Enterprise Sales Director, Healthcare

This is a fully remote position, open to applicants in Canada.

📋 Description

• Identify and engage potential customers through research, networking, and cold outreach.

• Establish new connections with enterprise clients and prospects to enhance revenue, pipeline, and deployment capabilities.

• Cultivate and sustain relationships with key decision-makers and stakeholders at major clients.

• Act as the main point of contact for significant customers, consistently exceeding their expectations.

• Lead negotiations with both existing and prospective clients, addressing objections and successfully closing deals.

• Navigate contracts and agreements involving legal and finance stakeholders.

• Develop and implement sales strategies aimed at meeting or surpassing sales targets.

• Create customized sales presentations and proposals specifically tailored for enterprise clients.

• Collaborate with the marketing team on sales campaigns and presentations.

• Partner with the broader Go-To-Market, product, technical, and operations teams.

• Utilize AI tools for account research, personalized outreach, call summarization, pipeline forecasting, and deal execution.

• Continuously adopt and experiment with innovative tools to enhance sales productivity.

⛳️ Requirements

• 6–8 years of experience in an enterprise customer-facing sales position focused on identifying and closing large accounts.

• Proven experience managing a quota of $1M or more.

• Background in leading end-to-end complex 6- and 7-figure Annual Contract Value (ACV) deals.

• Outstanding verbal and written communication skills.

• Ability to analyze market trends, identify opportunities, and make informed, data-driven decisions.

• Demonstrated success in identifying and targeting potential enterprise clients through research, networking, and cold calling.

• Familiarity with the AI landscape, key players, and emerging trends is a plus.

• Legally authorized to work in Canada.

• Capable of working remotely from Canada.

🏝️ Benefits

• Flexible (unlimited) paid time off.

• Medical, dental, and vision benefits available for you and your family.

• Life insurance and disability coverage.

• Retirement plan based on the country of employment.

• Parental leave benefits.

• Fertility and family-building benefits provided through Carrot.

• Lunch, along with tasty snacks and coffee to keep you energized.

• Discretionary benefit stipend allowing individuals to spend where it matters most.

• Complimentary alphorn lessons.

• Eligible full-time employees can take part in Sierra's equity plans.