Jess Joss

A passionate connector of people, Jess has over 20 years of business expertise, and almost a decade of investing experience.

Founding a web development firm, just after university, Jess then grew it over a number of years into an online marketing firm, added partners and the company continues today. In 2011, investing in start-ups took more and more of Jess’ focus and time. With extensive business experience, as well as Board and volunteer management expertise, Jess became the Executive Director of York Angels in 2014, after years as an active angel investor with the group.

Leveraging her experience as a founder and her marketing acumen, Jess has worked with the YAI team to grow membership by over 220%, as well as increase deal flow, number of deals completed and amount invested.  This renewed focus earned York Angels the honour of being ranked Top 5 in Canada in 2015 and 2016, and tied for 1st place in 2017. As well, York Angels is now has the largest membership in Ontario and second largest in Canada.  Jess has also been recently appointed to the National Angel Capital Organisation’s Board, as Marketing Chair; and is NACO World Angel Investment Summit (Conference) Chair.

Jess works closely with angels and ecosystem partners, to connect dedicated angels with game-changing young companies looking to grow. The goals? Mentorship, growth, exceptional exits and community development! Transparency of the angel investing process, community engagement and collaboration are paramount.

Jess is Executive Director of York Angel Investors Inc., co-founder of Insiteful Solutions and partner in Spyder Capital Corp. She is also advises several start-ups.

In her spare time, Jess enjoys spending time with her family. She is also an active community volunteer, whose roles have included President of the Queen’s University Alumni Association and two terms as President of the local Rotary Club. Her hobbies include photography, Pilates, paddle boarding, cooking and cottaging.