Director, Strategic Sales (Remote eligible)

Express Employment International Headquarters•Oklahoma City, OK
•Remote

About The Position

Express Employment International is hiring a Director of Strategic Sales to drive revenue growth and expand market presence through the development, acquisition, and management of major key accounts, including national, zone, and high-potential clients. The role owns the full sales lifecycle, from pipeline development and lead generation through RFP responses, complex negotiations, contract reviews, and deal closure, while building and maintaining executive-level client relationships. The Director advances strategic opportunities, secures new business, and partners cross-functionally to support long-term client success and account expansion. The role also strengthens the company’s national brand presence by introducing and scaling solutions such as Extend HR, ExpressLane, and Simple VMS across key accounts. It provides sales leadership, coaching, and training to franchisees, field teams, corporate personnel, and other stakeholders, and represents Express at industry conferences and events. The position is remote eligible for candidates living within the continental United States. Employees living in the Oklahoma City metropolitan area will be based at the corporate office and are expected to work onsite 80% of the time.

Requirements

  • Bachelor’s degree in Business, Marketing, Communications, or a related field.
  • 10 or more years of progressive sales experience, with a strong emphasis on enterprise or national account management.
  • Deep expertise in enterprise consultative sales and complex deal management, with strong business and financial acumen.
  • Exceptional executive communication, presentation, and relationship-building skills, including the ability to influence C-level stakeholders.
  • Advanced negotiation and strategic account planning capabilities.
  • Ability to lead through influence and align cross-functional teams and stakeholders in a matrixed or franchise environment.
  • Strong coaching, problem-solving, and decision-making skills, including the ability to navigate ambiguity and high-stakes situations.
  • Data-driven approach and proficiency with CRM systems and pipeline management.

Nice To Haves

  • Graduate degree.

Responsibilities

  • Lead the full sales process for major national, zone, and high-potential key accounts, including lead generation, RFP responses, negotiations, contract reviews, and deal closures.
  • Develop and execute strategic account plans to expand sales, deepen relationships, and maximize revenue growth within assigned key accounts.
  • Build and maintain C-level client relationships by providing thought leadership, presenting products and services, resolving escalated issues, and supporting customer satisfaction.
  • Oversee contract negotiations and reviews in collaboration with legal, contracts, and internal stakeholder teams.
  • Create and deliver sales presentations and quarterly or annual business reviews, partnering with account development and implementation teams.
  • Provide sales leadership, coaching, and guidance to franchisees, field teams, HQ personnel, and internal stakeholders.
  • Champion adoption of products and solutions such as Extend HR, ExpressLane, and Simple VMS.
  • Prepare franchisees, field sales teams, and internal stakeholders for key client and prospect meetings.
  • Deliver training on sales processes, tools, and best practices to HQ, field teams, and franchisees.
  • Monitor economic trends, industry developments, and market dynamics to inform strategy and identify opportunities.
  • Collaborate cross-functionally throughout sales and implementation to involve stakeholders and exceed customer expectations.
  • Represent Express at industry conferences and events, including ILC and ASA, to strengthen relationships and brand visibility.
  • Use CRM systems and internal tools to manage pipeline, track activity, and drive performance.
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