Regional Sales Manager (IL, PA, KY, VA)

Chicago, IL
Full Time
Manager/Supervisor

We are seeking a hands-on Regional Sales Manager to lead, train, and grow our Client's sales operations across Illinois, Pennsylvania, Kentucky, and Virginia. This is not a “desk-only” role—you will divide your time between these markets, actively build and lead sales teams, train and mentor reps, and close deals yourself.

This position is ideal for a hunter-minded sales leader who thrives in the SMB space, particularly in vending, point-of-sale, and coin-operated equipment sectors.

Key Responsibilities

  • Sales Leadership & Execution
  • Actively manage and grow sales pipelines across the four assigned states.
  • Close new business directly with SMB clients—leading by example.
  • Drive a hunter mentality across the team to expand market presence.
  • Team Development
  • Assist in hiring and onboarding sales reps in each market.
  • Train, mentor, and coach team members on sales best practices.
  • Support operations managers in setting KPIs and monitoring performance.
  • Market Expansion
  • Travel regularly between IL, PA, KY, and VA to ensure consistent performance.
  • Develop strategies tailored to each regional market.
  • Represent the company with professionalism and energy at all client meetings.

Qualifications

  • 5+ years of proven B2B sales experience, preferably in vending, POS, coin-op, or SMB sector.
  • Strong leadership skills with prior experience hiring and managing sales teams.
  • “Hunter” mentality—thrives on winning new accounts and driving revenue growth.
  • Excellent communication, training, and presentation skills.
  • Willingness to travel extensively between assigned states.

What We Offer

  • Competitive base salary + uncapped commissions and bonuses.
  • Travel allowances and reimbursement.
  • Growth opportunities in a fast-expanding company.
  • A chance to build something from the ground up while still being actively in the field.
  • Health benefits.
  • PTO.
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