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 planThe OpportunityAs 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
