Regional Sales Executive - Strategic Accounts

1 month ago

Role Overview

Accolade is looking for a Regional Sales Executive to focus on our strategic accounts.

A Day in the Life

  • Consistently identifies opportunities, manages leads, develops the sales strategy for each prospect and closes new business.
  • Identifies, develops and retains new business relationships.
  • Effectively presents Accolade’s offerings to qualified prospects.
  • Develops a pipeline of new sales opportunities in alignment with objectives that are established annually.  
  • Develops and maintains an effective sales and marketing plan for assigned territory (list of Strategic Accounts).
  • Experience creating and executing complex sales and marketing strategies across the largest customers/prospects.
  • Experience developing and executing complex deal strategies across a large team.
  • Effectively manages executives, pre-sales and services staff for customer presentations.
  • Experience communicating and negotiating large opportunitinies with executives.
  • Leverages the sales milestone process to ensure accuracy with monthly, quarterly and annual forecasts.
  • Documents all sales contacts, activities and sales process steps in Accolade’s sales tools and systems.
  • Solicits feedback from customers, prospects and partners and communicates this feedback to sales leadership, marketing and the product development team (feature requests, market trends, competition intelligence, new opportunities).
  • Complies with all corporate policies and completes all administrative tasks on time.

Education, experience & training required:

  • BA in a business or technical related area of study.
  • Minimum 10+ years of strategic selling experience.
  • Experience selling to “C” level – CHRO experience a plus
  • Experience selling health & welfare benefits, healthcare products, healthcare IT, health and welfare benefits outsourcing or administration services or experience selling HRIS/benefits admin software and services.
  • Ability to pass a background check.

Job Specific Specialized Knowledge & Skills:

  • Self-starter with ability to work independently, prioritize work and coordinate multiple tasks within tight time constraints.
  • Ability to navigate the higher levels of customer organizations, identify key decision-makers, build relationships with senior executives and schedule meetings with key stakeholders.
  • Ability to establish strong team relationships in a matrix organization.
  • Ability to perform in a dynamic and fast-paced environment.
  • Possess account knowledge, executive-level customer contacts and industry relationships inside the employer market space.
  • Command of social media for the benefit of lead generation, gaining access to executives and networking with key stakeholders.
  • Strong aptitude with business software tools (Word, Excel, PowerPoint, SalesForce, Outlook etc)  
  • Strong business acumen.
  • Demonstrated ability to successfully negotiate complex contracts.
  • Demonstrated ability to accurately forecast monthly, quarterly, and annual revenue.
  • Flexibility in work schedule is required.
  • Various means of travel are required, including air travel.


Critical Performance Competencies:

  • Intelligent, professional, competent, effective strategic sales professional that maintains a high level of relevant customer engagement.
  • Builds and maintains trusting relationships with associates and customers.
  • Excellent verbal and written communication skills.
  • Excellent listening skills.
  • Persists despite obstacles, objections, opposition or set-backs.
  • A problem solver that conveys a sense of urgency and drives issues and opportunities to closure in a timely manner.

Values we admire

  • We find joy and purpose in serving others.
    • Making a difference is what we do. We do the right thing for the right reasons – and we do it well, even when it’s hard.
    • You operate from a perspective of truly caring about our employees, clients, and customers and creating value for them.
  • We are strong individually and together, we’re powerful. 
    • We believe in each other, in honesty, and in having fun. You won’t find egos or office walls here because we aren’t defined by titles – but by actions, behaviors and results.
  • We roll up our sleeves and get stuff done.
  • We’re boldly and relentlessly reinventing healthcare.
    • We are a company changing the world, one person at a time.
    • Super high expectations? Bring it on? Our curiosity drives us.
  • You understand our desire to be the best place to work and that trust is the foundation of that.

Who we Are

Accolade is an on-demand healthcare concierge for employers, health plans, health systems and consumers. Our team of compassionate, exceptional professionals is supported by breakthrough science and technologies to guide people through the healthcare system in a deeply personalized manner. By taking the time to get to know each person, understand the context of their healthcare decisions, build trust and influence decisions, we deliver industry-leading engagement levels, satisfaction scores unseen in healthcare, better health outcomes, and cost savings of more than 10 percent.


Accolade has been recognized as one of the nation’s 25 most promising companies by Forbes magazine, the fastest-growing private healthcare company by Inc. 500 and a Top Workplace in Philadelphia for five consecutive years. Accolade is headquartered in Plymouth Meeting, PA and Seattle, WA. For more information, visit


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