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Regional Director of Growth

United States, Chicago Employment contract 100000.00 - 231540.00 USD / Year · Job Posted November 28, 2025

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Job Description

The Regional Director of Growth is responsible for the performance of field sales teams, accountable for delivering sales targets for their geography as well as coaching and developing sales managers and sales reps. This leader should be a strong communicator who builds relationships quickly and is passionate about working in a fast-paced, results-driven organization.

Job Responsibility

  • Coach and Manage the teams to Execute
  • Supervising, coaching and mentoring a multi-disciplinary team of 9+
  • Relentlessly pursuing team's monthly growth targets through strong leadership, analysis, problem-solving, teambuilding, and coaching
  • Serve as primary leadership coach for Outreach Executives
  • Conduct site visits and provide feedback to teams to drive performance
  • Support expansion efforts for the Region including new center launch activities, hiring and training of sales staff
  • Lead development of Outreach Staff
  • Personify and cultivate Oak Street Health Culture
  • Develop Outreach Executives into strong, motivating sales people
  • Lead Quarterly Regional Training Programs
  • Develop and Execute Sales Strategy
  • Develop monthly, quarterly and annual plans to deliver sales targets
  • Analyze sales data to proactively identify opportunities
  • Develop relationships with Field Accounts, Insurance Agents and local influencers
  • Design, execute and track impactful regional Incentive and Recognition programs
  • Keep center level teams motivated in a high pressure sales environment
  • Execute on Corporate Sales Initiatives within assigned region
  • Lead Region Specific Programs
  • Being an ambassador in the local community
  • Identify and execute large events to support lead generation
  • Manage and build a canvassing program
  • Assist in recruiting efforts for sales representatives and Sales Managers
  • Extensive cross-functional collaboration with population health and clinical service team members
  • Ensure teams understand and remain compliant on all sales activities
  • Find, recommend and assist in execution on local marketing opportunities

Requirements

  • 5+ years sales leadership experience
  • Minimum 3 years direct B2C sales experience
  • Significant track record of delivering sales results
  • Team leadership experience (8+ direct reports)
  • Experience Managing Regional Programs
  • Experience recruiting and developing managers and individual contributors
  • Experience delivering employee training and coaching programs
  • Excellent interpersonal skills, ability to work across a matrixed organization
  • Strong computer skills including: Ability to create and analyze excel spreadsheets
  • Experience managing through a CRM system such as Salesforce or Zoho
  • Analytical approach toward sales data & performance
  • Comfort with personal sales quota in addition to management responsibilities
  • Strong focus on data and analytics to drive targeted activities and return on growth efforts
  • Inclination to work in a results oriented role
  • Ability to travel to centers within geography (generally within 60 miles)
  • Willing to work some weekends
  • US work authorization

Nice to have

  • Someone who embodies being 'Oaky'
  • Radiating positive energy
  • Assuming good intentions
  • Creating an unmatched patient experience
  • Driving clinical excellence
  • Taking ownership and delivering results
  • Being scrappy

What we offer

  • Comprehensive, competitive total rewards package including health benefits
  • 401k match with immediate vesting
  • Paid vacation and sick time
  • Tuition reimbursement
  • Affordable medical plan options
  • Employee stock purchase plan
  • No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs
  • Confidential counseling and financial coaching
  • Flexible work schedules
  • Family leave
  • Dependent care resources
  • Colleague assistance programs

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