Sales Representative - Payroll (Other locations - USA)

Hourly, Inc.; United States; Remote; USD 60,000 - 120,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Life insurance

401(k)

Job summary

Hourly is a fast-growing fintech company delivering payroll and workers’ compensation solutions to SMBs in the U.S. The Sales Representative role focuses on new business, building a robust pipeline, and closing deals with a base salary plus commissions and residuals.

You’ll own your territory with support from enablement and Customer Success, while enjoying a 100% remote work model. First-year OTE of $120,000 on plan, with a $60,000 base salary and uncapped upside.

Qualifications

• 1+ years of B2B field or territory sales experience
• Proven new-logo hunter with outbound prospecting experience
• Comfort selling to small business owners in target industries
• Experience managing short sales cycles in high-volume environments
• Strong written and verbal communication skills
• Self-starter with territory planning and execution
• Proficiency with Google Workspace and modern CRM tools
• Bachelor’s degree preferred

Responsibilities

• Prospect and generate pipeline with outbound activity, referrals, events, and partner leads; maintain 3-4x pipeline coverage
• Manage full sales cycle from outreach to payroll run, including discovery, demos, proposal, and close
• Build referral partnerships with CPAs, brokers, advisors, and banks
• Forecast accurately with CRM hygiene and weekly deal updates
• Collaborate with Customer Success to ensure smooth onboarding and early retention
• Provide market feedback to inform product and GTM strategy

Skills

B2B sales

territory sales

outbound prospecting

great communicator

Education

Bachelor’s degree preferred

Tools

Google Workspace

CRM tools

Job description

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.

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.