Regional Sales Director

About this role

Are you looking to accelerate your career without having to hide your authentic self - a place where you can be you? A career that’s making a bigger impact on the world? At OneDigital, we are on a mission to help people do their best work and live their best lives. From the services we offer to the way we show up for each other each day, we are fueling dreams, achieving big goals, and embracing each other’s truest selves.

We understand that pursuing a new job is a big deal. Maybe you’re afraid you won’t fit in. Well, here’s the good news. For us, the days of “fit in to get in” are over and being different is not a barrier to getting ahead. Greatness comes in all shapes, sizes, colors, and experience levels. If you are looking for a people-first culture that is wired for growth, driven to serve, and totally committed to having your back, give us a shot. Your best life awaits.

Must be eligible to work in the United States without the need for work visa or residency sponsorship.

We kindly ask that external recruiters, agencies, and search firms do not contact our hiring managers or employees directly regarding open positions. All candidate submissions must go through our official application process and must be made aware to our internal Talent Acquisition team to verify candidate ownership.
Unsolicited resumes or candidate profiles sent to OneDigital without a prior signed agreement will be considered the property of OneDigital. In such cases, OneDigital reserves the right to pursue and hire those candidates without any financial obligation to the agency or recruiter.

Our Newest Opportunity:
Role Objectives:
The Regional Sales Director is responsible for leading and executing the sales strategy across the Midwest region to drive revenue growth, expand market share, and strengthen client relationships. This role provides strategic and hands-on leadership to a regional sales organization while serving as a key partner to executive leadership, Marketing, Operations, and Client Services.

The Sales Director balances regional strategy with disciplined execution, ensuring sales goals are achieved through strong leadership, talent development, performance management, and data-driven decision-making. This role plays a critical part in growing the Midwest market and supporting the organization’s overall sales objectives.

Key Responsibilities
Regional Sales Strategy & Revenue Growth

• 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 market-specific opportunities, verticals, and expansion strategies within the Midwest.

• Partner with executive leadership to align regional sales initiatives with overall business strategy.

Sales Leadership & Team Development

• Lead, coach, and develop a high-performing regional sales team, including sales managers and individual contributors.

• Establish clear 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.

Pipeline & Performance Management

• Oversee pipeline development, opportunity management, and deal progression across the Midwest region.

• Ensure consistent use of CRM and sales tools to maintain data accuracy, visibility, and forecasting discipline.

• Monitor regional win/loss trends, conversion metrics, and sales cycle performance.

• Implement best practices and process improvements to increase efficiency and close rates.

Client & Market Engagement

• Serve as an executive-level presence with key prospects, strategic accounts, and partners in the Midwest.

• Support complex or high-value deal negotiations and executive-level sales presentations.

• Maintain a strong understanding of regional client needs, market conditions, and competitive landscape.

• Ensure the regional sales approach aligns with the organization’s value proposition and brand.

Cross-Functional Collaboration

• Partner closely with Marketing to align regional lead generation, messaging, and go-to-market strategies.

• Collaborate with Operations, Finance, and Client Services to ensure smooth onboarding, delivery, and client satisfaction.

• Provide regional market insights to inform product development, service offerings, and pricing strategies.

Reporting, Forecasting & Analytics

• Deliver accurate regional sales forecasts and executive-level reporting.

• Analyze sales performance data to identify trends, risks, and opportunities specific to the Midwest.

• Use data and metrics to drive accountability, optimize performance, and support strategic decision-making.

Governance & Continuous Improvement

• 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.

Required Experience & Education

• Bachelor’s degree required; preference for Business, Marketing, or related field.

• 8–10 years of progressive sales experience, including 5+ years in a sales leadership role.

• Proven track record of meeting or exceeding revenue targets in a B2B environment.

• Experience managing multi-state or regional sales teams preferred.

Knowledge/Skills/Abilities

• 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…