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VP of Sales



Sales & Business Development
Portland, OR, USA
Posted on Saturday, October 21, 2023

WorkStep is the leading AI-powered employee engagement platform for the frontline. Our comprehensive solution brings HR and Operations teams together to help reduce turnover, increase productivity, and engage the hourly workforce.

Our mission is simple: to make the frontline a better place to work. WorkStep’s holistic employee engagement solution ties feedback to business outcomes and empowers leaders to drive meaningful, organizational change. By bringing comprehensive listening, predictive analytics and workforce communication together in one solution, WorkStep gives companies the tools they need to take action and transform their business.

This is an opportunity to lead sales at a rare enterprise SaaS company with an authentic, tangible and inspiring mission.

The Role

WorkStep is looking for a VP of Sales to drive the next phase of growth, taking us to $50M ARR and beyond.

Our VP of Sales will own and support the Sales organization (Enablement, RevOps, Account Executives, and BDR team), and report directly to the CEO. The teams in place are highly performant, our product is sticky, and our NRR is top decile. This hire will serve as an accelerant to that success.


  • Align the sales organization to maximize revenue growth
  • Foster a culture of progressive personal development and mentoring
  • Develop plans, strategies, and tactics for increasing new business and exceeding revenue goals
  • Successfully ramp new hires with onboarding and training
  • Collaborate with the CEO and Leadership Team to refine the sales strategy
  • Foster strong partnerships with the CX and Marketing teams to build enthusiastic advocates and generate customer references
  • Identify opportunities to meaningfully increase revenue from our existing customers
  • Implement and adjust team performance metrics and hold the team accountable to milestones and objectives
  • 10+ years in SaaS sales and demonstrated success selling into the enterprise segment
  • 3+ years managing enterprise AE teams responsible for achieving quota
  • Track record of effectively executing a 'land and expand' strategy
  • Experience in high-growth organizations with ARR ranging from $5 million to $50 million
  • Passion for the WorkStep mission
  • Competitive compensation
  • Flexible PTO
  • Top-notch technology
  • Annual team building on-sites
  • Work space stipend
  • Competitive company-sponsored health, vision, and dental benefits package
  • Opportunity to join a passionate, motivated, and fun team at an early stage to help shape and execute on our mission