James Wakefield began their career in 2008 as an Associate Adviser at Macquarie Bank. In 2011, they co-founded InStitchu, a retail brand that allows customers to design fully customisable Tailor Made outfits online and in-store, with 13 showrooms across Australia. In 2018, they became an Angel Investor for Sumo Investments, investing in Tyro (pre-IPO), Limepay, Vapar.co, Good Pair Days, Pacifico Optical, All Birds, and other soon to be announced deals.
James Wakefield completed a Bachelor of Business from the University of Technology Sydney in 2009, with majors in Finance and Banking Law. James also completed their Higher School Certificate from SHORE School in 2005.