Sales Representative - Payroll (Other locations - USA)

🏢 Hourly, Inc. · all 6 jobs
📍 United States
💰 USD 60,000 - 120,000
📅 Posted Sep 24, 2026 · via WorkableBoard
🏷 Remote
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Location: Field-based / Remote (U.S.)
Employment Type: W-2, Base Salary + Commission
Compensation : $60,000 Base + Commission + Residuals
First-Year On-Target Earnings (OTE): $120,000 at plan

Why This Is a Strong Opportunity
- 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.

About Hourly

Hourly 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 seconds
- Same-day direct deposit
- Seamless payroll + Workers’ Comp integration
- Unlimited payroll runs at no extra cost
- Elimination of surprise Workers’ Comp audits
- 85%+ retention when payroll and WC are sold together

Hourly’s product is proven, sticky, and designed for SMBs — making it a strong sell for high-performing sales professionals.

The Opportunity

As a Sales Representative , 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 Do
- Prospect 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.

- 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
- Bachelor’s degree preferred

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

Ready 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.

Flights + hotels

This role requires you to be in the United States. If that means relocating or flying in, it is worth checking fares before you commit to a start date.

Compare flights and hotels →

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