Remote Field Sales Hunter: Payroll & Workers' Comp Solutions

Territory Sales Manager

Location: Field-based / Remote (U.S.)
Employment Type: W-2, Base Salary + Commission
Compensation: $60,000 Base + Commission + Residuals
First-Year On-Target Earnings (OTE): $120,000 at plan

Why This Is a Strong Opportunity

• Build a book of business: Earn upfront commissions and long-term residual income as your client base grows.
• Uncapped upside: No commission ceilings higher performance unlocks higher commission tiers.
• Hunter-focused role: High-activity, high-volume sales motion with short sales cycles.
• Strong product-market fit: Payroll and Workers' Comp are mission-critical services for SMBs.
• Autonomy with support: You own your pipeline and territory, backed by sales enablement, Customer Success, and modern tools.

The Opportunity

As a Territory Sales Manager, you will focus on generating new business by selling Hourly's payroll and Workers' Comp solution to small and mid-sized businesses.

This is a true hunter role. You will own your territory, generate your own pipeline, close new accounts, and build long-term residual income through consistent performance.

What You'll Do

• Prospect and generate pipeline: Drive outbound activity, referrals, events, and partner-sourced leads; maintain a healthy 34x pipeline coverage.
• Manage the full sales cycle: From first outreach to first payroll run, including discovery, demos, proposal development, and close.
• Build referral partnerships: Develop relationships with CPAs, insurance brokers, financial advisors, and banks.
• Forecast accurately: Maintain strong CRM hygiene, deal-stage accuracy, and weekly forecasting.
• Collaborate cross-functionally: Partner with Customer Success to ensure smooth onboarding and strong early retention.
• Provide market feedback: Share insights from the field to inform product, messaging, and go-to-market strategy.