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Job description
Careers
Head of Sales / Go-To-Market (GTM)
Hybrid or Remote (Secure Engage – Canada/US)
Full Time
Key Responsibilities
Own and execute the overall sales and go-to-market strategy for Secure Engage across North America
Build and lead a high-performance sales team focused on enterprise clients (banks, insurers, law firms, regulators)
Develop playbooks, pipeline management processes, and scalable outbound and inbound strategies
Work closely with the CEO and product team to shape offers, messaging, and positioning aligned with client needs and compliance urgency
Leverage social selling, webinars, and personal branding to drive visibility and conversion in legaltech, fintech, and cyber risk spaces
Partner with marketing to align brand narrative, content strategy, and channel engagement
Cultivate long‑term relationships with decision‑makers in compliance, legal, and procurement functions
Required Skills & Qualifications
8+ years of experience in B2B SaaS sales, with at least 3 years in a startup or high‑growth environment
Proven ability to close enterprise deals and build repeatable sales engines
Strong familiarity with social media (especially LinkedIn) as a brand and lead‑gen tool
Excellent storytelling, presentation, and negotiation skills
Comfortable in fast‑paced, ambiguous environments with high ownership expectations
Experience selling to compliance, legal, or IT security buyers is a major plus
What We Offer
Remote‑first flexibility with optional hybrid work in Canada
Competitive base salary, commissions, and equity
Paid time off and performance‑based incentives
Freedom to build your own GTM playbook from the ground up
Mission‑driven team committed to redefining compliance and cyber risk
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Worksite address
oregon, WI, 53575, US
Who can apply
Review the original listing for work authorization, qualifications and employer requirements.