Enterprise Account Executive at WellnessLiving

WellnessLiving

$90K — $95K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-8 years of B2B sales experience in complex enterprise environments.
  • Proven track record of closing high-value deals.
  • Strong consultative sales approach with experience in discovery and proposal development.
  • Ability to build relationships with VP- and C-level executives.
  • Exceptional communication skills for executive-level presentations.
  • Experience in the Fitness & Wellness industry, preferably with franchise or multi-location sales.

Responsibilities

  • Build and manage a pipeline of enterprise fitness franchise opportunities through outbound prospecting.
  • Engage with high-value accounts and key decision-makers in franchise organizations.
  • Execute targeted outbound and account-based strategies to create new enterprise opportunities.
  • Develop tailored business cases, presentations, and proposals showcasing platform value.
  • Lead the full sales cycle from discovery to close, including negotiations.
  • Navigate complex sales processes involving multiple stakeholders and locations.
  • Cultivate trusted relationships for franchise-wide adoption and long-term expansion.

Benefits

  • Join a fast-growing team with a meaningful impact in Fitness & Wellness.
  • Receive a competitive compensation package with vacation and benefits.
  • Enjoy a flexible hybrid work environment and opportunities for growth.
  • Partake in a collaborative culture that values creativity and continuous learning.
Full Job Description
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 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 in complex enterprise sales and is comfortable building opportunities from the ground up. 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 manage a strong pipeline of enterprise fitness franchise and multi-location opportunities through consistent outbound prospecting.
  • Identify and engage high-value accounts and key decision-makers across franchise leadership, operations, technology, and ownership.
  • 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 B2B sales experience, with a proven track record of closing complex, high-value enterprise deals.
  • Strong experience prospecting, conducting discovery, developing proposals, and using a consultative sales approach.
  • Demonstrated ability to build trusted relationships with VP- and C-level stakeholders and navigate multi-stakeholder buying processes.
  • Exceptional verbal and written communication skills, including the ability to deliver compelling executive-level presentations.
  • Experience selling end-to-end solutions and clearly articulating business value to sophisticated organizations.
  • Experience within the Fitness & Wellness industry, ideally with exposure to franchise or multi-location businesses.

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!

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