Territory Sales Manager - Payroll (New)

Hourly, Inc.

3h • Remote

About The Position

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.

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.

Requirements

• 2+ years of B2B field or territory sales experience, ideally in: Payroll, HCM, Workers’ Comp, insurance, uniforms, food service, or SMB-focused industries
• 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

Nice To Haves

• Bachelor’s degree preferred

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.

Benefits

• Medical, dental, vision, and life insurance
• 401(k)
• Unlimited time off
• 100% remote
• Communication stipend, client entertainment budget, mileage and expense reimbursement

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level