Associate Director of Sales

BoomerangFX; Mississauga; Hybrid; CAD 80,000 - 90,000; Full time

Job summary

A healthcare technology company is seeking an Associate Sales Director to enhance sales team performance and improve conversion rates. This mid-senior level role requires 5+ years of B2B sales experience and expertise in SaaS or healthcare sales. The candidate will assist with demos and manage pipeline activities. Competitive salary of $80,000-90,000 with OTE up to $175,000, plus benefits. Join a fast-growing team in a dynamic, entrepreneurial environment.

Benefits

Comprehensive health, dental, and vision coverage

Performance rewards and career advancement

Entrepreneurial culture with ownership opportunities

Qualifications

• 5+ years of experience in B2B sales.
• 1-2 years in a mentorship or leadership role.
• Experience in SaaS, healthcare, or digital marketing preferred.

Responsibilities

• Assist sales team with high-impact demos.
• Manage pipeline activities effectively.
• Support Account Executives in deal progression.

Skills

B2B sales experience

Coaching

CRM tools knowledge (HubSpot)

Analytical skills

Excellent communication

Education

Bachelor's degree in Business, Healthcare, or related field

Tools

CRM software (HubSpot)

Job description

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BoomerangFX is more than just a tech company—it’s a movement revolutionizing private-pay healthcare. Recognized on Deloitte’s Fast 500 as one of North America’s fastest-growing tech companies (6th in Canada, 23rd in North America), we’ve scaled over 8,000% and are on track for an IPO.

With headquarters in Miami and offices spanning Canada, the UK, Australia, and Barbados, BoomerangFX is a global enterprise backed by international private equity. We’re honored as Gartner’s Disruptor of the Year and have built a recession-resilient business model in a rapidly expanding market, reflecting our bold ambition to dominate the healthcare technology landscape as a global leader in practice management software and digital marketing solutions.

At BoomerangFX, we empower medspas, cosmetic surgery clinics, dermatology practices, dental offices, vision clinics, and more with an all-in-one SaaS platform. Our solutions streamline practice management, EMR, scheduling, lead generation, and digital marketing, helping hundreds of clinics boost revenue, improve efficiency, and enhance patient experiences.

Join us in a high-growth, entrepreneurial environment where you can make a real impact as we disrupt the healthcare industry and shape the future of practice management. If you’re ready to challenge the ordinary, we want you on our team.

THIS ROLE IS 4 DAYS ON-SITE AND 1 DAY REMOTE. Compensation details are below.

Job Summary:

Reporting directly to the CEO, the Associate Sales Director will play a supportive, hands-on role in helping the sales team drive performance, improve conversion rates, and manage the full sales cycle. As a player-coach, you will assist Account Executives with live demos, provide guidance on deal strategy, and ensure effective pipeline management and follow-up. This role is ideal for a team-oriented sales professional who excels at coaching, problem-solving, and helping others succeed in a fast-paced environment.

Key Responsibilities:

• Assist the sales team in delivering high-impact demos and help drive demo-to-close conversion, particularly for short sales cycle opportunities.
• Help manage pipeline activities by ensuring deals are properly tagged, tracked, and followed up on across all stages of the funnel.
• Support Account Executives by providing feedback and coaching on demo quality, objection handling, and deal progression.
• Monitor daily sales activity and help identify areas of improvement or support needed to ensure targets are met.
• Collaborate with sales leadership and marketing to align messaging, campaigns, and lead generation with sales priorities.
• Help build rapport with prospects during critical stages of the deal to support closing efforts and strengthen client relationships.
• Assist in preparing performance reports, forecasts, and insights for executive leadership.
• Participate in industry events or webinars to represent BoomerangFX and support business development efforts.

Must-Haves:

• 5+ years of experience in B2B sales, with at least 1–2 years in a team support, mentorship, or leadership role.
• Experience in SaaS, healthcare, or digital marketing sales is strongly preferred.
• Familiarity with MedSpa, aesthetic, or private-pay healthcare environments is an asset.
• Strong knowledge of CRM tools (preferably HubSpot) and sales pipeline processes.
• Proven ability to assist in short-cycle deal closings and support AEs during demos.
• Excellent interpersonal, coaching, and communication skills.
• Analytical mindset with the ability to interpret sales data and provide actionable insights.
• Bachelor's degree in Business, Healthcare, or a related field.

What’s in it for you?

At BoomerangFX, we offer an exciting opportunity to be part of a high-growth, innovative environment.

• Compensation & Earning Potential: Base salary of $80,000-90,000 with OTE of $145,000–$175,000 and uncapped commissions for exceeding targets.
• Entrepreneurial Culture: Ownership, innovation, and collaboration to make an impact.
• Career Growth & Development: Rapid scaling toward an IPO with passionate professionals.
• Benefits: Comprehensive health, dental, and vision coverage.
• Performance Rewards: Incentives, career advancement, and a results-driven culture.

We are committed to diversity and inclusion. If you need accommodations during the application process, contact us at [e-mail].

Job Types: Full-time, Permanent

Seniority level: Mid-Senior level

Employment type: Full-time

Job function: Sales, Management, and Business Development

Industries: Software Development

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