Enterprise Sales Executive

Openforce is the leading compliance and workforce management software and payments processing platform for managing the commercial relationships between contracting companies and independent contractors. As an Enterprise Sales Executive, you will be responsible for driving net-new revenue by engaging large, complex organizations that rely on independent contractors to deliver their services.

Responsibilities:

• Own and drive the full enterprise sales lifecycle, from targeted prospecting and discovery through deal close and handoff to implementation teams
• Build trusted relationships with executive-level stakeholders, positioning Openforce as a strategic partner for independent contractor workforce management and risk mitigation
• Lead structured discovery to uncover operational, compliance, financial, and scalability challenges tied to 1099 workforce models
• Deliver tailored product demonstrations and solution narratives aligned to each prospect’s business model and contractor engagement strategy
• Develop and present compelling business cases that clearly articulate ROI, risk reduction, and operational efficiency gains
• Maintain disciplined pipeline management, accurate forecasting, and consistent attainment of quarterly and annual revenue targets
• Stay current on independent contractor compliance trends, regulatory developments, and market dynamics to effectively advise enterprise buyers
• Collaborate cross-functionally with marketing, product, legal, and implementation teams to support complex deal requirements and successful customer outcomes

Requirements:

• 4+ years of experience selling enterprise SaaS solutions with complex, multi-stakeholder buying cycles
• Proven ability to manage long sales cycles, navigate ambiguity, and drive deals forward with structure and urgency
• Strong consultative selling, discovery, and executive communication skills
• Track record of meeting or exceeding revenue targets in a growth-oriented, high-accountability environment
• Demonstrated success selling into organizations that utilize large 1099 or contractor-based workforces strongly preferred
• Experience selling into regulated or compliance-sensitive environments (e.g., logistics, field services, healthcare, marketplaces) strongly preferred