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
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.
About Hourly
Hourly is a fast-growing fintech company that simplifies payroll and workers’ compensation for small and mid-sized businesses in the U.S.
Our platform delivers:
Payroll runs in under 30 seconds
Same-day direct deposit
Seamless payroll + Workers’ Comp integration
Unlimited payroll runs at no extra cost
Elimination of surprise Workers’ Comp audits
85%+ retention when payroll and WC are sold together Hourly’s product is proven, sticky, and designed for SMBs — making it a strong sell for high-performing sales professionals.
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.
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. Requirements
1+ years of B2B field or territory sales experience, ideally in:
Payroll, HCM, Workers’ Comp, insurance
Proven new-logo hunter with consistent outbound prospecting experience
Comfort selling to small business owners, especially in construction, restaurant, and service industries
Experience 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 Benefits
Medical, dental, vision, and life insurance
401(k)
Unlimited time off
100% remote
Communication stipend, client entertainment budget, mileage and expense reimbursement
