Sr. Regional Sales Director, Labor Sales

Remote work flexibility across the United StatesFull-TimeSenior
Salary150,000 - 160,000 USD per year
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Job Details

Required Skills
Relationship buildingAccount Management

Requirements

  • Bachelor’s degree in Business, Marketing, Communications, Engineering, or related field.
  • 3+ years of experience working with Taft-Hartley funds, labor unions, or multi-employer healthcare benefit structures.
  • Proven success in complex, consultative sales within regulated healthcare or medical product environments.
  • Strong understanding of union governance models, collectively bargained benefits, and multi-stakeholder decision-making processes.
  • Demonstrated ability to manage and grow strategic accounts in highly complex buying environments.
  • Excellent communication, presentation, and relationship-building skills across executive and trustee-level audiences.
  • Strong analytical and strategic thinking skills with the ability to build structured account plans and forecasts.
  • Experience navigating healthcare ecosystems including brokers, consultants, TPAs, and payers is highly preferred.
  • Established network within labor union or Taft-Hartley markets is a strong advantage.
  • Ability to influence, negotiate, and build trust across diverse stakeholder groups.
  • Self-driven, results-oriented mindset with strong organizational and execution capabilities.

Responsibilities

  • Drive revenue growth across employer and labor union (Taft-Hartley) markets by identifying and closing large-scale healthcare solution opportunities.
  • Build and maintain strong relationships with HR leaders, benefits administrators, union representatives, and trust fund stakeholders.
  • Develop strategic account plans, forecasting models, and operating cadences to guide execution and performance tracking.
  • Prospect and expand market share by identifying new opportunities within assigned regions and accounts.
  • Lead complex sales cycles involving multiple stakeholders, including boards of trustees, unions, consultants, and third-party administrators.
  • Translate customer needs and market dynamics into tailored healthcare solutions across chronic care, mental health, and virtual health offerings.
  • Collaborate with sales leadership to define and execute mid-market and enterprise growth strategies.
  • Ensure high levels of customer satisfaction through proactive issue resolution and account management.
  • Support onboarding and mentorship of new sales team members as needed.
  • Maintain strong awareness of industry trends, payer/provider ecosystems, and competitive dynamics.
  • Travel as required (up to 50%) to support client engagement and relationship development.
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150,000 - 160,000 USD per year
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