Territory Sales Manager Mid-West (New)

Location: Field-based / Remote (U.S.)Employment Type: W-2, Base Salary + CommissionCompensation: $60,000 Base + Commission + ResidualsFirst-Year On-Target Earnings (OTE):$120,000 at planWhy This Is a Strong OpportunityBuild 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 HourlyHourly 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 secondsSame-day direct depositSeamless payroll + Workers’ Comp integrationUnlimited payroll runs at no extra costElimination of surprise Workers’ Comp audits85%+ retention when payroll and WC are sold togetherHourly’s product is proven, sticky, and designed for SMBs — making it a strong sell for high-performing sales professionals.The 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 DoProspect and generate pipeline: Drive outbound activity, referrals, events, and partner-sourced leads; maintain a healthy 3–4x pipeline coverage.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.Requirements1+ years of B2B field or territory sales experience, ideally in:Payroll, HCM, Workers’ Comp, insurance, uniforms, food service, or SMB-focused industriesProven new-logo hunter with consistent outbound prospecting experienceComfort selling to small business owners, especially in construction, restaurant, and service industriesExperience managing short sales cycles in high-volume environmentsStrong written and verbal communication skillsSelf-starter mindset with the ability to plan and execute within a territoryProficiency with Google Workspace and modern CRM toolsBachelor’s degree preferredBenefitsMedical, dental, vision, and life insurance401(k)Unlimited time off100% remoteCommunication stipend, client entertainment budget, mileage and expense reimbursementReady to Own Your Success?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.Originally posted on Himalayas