Remote Enterprise Account Executive

Title: Enterprise Account Executive 

Salary: $90,000 -$140,000 OTE (Salary + Commission) + Benefits + Vacation 
Location: Thornhill, Ontario, Canada 
Length: Permanent, Full-time

About Us: 

At WellnessLiving, we empower thousands of health and wellness business owners to turn their entrepreneurial dreams into reality. Our mission-critical software fuels their vision, supporting millions of clients around the world in their wellness journeys. With a deep commitment to putting our customers first, we foster a culture that values high performance, adaptability, and accountability. If you are a skilled professional who thrives in a fast-paced, customer-focused environment and are passionate about making a meaningful impact on the health and wellness industry, we would love to connect with you.    
 
Our team is driven by four core values that shape everything we do. If you share these values and meet the qualifications outlined for this role, we encourage you to apply - we’d love to learn more about you    

Customer First – We approach every challenge with a customer-focused lens, driven by an obsession with our customers’ happiness and success.    

Excellence – We approach every task, whether big or small, with a steadfast commitment to exceptional execution and the pursuit of greatness.    

Accountability – We take full ownership of our decisions, actions, and outcomes – both successes and failures.    

Adaptability – We recognize that sustained success demands that we be malleable and purposefully evolve, acknowledging that the world is dynamic and constantly changing. 

About You:

You are a strategic, results-driven sales professional who excels in complex enterprise sales. You take a consultative approach, building trusted relationships with senior stakeholders and aligning solutions to meaningful business outcomes. Comfortable managing full sales cycles and multiple decision-makers, you thrive in fast-paced, growth-oriented environments. You’re highly collaborative, goal-oriented, and passionate about helping Fitness & Wellness organizations succeed through innovative technology.

Responsibilities:

• Develop, present, and execute quarterly business plans that consistently meet or exceed revenue targets.
• Build and expand a high-quality enterprise pipeline through strategic outbound prospecting and targeted account-based campaigns.
• Maintain deep expertise in WellnessLiving’s products and solutions, with a strong understanding of competitive offerings and market dynamics.
• Act as a trusted advisor to enterprise customers by identifying opportunities to extend value and recommending tailored, outcome-driven solutions.
• Partner cross-functionally with Enterprise Solutions Specialists, Channel Partnerships, and Marketing to drive demand and accelerate deal velocity.
• Own the full sales cycle for named enterprise accounts and territories, driving solution-based sales through both direct and partner channels.
• Consistently overachieve sales targets by executing disciplined sales strategies and managing complex, multi-stakeholder opportunities.

Skills & Qualifications:

• Exceptional verbal and written communication skills, with the ability to deliver compelling executive-level presentations.
• Management or leadership experience within the Fitness & Wellness industry.
• Demonstrated success building and maintaining relationships with VP- and C-level stakeholders.
• 5–8 years of proven B2B sales experience, with a strong track record of closing complex, high-value deals.
• Advanced prospecting, discovery, proposal development, and consultative selling skills for large organizations with sophisticated requirements.
• Experience se