Jess Joss


A passionate connector of people, Jess brings 20 years of business experience in both entrepreneurial endeavours and not-for-profit organizations to York Angel Investors (YAI). 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 with the group.


Leveraging her experience as a business owner and marketing expertise, Jess has worked with the YAI team to grow membership by over 45%, 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.


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!


Early in her professional life, Jess co-founded of Insiteful Solutions. In 1997, Jess started a web design and development firm that was located in downtown Toronto.  In 2002, as the company had grown and the range of services offered expanded (to include on and offline marketing), Jess relocated the offices to Markham, and rebranded the firm as Insiteful Solutions.