| Palmetto | Series CFeb 2022$380M | $410M | 
| Co-investors: Chamath Palihapitiya (Social Capital), Will Szczerbiak, Joanne Bradford | 
| HelloPrenup | AngelNov 2021$150K | $150K | 
| Co-investors: Kevin O'Leary | 
| IfOnly | Series BFeb 2016$10M Series AOct 2013$12M SeedAug 2013$3M | $45M | 
| Co-investors: Tony Florence (New Enterprise Associates (NEA)), Yuri Milner (DST Global), Sterling Witzke (Winklevoss Capital), Owen Van Natta (Prefix Capital), Harshul Sanghi (American Express Ventures), Sunmeet Jolly (SeedInvest), Jeremy Stoppelman, Marc Benioff, Marissa Mayer, Mark Pincus, Drew Houston | 
| NextLesson | SeedSep 2015$3M | $3M | 
| Co-investors: Thomas Layton (Social Capital), James Hong, Michael Birch, Drew Houston, Marc Benioff, Jeremy Stoppelman, Marissa Mayer | 
| Shelf | SeedJan 2014$1M | $1M | 
| Co-investors: Jeff Epstein (Bessemer Venture Partners), Auren Hoffman (Flex Capital), Scott Banister, Erik Moore, Chung Ng, Alex Schultz, Maria Thomas, Jason Putorti | 
| InstaEDU | Series AAug 2013$4M SeedMay 2012$1M | $5M | 
| Co-investors: Paul Sethi (2048 Ventures), Brian O'Malley (Forerunner Ventures), Mamoon Hamid (Kleiner Perkins), Bobby Yazdani (Cota Capital), John Johnston (August Capital), Collin West (Ensemble VC), Nicolas Berggruen | 
| Stack Overflow | Series AMay 2010$6M | $140M | 
| Co-investors: Brad Burnham (Union Square Ventures), Bijan Sabet (Spark Capital), Neil Rimer (Index Ventures), David Frankel (Founder Collective), Ronald Conway Sr. (SV Angel), Ron Conway (SV Angel), Chris Dixon (Andreessen Horowitz), Caterina Fake (Yes VC), Naval Ravikant (The Hit Forge), Bob Pasker, Jeff Bezos, Micah Siegel, Joshua Schachter, Dharmesh Shah |