Territory Sales Manager - Payroll

Location: Field-based

Employment Type: W-2, commission-only

Comp Plan: First-year On-Target Earnings $80,000 to $125,000 at plan • Uncapped commissions • Monthly residuals on active accounts

• Own your book. Earn upfront commissions and ongoing residuals that stack as your client list grows.
• Uncapped upside. Blow past plan and keep earning — no ceilings; your commission percentages grow with increased sales success.
• Autonomy with support. You run your own territory playbook. Prospect, network, and close — all backed by modern tools and a responsive Customer Success team for smooth launches.
• Sell a must-have service. Payroll is mission-critical. You’re solving a painful, recurring need for small businesses.

Hourly is a modern payroll platform built for businesses with teams that are paid on an hourly basis. We combine GPS-enabled time tracking with payroll to deliver real-time labor visibility, accurate pay runs, and a smooth, mobile-first experience.

As a Territory Sales Manager (TSM), you’ll build a pipeline, run crisp product demos, and close new payroll accounts with small businesses. You’ll partner with Customer Success to ramp accounts fast and build long-term retention. You’ll earn ongoing residuals as your client list grows.

• Prospect and build your pipeline: Outbound, events, and referrals, maintain a healthy 3-4x coverage ratio.
• Create long-term partnerships: Build and maintain your referral network with accountants, insurance brokers, financial advisors, and banks.
• Own the full sales cycle: From first touch to first payroll run, tell the Hourly story, diagnose payroll gaps, quantify ROI (time saved, error reduction), and tailor proposals.
• Forecast with rigor: Maintain good CRM hygiene, deal stage accuracy, weekly forecasts, and share win/loss insights.
• Be the voice of the field: Share market feedback to shape messaging, pricing, and product roadmap.

• 2+ years of field sales experience in payroll, insurance, and/or human resources
• Proven track record as a new-logo hunter with strong discovery, demo, and negotiation skills
• Comfort selling to small business owners, particularly in construction, restaurant, and service industries
• Clear written and verbal communication skills
• A self-starter mindset and the ability to plan a territory
• Proficiency with Google Workspace (Gmail, Docs, Sheets, Calendar) and modern CRM tools
• Bachelor’s degree

• Medical, dental, vision, and life insurance
• 401(k)
• Expense reimbursement (for mileage, events, and client meetings)
• Paid sick leave as required by applicable law

• W-2, commission-only
• First-year On-Target Earnings: $85,000 to $125,000 at plan (normal ramp assumptions)
• Commissions: Uncapped with accelerators above 100% attainment
• Residuals: Earn monthly recurring commissions on your entire active book 
• Top performers: Earn $200,000+ annually. Actual earnings vary with performance; detailed tiers and residual mechanics will be shared during interviews.

If you're ready to build a book of business with unlimited earning potential while helping small businesses thrive, we want to hear from you.

Hourly is an equal opportunity employer committed to building a diverse and inclusive team.