Matthew Drewry
Founding-seat seller, technical SaaS, President's Club performer — three years of top-of-team attainment selling complex, multi-stakeholder SaaS into emerging and enterprise franchisors.
Positions
Click any role to see quota, attainment, and details.
Erbert & Gerbert's
— $500k+ TCVHardware, software, and payments with multiple product attachments. Beat Toast and Qu after a lab evaluation, then added $80,000 in ACV in the final month by consolidating vendors: professional services plus a recovery attachment let them eliminate two vendors and ease their platform transition.
- 95% of a $1.2M plan, including $400K in hardware. 2nd on team and 6th of ~50 company-wide, while carrying quota through a full acquisition integration.
- Quarterbacked hardware + software + payments deals across brand leadership, franchisees, IT, and legal, owning technical evaluation, deployment planning, and payments infrastructure through go-live.
- Structured hardware purchases with a financing partner so franchisees avoided a large upfront capex hit.
- Created $2.5M in pipeline through outbound and conference prospecting; 75% outbound-sourced.
- Retained through the Delaget acquisition as a high performer; closed the combined company's first two cross-sell deals at $40K and $70K.
- New logos: Condado Tacos, DiBella's Subs, Erbert & Gerbert's, Tacodeli.
“Matthew is wise beyond his years. His work ethic and drive to succeed are not common in his peer group, and his forward-thinking goal setting will serve him well as he grows.”
“Incredibly well spoken and a deep thinker. He deconstructs large problems so they become digestible, and he's one of my most trusted resources for strategic thinking.”
Professional references available upon request.
Team & company standing
Winona State University
Deal execution
Hardware & infrastructure
Commercial
AI & tools
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