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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