Enterprise Sales Director, S&D

Accountabilities

• • Represent the organization’s workforce-focused services and broader solution portfolio with strong commercial expertise, credibility, and executive presence.
  • Develop and execute strategic account plans for enterprise service and distribution prospects and clients, particularly organizations with large, distributed, multi-brand, and multi-site workforces.
  • Lead complex, end-to-end enterprise sales cycles, managing multiple stakeholders across Operations, HR, Finance, IT, and executive leadership.
  • Conduct consultative discovery to understand challenges such as high-volume hiring, seasonal workforce demand, compliance, labor costs, scheduling, employee engagement, union and non-union environments, and multi-jurisdiction requirements.
  • Translate customer challenges into compelling, quantified value propositions and business cases that demonstrate measurable business impact.
  • Coordinate internal consulting experts and strategic technology partners to develop solution scope, commercial proposals, business cases, and phased roadmaps.
  • Build relationships with partner and alliance organizations to identify and close joint enterprise opportunities.
  • Manage enterprise procurement, security, IT review, legal, contracting, and other commercial processes through successful deal completion.
  • Maintain rigorous opportunity management practices, including accurate forecasting, pipeline hygiene, CRM updates, and deal governance.
  • Develop and execute sales plans designed to exceed quarterly and annual revenue objectives.
  • Maintain pipeline coverage equivalent to approximately 3x the sales plan target.
  • Conduct regular business reviews to evaluate progress against sales objectives and refine account and territory strategies.
  • Build long-term strategic relationships with enterprise customers and partners while identifying opportunities to expand services over time.
  • Deliver a high standard of customer engagement by anticipating needs, providing proactive guidance, and consistently exceeding expectations.

  Requirements

  • Minimum 7 years of experience in consultative sales, relationship management, solution selling, or a related enterprise sales discipline, with strong preference for experience serving enterprise service and distribution organizations.
  • Demonstrated success leading complex, multi-threaded enterprise opportunities involving multiple business and executive stakeholders.
  • Strong ability to influence decision-makers across Operations, HR, Finance, IT, and C-suite functions.
  • Experience selling services or technology designed to improve workforce outcomes at scale, such as HCM, workforce management, payroll, timekeeping, scheduling, compliance, or analytics solutions.
  • Proven experience working with resellers, ISVs, channel partners, strategic alliances, or technology ecosystems to develop and close joint opportunities.
  • Experience navigating enterprise procurement, security and IT reviews, legal requirements, contracting processes, and other complex buying environments.
  • Exceptional verbal, written, presentation, negotiation, and executive communication skills.
  • Strong consultative discovery and value-selling capabilities, with the ability to connect customer challenges to measurable business outcomes.
  • Highly self-directed and organized, with the ability to manage multiple complex opportunities and lengthy sales cycles simultaneously.
  • Strong commercial discipline and experience managing forecasts, pipelines, sales plans, and revenue targets.
  • Ability to work effectively in a fully remote environment while traveling as needed for enterprise customers and strategic partners.
  • Bachelor’s degree from an accredited university is preferred.

  Benefits

  • Competitive salary with bonus potential.
  • Comprehensive benefits package.
  • Paid time off.
  • Flexible remote work environment.
  • Opportunity to play a high-impact role within a growing enterprise consulting and services portfolio.
  • Significant growth potential as the organization expands its solutions and market reach.
  • Opportunity to deepen expertise in UKG, workforce management, retail, hospitality, and enterprise services.
  • Exposure to complex enterprise customers, strategic technology partners, and senior executive stakeholders.
  • Collaborative environment with internal consulting, sales, and technology experts.
  • Opportunity to shape go-to-market strategies and influence how comprehensive workforce solutions are positioned and delivered.