| 2009 || July || Growth || Tumblr receives over 50 million views a month. The site reports 6 posts every second and 2 reblogs for every second and a half. Every day tumblr receives 5,000 new users and they have 9 book deals.<ref name="a Breif History of tumblr"/>
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| 2009 || || Leadership || Marcel Molina is hired as engineer at {{w|Twitter}}.<ref name="These Screengrabs Show David Karp Did NOT Invent The 'Tumblelog' That Gave Birth To Tumblr"/>
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| 2009 || Acquisition || Acquisition || Tumblr acquires iPhone app Tumblrette.<ref name="David Karp: The Mastermind"/>
| 2009 || || Leadership || Tumblr’s CEO David Karp is named the Best Young Tech Entrepreneur by {{w|Businessweek}}.<ref name="business2community.com">{{cite web |title=Tumblr: Finding Appeal in the Anti-Blog |url=https://www.business2community.com/blogging/tumblr-finding-appeal-in-the-anti-blog-0448300 |website=business2community.com |accessdate=22 November 2019}}</ref>
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| 2010 || April 20 || Financial || Tumblr receives US$5 million late stage venture funding.<ref>{{cite web |title=Series B - Tumblr Inc. |url=https://www.crunchbase.com/funding_round/tumblr-series-b--5887dafc#section-overview |website=crunchbase.com |accessdate=25 November 2019}}</ref>
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| 2010 || August || Growth || Tumblr surpasses 1 billion posts.<ref name="sfgh">{{cite web |title=Tumblr: A New Friend to Fashion |url=https://www.thebrandshow.tv/it/news/5696-tumblr:-a-new-friend-to-fashion-tribaspace |website=thebrandshow.tv |accessdate=24 November 2019}}</ref>
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| 2010 || November 19 || Financial || Tumblr adds receives US$25 30 million in late stage venture funding to the preexisting investment pool of US$10 million.<ref name>{{cite web |title=Series D - Tumblr Inc. |url="sfgh"https://www.crunchbase.com/funding_round/tumblr-series-d--47305214#section-overview |website=crunchbase.com |accessdate=25 November 2019}}</ref>
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| 2010 || || Leadership || Co-founder Marco Arment leaves Tumblr to focus on his own projects.<ref name="David Karp: The Mastermind"/>
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| 2011 || January || Growth || Tumblr reaches more than 7 million individual blogs.<ref name="mashable.com">{{cite web |title=Tumblr Now Has More Blogs Than WordPress.com |url=https://mashable.com/2011/06/15/tumblr-surpasses-wordpress/ |website=mashable.com |accessdate=22 November 2019}}</ref>
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| 2011 || || Expansion || Tumblr opens branch in {{w|Richmond, Virginia}}.<ref name="David Karp: The Mastermind"/>
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| 2011 || Mid-year || Financial || Tumblr secures {{w|venture capital}} worth over $40 million.<ref name="A History of Tumblrd"/>
| 2011 || June || Competition || Tumblr counts 20,873,182 blogs, surpassing WordPress.com by about 85,000.<ref name="mashable.com"/>
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| 2011 || September 26 || Financial || Tumblr raises $85 million from Greylock Partners and Insight Venture Partners, and reaches an US$800 million valuation.<ref>{{cite web |title=Tumblr Raises $85 Million From Greylock Partners And Insight Venture Partners |url=https://www.businessinsider.com/tumblr-raises-85-million-from-greylock-parters-and-ivp-2011-9 |website=businessinsider.com |accessdate=25 November 2019}}</ref>
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| 2011 || October 7 || Ranking || Tumblr is ranked N°22 on {{w|Business Insider}} list of the 100 most valuable startups at an US$800 million valuation.<ref>{{cite web |title=The 100 Most Valuable Startups In The World, Revamped And Revised! |url=https://www.businessinsider.com/2011-digital-100 |website=businessinsider.com |accessdate=25 November 2019}}</ref>
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| 2011 || October || || Tumblr becomes the first blogging platform to host United States President {{w|Barack Obama}}'s blog.<ref>{{cite web |title=Airbnb and Dropbox among companies tipped to IPO |url=https://www.smartcompany.com.au/startupsmart/advice/startupsmart-growth/airbnb-and-dropbox-among-companies-tipped-to-ipo/ |website=smartcompany.com.au |accessdate=25 November 2019}}</ref>
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| 2012 || January 29 || Growth || As of date, Tumblr hosts more than 42 million blogs, ranging from politics to music and pictures.<ref name="theguardian.com"/> In the same month, Tumblr announces a milestone 15 billion page views every month, from the site's 120 million unique viewers.<ref name="Pinterest Tops Tumblr in National Popularity?">{{cite web |title=Pinterest Tops Tumblr in National Popularity? |url=https://uk.pcmag.com/web-sites/62469/pinterest-tops-tumblr-in-national-popularity |website=uk.pcmag.com |accessdate=22 November 2019}}</ref>
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| 2012 || February || || Tumblr launches in North America ‘highlighted posts’, a feature that lets users pay to get more visibility for their work.<ref name="marketingweek.com">{{cite web |title=Tumblr to start selling ads |url=https://www.marketingweek.com/tumblr-to-start-selling-ads/ |website=marketingweek.com |accessdate=22 November 2019}}</ref>
| 2012 || March || Userbase || Tumblr attracts 21.8 million unique visitors in the month – a million more than February – and over 2.5 times its visitors a year earlier.<ref name="marketingweek.com"/>
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| 2012 || March || Growth || Tumblr reports 20 billion posts for over 50 million hosted blogs on its platform.<ref name="dwdw">{{cite web |last1=OLANOFF |first1=DREW |title=Surprisingly, porn only accounts for 2-4% of all content on Tumblr |url=https://thenextweb.com/insider/2012/06/15/surprisingly-porn-only-accounts-for-2-4-of-all-content-on-tumblr/ |website=thenextweb.com |accessdate=22 November 2019}}</ref>
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| 2012 || May || || Tumblr announces that it would start selling ads on Radar and Spotlight, two features that highlight interesting and new content on Tumblr blogs. Price for an ad starts at US$25,000.<ref name="dsss">{{cite book |last1=Latchana Kenney |first1=Karen |title=David Karp: The Mastermind behind Tumblr |url=https://books.google.com.ar/books?id=APKlDQAAQBAJ&pg=PT38&lpg=PT38&dq=%22in+may+tumblr%22&source=bl&ots=wPfo9Si7nk&sig=ACfU3U3Xu6-yzeysYAZ7nvaT-4UJzZzdAw&hl=en&sa=X&ved=2ahUKEwiirPfMiYPmAhWlp1kKHWoFA1oQ6AEwDXoECAsQAQ#v=onepage&q=%22in%20may%20tumblr%22&f=false}}</ref><ref>{{cite web |last1=Perez |first1=Sarah |title=Cinemagraphs (Animated Gifs) As Ads? Tumblr Experiments With New Advertising Format |url=https://techcrunch.com/2012/08/31/animated-gifs-as-ads-tumblr-experiments-with-advertising-format/ |website=techcrunch.com |accessdate=24 November 2019}}</ref>
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| 2012 || May || Ranking || Tumblr enters comScore's list of the top 50 web properties in the United States, surpassing [[w:Target Corporation|Target]] and {{w|Discovery Digital Media}}.<ref name="mobile"/>
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| 2012 || June || || Tumblr released its new and improved [[w:App Store (iOS)|iOS app]], where users can blog from anywhere at anytime on their mobile devices faster and more efficiently.<ref>{{cite web |last1=WEBER |first1=HARRISON |title=Tumblr will be launching a brand new iOS app next week, says David Karp |url=https://thenextweb.com/insider/2012/06/15/tumblr-will-be-launching-an-ios-app-next-week-says-david-karp/ |website=thenextweb.com |accessdate=23 November 2019}}</ref>
