
Jon Gray
@jongray
I grow enterprise revenue through strategic technology, payments, and channel partnerships.
What I'm looking for
I've grown enterprise revenue across payments, digital signage, retail, and channel businesses in Canada and North America. At PayBilt, I drove more than $20M in new payment volume, established its first acquiring partnership with PayFacto, and grew monthly transaction revenue for Morguard, Allianz, and ADP from $100K to $500K.
At Daktronics/Adflow Networks, I managed a $3M–$4M ARR portfolio, closed the largest National Accounts software deal in company history, and helped establish SaaS as a major growth engine. I also closed a $750K USD Fareway Stores agreement with LG, retained more than $500K in ARR with TELUS, and supported an 18-month transformation across 20,000+ digital endpoints.
Earlier, I led Eastern Canadian retail sales teams at New Chapter to 141% regional revenue growth and developed channel, SMB, territory, and enterprise sales experience at BlackBerry.
Experience
Work history, roles, and key accomplishments
Senior Account Executive
Paybilt
Jan 2024 - Dec 2026 (2 years 11 months)
Led enterprise growth initiatives across payments and commerce, partnering with merchants, financial institutions, ISVs, and technology providers to deliver complex payment solutions and measurable commercial outcomes.
Education
Degrees, certifications, and relevant coursework
McMaster University
Bachelor of Commerce, Commerce
Completed an Honours Bachelor of Commerce degree from McMaster University in 2005.
Availability
Location
Authorized to work in
Job categories
Skills
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