Overview - Healthcare technology company helping large provider organizations manage and scale their technology investments responsibly - Provides a platform supporting governance, monitoring, and performance tracking across complex operational environments - Enables healthcare organizations to measure and demonstrate measurable value from technology initiatives - Combines industry expertise with purpose-built tooling to help organizations adopt innovation without introducing unnecessary risk - Early-stage company positioned in the rapidly growing healthcare AI infrastructure and oversight market Position Responsibilities - Own the full commercial motion end-to-end including pipeline advancement, closing, contracting, and market intelligence feedback - Co-sell alongside founders for first 60 days, then lead independently - Break into new accounts from cold with no SDR support - Manage 9 to 12 month enterprise sales cycles with multi-stakeholder buying committees - Target of 6 closed enterprise partnerships in year one, $3M quota, $500K+ ARR per deal - Buyers include CIO, CMIO, Chief AI Officer, and operational leadership at large US health systems Experience &





Skills Required Experience and Qualifications - 5+ years of enterprise health system sales experience at the C-suite level - 3+ years of new logo, cold-outbound closing track record - 3+ years of early-stage or category-creation experience - Demonstrated ability to master technical domains without being a technical expert - Proven track record closing enterprise deals into large US health systems at the C-suite level - History of closing current logos from cold, not just account expansion - 2+ years selling non-budgeted or emerging category solutions and creating demand where none exists - Ability to translate value across stakeholder levels from end user through CFO - Owns meeting prep, follow-up, contracts, and deal diagnosis with minimal direction - Actively uses AI as a core part of their workflow - Builds genuine relationships internally and externally Preferred Experience and Qualifications - 2+ years of experience selling AI, governance, or emerging technology solutions into healthcare - Comfort operating without a finished playbook or defined team structure - Experience owning the full commercial motion long-term as a solo contributor Compensation $300k-$350k, Health Insurance, Paid Vacation

📌 Head of Sales (Toronto)
🏢 Direct Recruiters
📍 Toronto