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
Why This is a Fantastic Opportunity- 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.
The OpportunityAs 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.
What You’ll Do- 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.
Requirements
- 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
Benefits
- 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.
Top Skills
What We Do
Headquartered in Palo Alto, California, Hourly.io is an insurtech startup offering workers’ comp insurance and full-service payroll for small and medium businesses with hourly workers. Powered by real-time data, Hourly’s platform ensures running payroll is as quick as pressing a button and that you get accurate workers’ comp premiums down to the penny.
Why Work With Us
We’re a special bunch. We’re all fully remote, which makes us highly collaborative, understanding and resourceful. We share a mission to make the world a better place with a service that makes it easier for business owners to pay, insure and manage their Hourly workers.
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