Territory Sales Manager - Southeast Region

Hourly is a fast-growing fintech company that simplifies payroll and workers’ compensation for small and mid-sized businesses in the U.S. The Territory Sales Manager role focuses on generating new business by selling payroll and Workers’ Comp solutions to SMBs, owning the pipeline and territory, and building long-term residual income.

Location: Remote (U.S.)

Salary: $60,000 Base + Commission + Residuals, $100,000–$120,000 at plan (First-Year OTE)

Responsibilities

• 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