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BoomerangFX

Sr Regional Sales Executive - SaaS (OTE $450K)

Mississauga, ON, Canada

$80,000 to $95,000 CAD / year · Full-time

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Job details

Pay: $80,000 to $95,000 CAD / year
Job type: Full-time
Apply by: Nov 25, 2026
Experience: Experience: 7+ years of solution-selling experience, with a proven track record in SaaS based sales, healthcare is an asset.
Posting language: English
Posted: Oct 26, 2026

Original job description

Sr Regional Sales Executive | Base Salary up to $95K | OTE $450K

BoomerangFX

Location: Mississauga, Ontario - Hybrid

Reports to: Senior Leadership

Mandatory Experience

At least 7 years of solution-selling experience, including a proven track record of managing the full sales cycle, achieving revenue targets and closing high-value deals in a fast-paced sales environment with short sales cycles. Experience in SaaS sales is mandatory. Experience selling into private healthcare, medical aesthetics or digital marketing is strongly preferred. Only applicants meeting the required sales experience will be considered for the role.

Why Join BoomerangFX?

BoomerangFX is a global healthcare technology company bringing SaaS, artificial intelligence and digital marketing together to help private-pay healthcare practices operate and grow. Recognized through Deloitte’s Technology Fast 500 program, we are building technology that simplifies practice management, strengthens patient engagement and helps healthcare businesses reach more people.

With operations in the United States, Canada, the United Kingdom, Australia and India, we are scaling internationally and working at the forefront of AI in healthcare. Our teams collaborate across countries and disciplines to turn new ideas into products and services that make a practical difference for customers.

Joining BoomerangFX is an opportunity to build your career alongside a growing global business. You will have meaningful responsibility, exposure to international markets and the opportunity to contribute ideas, develop your skills and see the impact of your work. We welcome people who take ownership, move quickly and want to help build what comes next.

The Role

The role is Sr Regional Sales Executive - Healthcare SaaS - Hybrid (OTE $450,000) at BoomerangFX, based in Mississauga, Ontario.

The position focuses on selling BoomerangFX’s SaaS practice management software and digital marketing solutions to private healthcare businesses, including med spas, cosmetic surgery clinics, dermatology practices, dental clinics and other healthcare providers. The Senior Account Executive manages the full sales cycle, from prospecting and product demonstrations to negotiation and closing deals.

What You’ll Do

Take ownership of the full sales cycle, including prospecting, qualifying opportunities, conducting product demonstrations, negotiating contracts, and closing new business.
Develop strong relationships with clinic owners, physicians, and healthcare professionals across aesthetic, dental, vision, cosmetic surgery, and women's health practices.
Understand each prospect's business challenges and position BoomerangFX's software as the ideal solution.
Consistently achieve and exceed monthly, quarterly, and annual revenue targets.
Build and maintain a healthy pipeline through outbound prospecting and effective follow-up.
Partner closely with Marketing, Customer Success, and Product teams to ensure a seamless customer experience.
Educate prospects on the value of our AI-powered practice management platform, digital marketing solutions, and business growth tools.
Maintain accurate sales activity, forecasts, and pipeline updates within the CRM.

Mandatory Qualifications

Experience: 7+ years of solution-selling experience, with a proven track record in SaaS based sales, healthcare is an asset.
Experience with SHORT sales cycles.
Industry Knowledge: Familiarity with med spas, private-pay healthcare, industry best practices, and regulations is highly desirable.
Tech-Savvy: Proficiency in HubSpot CRM, including email automation, pipeline management, and sales analytics.
Digital Marketing Acumen: Strong understanding of paid advertising strategies and their role in lead generation and client acquisition.
Exceptional Communication & Sales Skills: Clear, persuasive, and professional verbal and written communication with the ability to overcome objections, negotiate effectively, and close high-value deals.
Self-Driven & Goal-Oriented: A results-focused mindset with the ability to work independently, prioritize effectively, and thrive in a fast-paced environment.
Education: Bachelor's degree in business, marketing, sales, or a related field.

Compensation and Benefits

Base salary: CAD $80,000–$95,000 annually.
On-target earnings: Approximately CAD $450,000 annually.
ACV (per annum: $172,000) : $15,000 per deal
Average Commissions Monthly: $8000 - $10,000 per month
Annual Bonus: upto $150,000
Equity: Eligibility to participate in the BoomerangFX Stock Option Plan after six months, subject to plan terms and eligibility requirements.
Comprehensive health, dental and vision coverage.
Paid fitness allowance.
Uncapped commission
Paid vacation.
An opportunity to work with a growing global healthcare technology company and contribute directly to revenue growth.

How to Apply

Submit your résumé outlining your solution-selling experience, full-cycle sales achievements and measurable results against sales targets.

Shortlisted candidates should be prepared to discuss their experience with prospecting, pipeline development, short sales cycles, SaaS sales, product demonstrations, objection handling, negotiation and closing high-value deals. Sales performance, relevant experience and professional references may be verified during the recruitment process.

Accessibility Statement

BoomerangFX is an equal opportunity employer committed to diversity and inclusion. We welcome applications from all qualified individuals and are dedicated to accommodating people with disabilities. If you require accommodation at any stage of the application process, please contact recruitment@boomerangfx.com.

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More about this job

Responsibilities

Manage the full sales cycle for BoomerangFX’s healthcare SaaS and digital marketing solutions, from prospecting and demonstrations through negotiation and closing. Build relationships with healthcare providers, meet revenue targets, maintain an accurate CRM pipeline, and collaborate with Marketing, Customer Success, and Product teams.

Requirements

Requires at least seven years of solution-selling experience, including SaaS sales, a record of achieving targets, and experience with short sales cycles; healthcare or medical aesthetics sales experience is strongly preferred. Candidates should be proficient with HubSpot, understand paid advertising and private-pay healthcare, communicate and negotiate effectively, and have a bachelor’s degree in a related field.

Skills

SaaS Sales
Solution Selling
Full-Cycle Sales
Prospecting
Pipeline Management
Product Demonstrations
Contract Negotiation
Closing High-Value Deals
HubSpot CRM
Email Automation
Sales Analytics
Digital Marketing
Paid Advertising
Objection Handling
Revenue Forecasting
Healthcare Sales

Benefits

Health Coverage
Dental Coverage
Vision Coverage
Fitness Allowance
Uncapped Commission
Paid Vacation
Stock Options
Annual Bonus

Visa sponsorship

Not detected in the job text

Keywords

SaaS
Healthcare Technology
Practice Management Software
Artificial Intelligence
Digital Marketing
HubSpot CRM
Email Automation
Pipeline Management
Sales Analytics
Solution Selling
Full Sales Cycle
Outbound Prospecting
Short Sales Cycles
Product Demonstrations
Contract Negotiation
Objection Handling
Revenue Targets
Sales Forecasting
Paid Advertising
Lead Generation
Client Acquisition
Private-Pay Healthcare
Medical Aesthetics
Med Spas
Dental Clinics
Cosmetic Surgery Clinics
Dermatology Practices
Patient Engagement
Customer Success
Stock Option Plan

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