Enterprise Account Executive, West Coast Sales Territory

Crain CommunicationsWashington, DC
$115,000 - $130,000Remote

About The Position

We are seeking a driven, enterprise-focused sales professional with a hunter mentality who excels at building new relationships and closing consultative deals. This role is ideal for individuals who understand the contingent workforce ecosystem and enjoy engaging directly with senior procurement, HR, contingent workforce, and talent acquisition leaders at top organizations and Fortune 500 companies. The position is remote and based in the U.S., covering the Central to West Coast sales territory. Occasional travel (up to 30%) for events, client meetings, and team collaboration is expected.

Requirements

  • 6+ years of relevant enterprise sales experience.
  • Proven success selling directly to Contingent Workforce Enterprise Buyers.
  • Deep understanding of the contingent workforce solutions ecosystem (MSP, VMS, staffing, technology providers, and program management).
  • Demonstrated record of quota achievement or President’s Club-level performance.
  • A true hunter mentality – motivated by building new business, not managing existing accounts.
  • Experience with subscription-based sales models and structured quota management.
  • Background in leveraging conferences and events for sales opportunities.
  • Strong communication skills with the ability to develop compelling value propositions, proposals, and presentations.
  • Proficiency in Microsoft Office, particularly Excel and PowerPoint.
  • Willingness to travel domestically and internationally (up to 30%).
  • Ability to perform under pressure while maintaining professionalism and follow-through.

Nice To Haves

  • Sales experience in the contingent workforce ecosystem in either technology, MSP, professional services, or workforce solutions.
  • Global or international experience within the contingent workforce industry.
  • Public speaking and presentation skills; experience moderating panels or delivering client-facing sessions.

Responsibilities

  • Drive new member growth for the CWS Council by selling the value of SIA’s research, insights, and network within the assigned territory.
  • Research and target enterprise organizations that leverage contingent workforce programs, identifying key decision-makers and engaging them through education and consultative outreach.
  • Manage the full sales cycle from lead generation and discovery through to close while maintaining accurate forecasting and CRM documentation.
  • Leverage multiple prospecting channels including calls, LinkedIn, email, and SIA CWS leading industry events to build a strong and consistent pipeline.
  • Schedule and lead sales presentations that clearly articulate the benefits of CWS Council membership and SIA’s broader portfolio.
  • Partner closely with internal experts and leadership to support sales conversations and maximize close rates.
  • Represent SIA at leading industry conferences, scheduling meetings in advance and actively networking on-site to generate new opportunities.
  • Stay informed on key industry movements, including enterprise buyer role changes, and update SIA’s CRM to maintain current intelligence.
  • Participate in regular team meetings, insight calls, and member events.
  • Achieve CCWP and SOW Management Certification.

Benefits

  • Retirement plan savings contributions
  • Bonus opportunities based on individual and company performance
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