# Anthony Casalena: portfolio, investments and team > Anthony Casalena is a vc firm. 5 investments on record, latest Sept 2015. Portfolio, stages, co-investors and team. Source: https://millionrounds.com/fund/anthony-casalena (Millionrounds; every figure on the page links to its filing or article) [Investor](https://millionrounds.com/investors) # Anthony Casalena Last cheque observed Sep 2015. Silence since then is not evidence of inactivity: our sources miss unannounced rounds. Quiet VC firm Series A Seed Cheques on record **0%** of best year **0** **cheques in 12 months**, 5 on record Since the last cheque **4057** days **00** hrs **00** min **00** sec Median round **$18M** Rounds led **0 of 5** Exits **1 from the portfolio** Pitch Anthony Casalena ## Anthony Casalena highlights - 01 5 rounds on record - 02 Mostly Series A and Seed: 100% of its rounds - 03 1 exits from the portfolio ## What they do - **Type:** VC firm (from a list, unverified) - **Cheque size:** Not stated - **Cold pitches:** Not stated ## The record Every round we can evidence, newest first **5 appearances** - **2015** 1 round - **Sept** **[Typeform](https://millionrounds.com/company/typeform)** Series A · ES **$15M** With 6 others - **2011** 4 rounds - **Apr** Series A · techcrunch.com **$35M** With 3 others - **Apr** **[99designs](https://millionrounds.com/company/99designs)** Series A · US **$35M** With 3 others - **Apr** **[Milk](https://millionrounds.com/company/milk)** Seed · US · techcrunch.com **$1.5M** With 24 others - **Feb** **[TinyCo](https://millionrounds.com/company/tinyco)** Series A · US · gamasutra.com **$18M** With 2 others An announcement gives the size of the round, not the size of this investor's cheque: the only rounds that imply a cheque are those where they were the sole named investor. ## Exits from the portfolio Companies it backed that were later bought or listed **1 in all** **[Milk](https://millionrounds.com/company/milk)** Bought by [Google](https://millionrounds.com/fund/google-assistant-investments) **Undisclosed** Mar 2012 An exit counts when it came after the firm's first round in the company. From historical deal records. ## The cheque Series A Seed Median round joined **$18M** the round, not its cheque Led 0 of 5 rounds **0%** - **Sole investor:** Never alone - **Last cheque:** Sept 2015 - **Exits:** 1 from the portfolio Rounds by stage said on their site - Series A *4* - Seed *1* Cheques by year Led Joined 2011 2015 Often in the room with - [Accel](https://millionrounds.com/fund/accel) 2 - [Michael Dearing](https://millionrounds.com/fund/michael-dearing) 2 - [SV Angel](https://millionrounds.com/fund/sv-angel) 2 - [Stewart Butterfield](https://millionrounds.com/fund/stewart-butterfield) 2 **Pitching Anthony Casalena?** Put them on your fundraising board with this record on the card, and follow them to hear when they write a new cheque. Add to your CRM *→* ## Who they invest alongside The investors most often in the same rounds as Anthony Casalena. A count of rooms they were both in, not a relationship either has claimed. [**Accel** VC firm **2** rounds together](https://millionrounds.com/fund/accel)[**Michael Dearing** Angel **2** rounds together](https://millionrounds.com/fund/michael-dearing)[**SV Angel** VC firm **2** rounds together](https://millionrounds.com/fund/sv-angel)[**Stewart Butterfield** Angel **2** rounds together](https://millionrounds.com/fund/stewart-butterfield) ## On podcasts 4 episodes naming Anthony Casalena in the title, and 1 more that mention it. - [How I Built This](https://millionrounds.com/podcasts/how-i-built-this) 20 Nov 2025 · 52 min Advice Line with Anthony Casalena of Squarespace Mentions [Anthony Casalena](https://millionrounds.com/fund/anthony-casalena) Apple Podcasts - [The Twenty Minute VC](https://millionrounds.com/podcasts/20vc) 8 Oct 2021 · 34 min 20VC: Squarespace Founder, Anthony Casalena on Scaling Squarespace from Dorm Room To Public Company with over $700M in ARR, The Decision to Direct List over Traditional IPO or SPAC & What Changes When You Go Public? Mentions [Anthony Casalena](https://millionrounds.com/fund/anthony-casalena)[Atlantic](https://millionrounds.com/fund/atlantic)[General Atlantic](https://millionrounds.com/fund/general-atlantic) Apple PodcastsShow page - [This Week in Startups](https://millionrounds.com/podcasts/this-week-in-startups) 27 Sept 2021 · 1h 36m Facebook puts Instagram Kids on pause, Bevy's high-profile firing + Squarespace's Anthony Casalena | E1291 Mentions [Anthony Casalena](https://millionrounds.com/fund/anthony-casalena)[Adam Mosseri](https://millionrounds.com/person/adam-mosseri) Apple PodcastsShow page - [How I Built This](https://millionrounds.com/podcasts/how-i-built-this) 4 Mar 2019 · 57 min Squarespace: Anthony Casalena Mentions [Anthony Casalena](https://millionrounds.com/fund/anthony-casalena) Apple Podcasts ### Mentioned in - [The Twenty Minute VC](https://millionrounds.com/podcasts/20vc) 14 Oct 2022 · 43 min 20VC: Why The CEO Should Make As Few Decisions As Possible, The Trade-Off Between Freedom and Raising Big From VCs & Why Our Jobs Are Not As Hard As We Think and How To Assess Talent and Potential As a Result with Tristan Handy, Founder & CEO @ dbt Labs Apple PodcastsShow page ## Quick answers about Anthony Casalena ### What does Anthony Casalena invest in? Anthony Casalena invests most often at Series A and Seed (100% of the rounds on record). ### How active is Anthony Casalena? 5 investments on record, 0 of them in the last 12 months. The most recent was in Sept 2015. ### How big are Anthony Casalena's cheques? The median round it joins is $18M. ### Does Anthony Casalena lead rounds? Rarely, if at all: none of its 5 investments on record names it as the lead. ### Is Anthony Casalena investing now? No investments in the last 12 months; the latest was in Sept 2015. ### Who does Anthony Casalena invest alongside? Most often Accel (2 rounds together), Michael Dearing (2 rounds together) and SV Angel (2 rounds together). ### What kind of investor is Anthony Casalena? Anthony Casalena is a VC firm. ### Where does this information on Anthony Casalena come from? From 3 articles and filings naming it in a round, public registers and its own website, checked and rebuilt every night. ## Raising now? 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