Territory Sales Manager Mid-West (New)

About the role

The Territory Sales Manager role at Hourly is a unique opportunity to build a book of business, earn upfront commissions and long-term residual income, and enjoy uncapped upside potential. This is a high-activity, high-volume sales motion with short sales cycles, tailored to the mission-critical services needed by small and mid-sized businesses.

Responsibilities

• Possess a proven track record of generating new business through outbound activity, referrals, events, and partner-sourced leads.
• Manage the full sales cycle from initial outreach to first payroll run, including discovery, demos, proposal development, and closing deals.
• Develop and maintain strong relationships with key stakeholders such as CPAs, insurance brokers, financial advisors, and banks to foster referral partnerships.
• Forecast accurately using CRM hygiene, deal-stage accuracy, and weekly forecasting to ensure timely and accurate reporting.
• Collaborate with the Customer Success team to ensure smooth onboarding and strong early retention rates for new clients.
• Provide valuable market feedback to inform product, messaging, and go-to-market strategies.

Requirements

• 1+ years of B2B field or territory sales experience, preferably in areas like payroll, HCM, Workers' Comp, insurance, uniforms, food service, or SMB-focused industries.
• Proven success in hunting for new logos with consistent outbound prospecting experience.
• Experience selling to small business owners, particularly in construction, restaurant, and service industries.
• Ability to manage short sales cycles in high-volume environments.
• Strong written and verbal communication skills.
• A self-starter mindset with the ability to plan and execute within a territory.
• Proficiency with Google Workspace and modern CRM tools.
• A bachelor's degree is preferred but not required.