Overview
Henry Toole is a Partner at Left Lane Capital [1]. Toole joined Left Lane Capital as Vice President from July 2019 to June 2021 [4], advanced to Principal from July 2021 to January 2026 [3], and became Partner in January 2026 [2]. Prior to Left Lane Capital, Toole worked as an Associate at RRE Ventures from July 2017 to July 2019 [5]. Toole's earlier career included roles at Microsoft as Windows Business Planner from September 2014 to September 2015 [9], Band and Health Product Marketing Manager from September 2015 to June 2016 [8], and Surface Commercial Channel Manager from July to December 2016 [7], as well as a position as Data Analyst at Casper from December 2016 to July 2017 [6]. Toole holds a Bachelor's Degree in History from Yale University, earned between 2010 and 2014 [10].
Career history
- PartnerJan 2026 to presentLeft Lane Capital
- PrincipalJul 2021 to Jan 2026Left Lane Capital
- Vice PresidentJul 2019 to Jun 2021Left Lane Capital
- AssociateJul 2017 to Jul 2019RRE Ventures
- Data AnalystDec 2016 to Jul 2017Casper
- Surface Commercial Channel ManagerJul 2016 to Dec 2016Microsoft
- Band and Health Product Marketing ManagerSep 2015 to Jun 2016Microsoft
- Windows Business PlannerSep 2014 to Sep 2015Microsoft
Education
Bachelor’s Degree, History2010 - 2014Yale University
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