Jobs · Sales

Territory Sales Manager Mid-West (New)

Hourly · Peoria, IL · 1 mo ago
RemoteRemoteSales$60k/yrFull-time

About the role

Build 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

Why This Is a Strong Opportunity

Hourly is a fast-growing fintech company that simplifies payroll and workers' compensation for small and mid-sized businesses in the U.S.

What You'll Do

  • Possess 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
  • Develop relationships with CPAs, insurance brokers, financial advisors, and banks
  • Maintain strong CRM hygiene, deal-stage accuracy, and weekly forecasting
  • Partner with Customer Success to ensure smooth onboarding and strong early retention
  • 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, 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

Benefits

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

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