Dan Debow is VP of Partnerships and Corporate Development at Shopify. Dan is a serial entrepreneur. Dan created Helpful, a startup backed by Bessemer Ventures that was acquired by Shopify in 2019. Previously, Dan was co-founder of Rypple, which was acquired by Salesforce in 2011. Dan is an early investor in over 50 technology companies including North, Layer6, Spell, Wealthsimple, Ritual, GoInstant, SkipTheDishes, Clearbanc, Kindred, Borrowell, and Clio. In 2015 he was recognized as Canada’s “Angel Investor of the Year”. Dan holds a JD/MBA (Gold Medalist) from the University of Toronto, an LLM from Stanford University and a BA (Psych) from Western University.
In this episode, Mark and Dan explore Dan's career in the tech sector from working as an early employee at David Ossip's Workbrain to angel investing to his successful multiple exits to titans like Salesforce and Shopify. Dan and Mark get to talk a lot about what makes a good leader and people operations (Helpful and Rypple were both HRtech companies) and what makes Shopify such an outlier among tech companies.