
Director, Healthcare Finance (Point of Sale)
- Pickering, ON
- Permanent
- Full-time
- Not located nearby? No problem - we offer travel reimbursements for HWY 407 to help offset your commute, and relocation support is available for the right candidate.
- Our office is conveniently located just steps from Pickering GO Station, with a direct walkway leading right to our building.
- This role will also involve travel to visit key partners and clients, and flexibility will be provided based on business needs.
Reporting to the Chief Revenue Officer, the Director, Healthcare Finance (Point of Sale) will own the growth and performance of LendCare's healthcare financing channel. This includes driving new merchant acquisition, deepening engagement with existing partners, and ensuring the full end-to-end experience - for both merchants and customers - is seamless, efficient, and value-generating.You'll lead a national sales team, define go-to-market strategy, and work cross-functionally with internal teams to scale our presence across healthcare sub-verticals such as dental, vision, veterinary, and elective care. As we grow, you'll play a critical role in identifying and mitigating customer-level friction (e.g., fraud, cancellations, support escalations), ensuring a high-performing and resilient program.What You'll Do (Responsibilities):Strategy & Channel Growth
- Define and execute the growth strategy for LendCare's healthcare vertical, with clear targets across acquisition, penetration, and utilization.
- Identify high-potential healthcare sub-segments and tailor strategies to fit market needs.
- Evolve our offering by working with product, pricing, and marketing to enhance value and competitiveness.
- Lead and develop a high-performing sales team with national scope.
- Drive full-funnel merchant acquisition - from prospecting to onboarding - ensuring a strong conversion pipeline.
- Build trusted relationships with industry stakeholders and healthcare business decision-makers.
- Ensure new merchants are activated quickly and effectively, in collaboration with onboarding and support teams.
- Enable partners through training, sales tools, co-marketing, and performance insights to drive increased financing usage.
- Monitor partner performance and apply targeted interventions to address underperformance or scale high-potential accounts.
- Own the full picture - not just the B2B side, but the end-user journey.
- Work with internal teams to reduce customer friction, including fraud prevention, cancellation rates, and issue resolution.
- Proactively manage the impact of partner behavior on customer experience and LendCare's portfolio health.
- Partner with Marketing, Credit, Product, and Operations to ensure alignment across the customer and merchant lifecycle.
- Share market intelligence to support continuous improvement of our platform, policies, and user experience.
- Track and analyze performance across KPIs: merchant acquisition, partner activation, utilization, originations, and customer outcomes.
- Deliver actionable insights and strategic recommendations to senior leadership.
- 8+ years in business development, partnerships, or channel leadership, ideally in financial services, health services, or POS financing.
- 5+ years of people management experience with a track record of building and leading high-performing teams.
- Proven success launching or scaling a vertical, with accountability for both strategy and execution.
- Strong understanding of merchant and customer lifecycle management.
- Experience navigating the nuances of healthcare sales and compliance.
- Commercially driven, highly analytical, and customer-obsessed.
- Excellent communicator and relationship builder.
- Bachelor's degree in business or a related field; MBA or equivalent considered an asset.