Agent
Jessica Hennings
Digi agent since 2018
Digi has the agents who know your market best.
About Jessica Hennings
As Chief of Staff at Digi Brokerage & DashQ, I help drive operational alignment, strategic execution, and company-wide clarity as we scale. My work spans people, finance, and internal operations – building the systems, structure, and cross-functional discipline needed to keep a high-growth company focused and moving forward.
My background includes years of leadership across real estate and proptech, including operational oversight at Digi Brokerage and the launch of CondoDork, now Canada’s largest condo database. I’ve built repeatable processes, strengthened internal infrastructure, and helped teams move from strategy to execution with speed and confidence. I lead with curiosity and candor, and I care deeply about building trust, maintaining momentum, and helping teams do their best work. If you’re building in real estate or tech – or looking to connect on scaling operations – let’s talk.
Jessica Hennings typically responds within 24 hrs.