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Richmond Hill
Jeremy Secker

Jeremy Secker

VP Sales & Revenue | SaaS & Professional Services

Sales

Richmond Hill, York

Social


Services offered

Senior SaaS sales leader based in Richmond Hill, Ontario, with 10+ years selling and scaling software and services in legaltech, fintech, and professional services. I have led a services business of roughly $3M revenue and helped grow a SaaS company from under $1M ARR while increasing MRR 225% year over year. My experience spans closing complex enterprise deals, building repeatable revenue engines, and managing teams of AEs, consultants, and partners to hit ambitious growth targets. I’m passionate about turning messy go-to-market motions into clear, data-driven playbooks, coaching reps to be confident advisors, and using automation and CRM discipline to create predictable pipeline. Outside of work, I’m a sports and gaming fan, a dad to a 13-year-old, and I enjoy building systems that make life and work a little bit easier every day

Approximate rate: CAD$ 300 per hour

Experience

Senior SaaS sales leader with 10+ years building and scaling revenue engines in legaltech, fintech, and professional services across Canada and the U.S. Led a services business of roughly $3M revenue and a SaaS product line from under $1M ARR while driving 225% year‑over‑year MRR growth through focused GTM, tighter qualification, and better pricing. Experience spans closing complex enterprise deals (including 6–7 figure contracts), managing and coaching teams of AEs, consultants, and partners, and turning high‑intent inbound demand into predictable pipeline and ARR. Previous roles include sales leadership and enterprise account management positions at companies such as Clio selling cloud software into regulated and professional services markets.

Education

Trained in product management and go‑to‑market strategy through General Assembly, complementing more than a decade of hands‑on SaaS sales and revenue leadership experience. Ongoing professional development focused on sales methodology, revenue operations, and leadership, including playbook design, forecasting, and coaching high‑performing sales teams. Regularly apply structured communication frameworks and data‑driven experimentation to improve conversion, retention, and expansion in recurring‑revenue businesses. 

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