Remote Enterprise Account Executive

Wellnessliving; Richmond Hill; Hybrid; CAD 90,000 - 140,000; Full time

Benefits offered by this job

Hybrid work environment

Competitive salary

Benefits

Job summary

WellnessLiving in Thornhill, Ontario, is seeking an experienced Enterprise Account Executive to drive strategic, high-value sales with senior decision-makers in the health and wellness sector. You will own complex deals, build long-term relationships, and translate business outcomes into tailored solutions.

You will manage full sales cycles, collaborate cross-functionally, and develop quarterly business plans to exceed revenue targets.

Qualifications

• 5–8 years of proven B2B sales experience.
• Experience closing complex, high-value enterprise deals.
• Ability to manage multiple stakeholders and buyers.
• Strong executive-level communication and presentation skills.

Responsibilities

• Develop and execute quarterly business plans to meet or exceed revenue targets.
• Build and expand a high-quality enterprise pipeline through outbound prospecting and account-based campaigns.
• Maintain deep expertise in WellnessLiving’s products and solutions and competitive landscape.
• Act as a trusted advisor to enterprise customers with tailored, outcome-driven solutions.
• Partner cross-functionally with sales, channels, and marketing to drive demand and accelerate deals.
• Own the full sales cycle for named enterprise accounts and territories.
• Consistently overachieve sales targets through disciplined strategies.

Skills

Executive-level communication

B2B sales

Strategic prospecting

Enterprise sales

Relationship building

Tools

Salesforce

CRM tools

Job description

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 selling end-to-end solutions and articulating clear business value within the Fitness & Wellness ecosystem.

Why Work With Us?

• Work with a passionate, dynamic, and fast-growing team dedicated to making a meaningful impact in the wellness industry.
• Competitive salary, vacation, and benefits package.
• Hybrid work environment with opportunities for career growth and development.
• Work in a culture that values creativity, collaboration, 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 proud to be an equal opportunity employer. We base employment decisions solely on qualifications, experience, and business needs. We do not tolerate discrimination or harassment of any kind. All qualified applicants will receive consideration 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 laws.

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.