Territory Sales Manager, Mid-West

New
H
HourlyPayroll and Workers’ Compensation
Field-based / Remote (U.S.)Full-TimeManager
Salary$60,000 Base + Commission + Residuals; First-Year On-Target Earnings (OTE): $120,000 at plan
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Job Details

Experience
1+ years of B2B field or territory sales experience
Required Skills
Google Workspace

Requirements

  • Have 1+ years of B2B field or territory sales experience.
  • Bring experience in outbound prospecting and new-logo sales.
  • Be comfortable selling to small business owners, particularly in construction, restaurant, and service industries.
  • Have experience managing short sales cycles in high-volume environments.
  • Be able to plan and execute independently within a territory.
  • Be proficient with Google Workspace and modern CRM tools.
  • Experience in payroll, HCM, Workers’ Comp, insurance, uniforms, food service, or SMB-focused industries is ideal.
  • A bachelor’s degree is preferred.

Responsibilities

  • Generate pipeline through outbound activity, referrals, events, and partner-sourced leads, maintaining 3–4x pipeline coverage.
  • Manage the full sales cycle from first outreach through the first payroll run, including discovery, demos, proposals, and closing.
  • Develop referral partnerships with CPAs, insurance brokers, financial advisors, and banks.
  • Maintain CRM hygiene and deal-stage accuracy, and provide weekly forecasts.
  • Partner with Customer Success to support smooth onboarding and early retention.
  • Share market insights to inform product, messaging, and go-to-market strategy.
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$60,000 Base + Commission + Residuals; First-Year On-Target Earnings (OTE): $120,000 at plan
Apply Now