2+ years of B2B field or territory sales experience, preferably in payroll, HCM, Workers' Comp, or insurance
Proven new-logo hunter with consistent outbound prospecting experience
Comfortable selling to small business owners, particularly in construction, restaurant, and service industries
Experience in managing short sales cycles in high-volume environments
Strong written and verbal communication skills
Self-starter mindset, with the ability to plan and execute within a territory
Proficiency with Google Workspace and modern CRM tools
Bachelor's degree preferred
Responsibilities
Prospect and generate a robust pipeline through outbound activity, referrals, and events
Consistently close 4 or more new accounts per month with SMB owners
Manage the full sales cycle from initial outreach to client onboarding
Build referral partnerships with CPAs, insurance brokers, financial advisors, and banks
Maintain accurate CRM records and forecast sales accurately
Collaborate with Customer Success for smooth client onboarding and retention
Provide market feedback to inform product and messaging strategies
Benefits
Medical, dental, vision, and life insurance
401(k) plan
Unlimited time off
100% remote work option
Communication stipend and client entertainment budget, along with mileage and expense reimbursement
Full Job Description
Location: Field-based / Remote (U.S.) Employment Type: W-2, Base Salary + Commission Compensation: $60,000 Base + Commision + Residuals First-Year On-Target Earnings (OTE):$100,000-$120,000 at plan
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 3-4x pipeline coverage.
Close new business: Consistently close 4 or more new accounts per month with SMB owners.
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.
