Sales Director

Sales Director (Toronto, US Market)

📍 Location: Toronto | Focus: US Market

💼 Reports to: Chief Revenue Officer

✈️ Travel: ~30% to the U.S. for client meetings and events

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About Pharmbills

Pharmbills has redefined the remote workforce industry by providing U.S. companies with exactly what they need—exceptional people. Founded in 2016, we began by solving critical challenges in the healthcare sector: language barriers, lack of client-specific training, poor service, high pricing, and turnover. Since then, our tailored workforce solutions have expanded across industries including real estate and insurance.

With double-digit growth year over year, our clients trust Pharmbills to deliver teams that boost productivity, cut costs, and uphold the highest standards of professionalism. We're growing fast—and we’re looking for a strategic sales leader to grow with us.

The Opportunity

We’re looking for a Sales Director based in Toronto to take full ownership of new BPO sales into the U.S. market. This is a high-impact, sole contributor role responsible for closing $1M in new business annually. You’ll represent the Pharmbills brand with U.S.-based clients, drive full-cycle B2B sales, and help shape the next chapter of our growth.

Key Responsibilities

• Own and exceed a $1M+ annual sales quota focused on U.S. clients
• Lead the full sales cycle—from outbound prospecting and lead generation to closing multi-year BPO contracts
• Identify, target, and build relationships with key decision-makers (C-level, VP-level) across U.S. companies
• Customize and present value-driven workforce solutions based on client needs and industry trends
• Collaborate with internal delivery and operations teams to scope solutions and ensure successful handoffs
• Maintain an active and accurate pipeline in CRM, with strong forecasting discipline
• Represent Pharmbills at industry conferences, networking events, and client meetings (30% U.S. travel)
• Monitor competitor activity and market shifts to position Pharmbills competitively
• Provide ongoing feedback to marketing and leadership to refine messaging, materials, and GTM strategy

Must-Haves

• 7+ years of B2B sales experience, including 3+ years at a Director level or higher
• Demonstrated success selling outsourcing or offshoring services (BPO/KPO) into the U.S. market
• Proven ability to close mid-to-large sized deals ($100K+ ARR per client)
• Expertise in managing complex sales cycles with multiple stakeholders and long sales timelines
• Strong understanding of solution selling and consultative sales methodologies
• CRM proficiency (Salesforce, HubSpot, or similar) and disciplined sales process management
• Strategic thinker who can identify growth opportunities and create tailored proposals
• High degree of autonomy, accountability, and ownership in remote or distributed work environments
• Excellent written, verbal, and presentation skills with senior-level stakeholders
• Willingness and ability to travel frequently within the U.S. (~30%)

Preferred Qualifications

• Background in selling to U.S.-based healthcare organizations, payers, providers, or revenue cycle entities
• Experience working in or selling for a fast-growth or startup BPO
• Familiarity with outsourcing trends across industries like insurance, real estate, and healthcare
• Existing network of U.S. contacts in relevant sectors
• Knowledge of compliance and data security concerns in outsourcing (HIPAA, SOC 2, etc.)
• MBA or other relevant advanced degree is a plus

Why Join Pharmbills?

This is more than a sales job—it’s a chance to lead U.S. market expansion for one of the most respected remote workforce providers in the game. You’ll have the tools, support, and autonomy to close meaningful deals and make a lasting impact.