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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. 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.

Location: Field-based / Remote (U.S.) Employment Type: W-2, Base Salary + Commission Compensation: $60,000 Base + Commission + Residuals First-Year On-Target Earnings (OTE): $120,000 at plan<h3>Why This Is a Strong Opportunity</h3><ul><li>Build a book of business: Earn upfront commissions and long-term residual income as your client base grows.</li><li>Uncapped upside: No commission ceilings — higher performance unlocks higher commission tiers.</li><li>Hunter-focused role: High-activity, high-volume sales motion with short sales cycles.</li><li>Strong product-market fit: Payroll and Workers’ Comp are mission-critical services for SMBs.</li><li>Autonomy with support: You own your pipeline and territory, backed by sales enablement, Customer Success, and modern tools.</li></ul><h3>About Hourly</h3>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:<ul><li>Payroll runs in under 30 seconds</li><li>Same-day direct deposit</li><li>Seamless payroll + Workers’ Comp integration</li><li>Unlimited payroll runs at no extra cost</li><li>Elimination of surprise Workers’ Comp audits</li><li>85%+ retention when payroll and WC are sold together</li></ul>Hourly’s product is proven, sticky, and designed for SMBs — making it a strong sell for high-performing sales professionals.<h3>The Opportunity</h3>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.<h3>What You’ll Do</h3><ul><li>Prospect and generate pipeline: Drive outbound activity, referrals, events, and partner-sourced leads; maintain a healthy 3–4x pipeline coverage.</li><li>Manage the full sales cycle: From first outreach to first payroll run, including discovery, demos, proposal development, and close.</li><li>Build referral partnerships: Develop relationships with CPAs, insurance brokers, financial advisors, and banks.</li><li>Forecast accurately: Maintain strong CRM hygiene, deal-stage accuracy, and weekly forecasting.</li><li>Collaborate cross-functionally: Partner with Customer Success to ensure smooth onboarding and strong early retention.</li><li>Provide market feedback: Share insights from the field to inform product, messaging, and go-to-market strategy.</li></ul>Requirements<ul><li><ul><li>1+ years of B2B field or territory sales experience, ideally in:</li><li><ul><li>Payroll, HCM, Workers’ Comp, insurance, uniforms, food service, or SMB-focused industries</li></ul></li></ul><ul><li>Proven new-logo hunter with consistent outbound prospecting experience</li><li>Comfort selling to small business owners, especially in construction, restaurant, and service industries</li><li>Experience managing short sales cycles in high-volume environments</li><li>Strong written and verbal communication skills</li><li>Self-starter mindset with the ability to plan and execute within a territory</li><li>Proficiency with Google Workspace and modern CRM tools</li><li>Bachelor’s degree preferred</li></ul></li></ul>Benefits<h3></h3><ul><li>Medical, dental, vision, and life insurance</li><li>401(k)</li><li>Unlimited time off</li><li>100% remote</li><li>Communication stipend, client entertainment budget, mileage and expense reimbursement</li></ul><h3>Ready to Own Your Success?</h3>If you’re a driven B2B sales professional who thrives on prospecting, closing new business, and building long-term income through residuals — we’d love to talk.Hourly is an equal opportunity employer committed to building a diverse and inclusive team.

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Territory Sales Manager Mid-West (New) Hourly, Inc.

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