Gwen started her career in 2001, being an Analyst at Goldman Sachs. Later, she had the same position at Pantera Capital Management. From 2004 to 2016, Gwen worked as an Equity analyst at J.P. Morgan, Legg Mason Capital Management, Lord Abbett & Co. and Brown Brothers Harriman. 
In 2013, Gwen became an Angel investor at Vega5b. Since 2017, she is a Mentor at Galvanize Inc and serves on the Board of advisors at Singularity University. Currently, Gwen is also an Assistant Portfolio Manager and Partner at Pier 88 Investment Partners.