About The Position

The Regional Sales Director leads and executes sales strategy across OneDigital’s Midwest region to drive revenue growth, expand market share, and strengthen client relationships. The role provides strategic and hands-on leadership to the regional sales organization and partners with executive leadership, Marketing, Operations, Finance, and Client Services. The director owns regional revenue targets, forecasting, pipeline health, and performance metrics; develops the sales team and its managers; and uses data-driven decision-making to achieve sales objectives. The role also engages with key prospects, strategic accounts, and partners, supports complex negotiations and executive-level presentations, and provides regional market insights to inform offerings and strategy. The position requires a bachelor’s degree and 8–10 years of progressive sales experience, including at least five years in sales leadership. It seeks a record of achieving revenue targets in a B2B environment, leadership experience in services-based or consultative selling, and proficiency with CRM and sales performance tools. The role is based on the Midwest region; a specific workplace arrangement is not stated.

Requirements

  • Bachelor’s degree required; Business, Marketing, or a related field preferred.
  • 8–10 years of progressive sales experience, including 5 or more years in a sales leadership role.
  • Proven track record of meeting or exceeding revenue targets in a B2B environment.
  • Experience leading sales teams in a services-based or consultative selling environment.
  • Proficiency with CRM systems and sales performance tools.
  • Strong strategic and analytical mindset, with the ability to translate vision into execution.
  • Excellent leadership, coaching, and talent development capabilities.
  • Exceptional communication, presentation, and negotiation skills.
  • Strong business acumen and financial literacy.
  • Must be eligible to work in the United States without work visa or residency sponsorship.

Nice To Haves

  • Experience managing multi-state or regional sales teams.
  • Ability to influence and partner with senior executives and cross-functional leaders.
  • Adaptability and resilience in a fast-paced, growth-oriented environment.
  • High level of integrity, accountability, and customer focus.

Responsibilities

  • Develop and execute short- and long-term regional sales strategies aligned with enterprise revenue and growth objectives.
  • Own regional revenue targets, forecasting, pipeline health, and performance metrics.
  • Identify Midwest market opportunities, verticals, and expansion strategies.
  • Partner with executive leadership to align regional sales initiatives with business strategy.
  • Lead, coach, and develop regional sales managers and individual contributors.
  • Set sales goals, performance expectations, and accountability standards across the region.
  • Oversee hiring, onboarding, training, and ongoing development of Midwest sales talent.
  • Foster a results-driven, collaborative sales culture focused on integrity, accountability, and client value.
  • Oversee pipeline development, opportunity management, and deal progression across the region.
  • Ensure consistent use of CRM and sales tools for data accuracy, visibility, and forecasting discipline.
  • Monitor win/loss trends, conversion metrics, and sales cycle performance; implement process improvements to increase efficiency and close rates.
  • Represent the organization with key prospects, strategic accounts, and partners; support complex or high-value negotiations and executive-level presentations.
  • Maintain understanding of regional client needs, market conditions, and the competitive landscape, and align the regional sales approach with the organization’s value proposition and brand.
  • Partner with Marketing on regional lead generation, messaging, and go-to-market strategies.
  • Collaborate with Operations, Finance, and Client Services to support onboarding, delivery, and client satisfaction.
  • Provide regional market insights to inform product development, service offerings, and pricing strategies.
  • Deliver accurate regional sales forecasts and executive-level reports; analyze performance data to identify trends, risks, and opportunities.
  • Use data and metrics to drive accountability, optimize performance, and support strategic decision-making.
  • Establish scalable, repeatable sales processes and controls across the Midwest region.
  • Ensure compliance with company standards, ethical sales practices, and regulatory requirements.
  • Champion continuous improvement through innovation, training, and market intelligence.

Benefits

  • Eligible employees may receive health, wellbeing, retirement, and other financial benefits.
  • Paid time off.
  • Overtime pay for non-exempt employees.
  • Learning and development programs.
  • Reimbursement of job-related expenses according to company policy.
  • Employee perks and discounts.
  • Some roles may be eligible for variable compensation, commission, and/or an annual bonus based on individual and/or company performance.
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