Enterprise Sales Director, Healthcare

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Enterprise Sales Director, Healthcare based in Canada.

This role offers the opportunity to drive enterprise growth within the healthcare technology space by helping organizations transform customer and patient experiences through innovative AI solutions. You will own strategic sales initiatives, build relationships with healthcare leaders, and guide complex deal cycles from prospecting through close. The position requires a consultative approach, combining industry knowledge, business acumen, and strong relationship-building skills. You will collaborate closely with cross-functional teams to deliver solutions that improve accessibility, efficiency, and personalization across healthcare interactions. Working in a fast-moving environment, you will help shape go-to-market strategies and contribute to the adoption of next-generation AI-powered experiences. This is an opportunity for an experienced enterprise sales professional to make a measurable impact in a rapidly evolving industry.

Accountabilities:: The Enterprise Sales Director, Healthcare will be responsible for developing strategic customer relationships, generating revenue opportunities, and leading complex enterprise sales engagements within the healthcare sector. The role requires ownership of the full sales cycle, from identifying opportunities to negotiating and closing high-value agreements, while collaborating with internal teams to deliver strong customer outcomes.

Identify and target enterprise healthcare prospects through market research, networking, outreach, and strategic lead generation activities.

Build and maintain trusted relationships with senior stakeholders, including healthcare executives, decision-makers, and key customer partners.

Manage end-to-end complex sales cycles, including discovery, solution positioning, negotiations, contract discussions, and closing activities.

Develop and execute account strategies to achieve revenue goals and expand market presence within the healthcare industry.

Create tailored sales presentations, proposals, and business cases aligned with customer objectives and operational challenges.

Collaborate with product, technical, operations, and go-to-market teams to ensure successful customer engagements and implementations.

Analyze market trends, customer needs, and competitive dynamics to identify new growth opportunities.

Leverage AI-powered sales tools throughout the sales process to improve research, outreach personalization, forecasting, and deal execution.

Maintain accurate pipeline management and provide strategic insights to support business planning and growth initiatives.

Requirements:

The ideal candidate is an experienced enterprise sales professional with a strong track record of closing complex deals and building relationships with healthcare organizations. They combine strategic thinking, strong communication skills, and the ability to navigate long enterprise sales cycles while delivering measurable business results.

6–8 years of experience in enterprise customer-facing sales roles, with demonstrated success managing and closing large strategic accounts.

Proven experience handling complex sales cycles involving multiple stakeholders and significant contract values.

Experience managing a $1M+ sales quota and successfully closing six- and seven-figure annual contract value deals.

Strong understanding of enterprise sales methodologies, account strategy, and pipeline development.

Excellent verbal and written communication skills, with the ability to influence executive-level stakeholders.

Strong analytical mindset with the ability to evaluate market opportunities, customer needs, and business trends.

Demonstrated success in prospecting, relationship building, and generating new enterprise opportunities.

Ability to collaborate effectively with cross-functional teams in a fast-paced environment.

Experience in healthcare technology, AI, SaaS, or related enterprise software environments is highly valued.

Familiarity with AI technologies and emerging industry trends is a plus.

Benefits:

The company offers a benefits package designed to support employee well-being, professional growth, and long-term success.

Flexible unlimited paid time off.

Medical, dental, and vision coverage for employees and their families.

Life insurance and disability benefits.

Retirement plan options depending on country of employment.

Parental leave benefits.

Fertility and family-building support.

Company-provided meals, snacks, and beverages in office locations.

Flexible benefit stipend to support individual needs.

Opportunities for professional development and career growth.

Inclusive and collaborative work environment focused on innovation and impact.

How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best!  Why Apply Through Jobgether?    Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.     #LI-CL1