Enterprise Account Executive
Salary: $90,000 - $95,000 base + Commission (OTE ~$140,000)
Department: Sales
Reports To: VP of Sales
Location: Hybrid (Thornhill, ON)
Role Type: Permanent, Full-Time
About Us:
At WellnessLiving, we empower health and wellness business owners to turn their passion into thriving businesses. Our mission-critical software supports thousands of entrepreneurs and millions of clients worldwide on their wellness journeys. We’re a customer-first company that values excellence, accountability, and adaptability, and we’re looking for people who thrive in a fast-paced environment and want to make a meaningful impact in the wellness industry.
Our culture is guided by four core values that shape how we work and grow together:
Customer First – We approach every challenge with a deep commitment to our customers’ success and happiness.
Excellence – We hold ourselves to a high standard and strive for exceptional execution in everything we do.
Accountability – We take ownership of our decisions, actions, and results.
Adaptability – We embrace change, stay flexible, and continuously evolve in a dynamic world.
If these values resonate with you and you meet the qualifications for this role, we’d love to hear from you!
About the Role:
As an Enterprise Account Executive, you will be responsible for building and managing a pipeline of large fitness franchise and multi-location opportunities, with a primary focus on securing strategic, enterprise-level partnerships.
You are a strategic, results-driven sales professional who excels sourcing enterprise deals with multi-location and national brands. You take a proactive, consultative approach, developing trusted relationships with senior stakeholders, navigating multiple decision-makers, and aligning solutions to meaningful business outcomes. Persistent, highly organized, and collaborative, you are comfortable managing long sales cycles while maintaining momentum from initial outreach through closing.
Responsibilities:
- Build and expand a high-quality enterprise pipeline through strategic outbound prospecting and targeted account-based campaigns.
- Identify and engage high-value accounts and key decision-makers across franchise leadership, operations, technology, and ownership.
- Develop, present, and execute quarterly business plans that consistently meet or exceed revenue targets.
- Develop and execute targeted outbound and account-based strategies to generate new enterprise opportunities.
- Develop tailored business cases, presentations, and proposals that demonstrate the value of our platform across a franchise organization or multi-location operation.
- Lead the full sales cycle, including discovery, product demonstrations, presentations, business cases, proposals, negotiation, and close.
- Navigate complex, long-term sales processes involving multiple stakeholders, locations, and decision-makers while maintaining consistent momentum and follow-up.
- Build trusted executive-level relationships that support franchise-wide adoption and long-term expansion.
- Maintain accurate CRM records, pipeline stages, next steps, forecasts, and expected close dates.
- Collaborate closely with leadership, marketing, product, implementation, and other internal teams, and travel for strategic meetings, headquarters visits, and industry events as needed.
What Success Looks Like:
Success in this role means consistently building a strong enterprise pipeline, maintaining momentum through complex sales cycles, and developing trusted relationships with key decision-makers.
You are proactive, persistent, and comfortable creating opportunities from the ground up, ultimately converting them into meaningful, long-term partnerships.
Skills & Qualifications:
- 5–8 years of proven B2B sales experience, with a strong track record of closing complex, high-value deals.
- Exceptional verbal and written communication skills, with the ability to deliver compelling executive-level presentations.
- Demonstrated success building and maintaining relationships with VP- and C-level stakeholders.
- Advanced prospecting, discovery, proposal development, and consultative selling skills for large organizations with sophisticated requirements.
- Management or leadership experience within the Fitness & Wellness industry is a plus.
- Experience selling end-to-end solutions and articulating clear business value within the Fitness & Wellness ecosystem is an asset.
Why Work With Us?
- Join a passionate, fast-growing team focused on making a meaningful impact in the Fitness & Wellness industry.
- Enjoy a competitive compensation package, including vacation and benefits.
- Benefit from a flexible hybrid work environment with opportunities for professional growth and development.
- Be part of a collaborative culture that values creativity, innovation, and continuous learning.
Please note that only those selected for an interview will be contacted.
We appreciate you taking the time and look forward to reviewing your application!
WellnessLiving is an equal opportunity employer. Employment decisions are based on qualifications, experience, and business needs. We prohibit discrimination and harassment of any kind and consider all qualified applicants without regard to race, color, religion, creed, gender, gender identity or expression, sexual orientation, national origin, disability, age, genetic information, veteran status, marital or family status, or any other status protected by applicable law.
We utilize AI to generate summaries of interview notes as part of our candidate evaluation process. This helps ensure a fair and consistent review while maintaining a human-centered hiring approach.
Salary: 90000 - 95000 CAD Per annum
