Sales Representative - Southeast Region

Hourly, Inc.

  • Tampa, Florida
  • 30+ days ago
  • Remote

    Highlights

    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 . 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.

    Numbers & Facts

    LocationTampa, Florida (
    Remote
    )

    Description

    Description

    Location: Field-based / Remote (U.S.)
    Employment Type: W-2, Base Salary + Commission
    Compensation: $60,000 Base + Commision + Residuals
    First-Year On-Target Earnings (OTE):$100,000–$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.
    •  Close new business: Consistently close 4 or more new accounts per month with SMB owners.
    •  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.





    Requirements
    • 1+ years of B2B field or territory sales experience, ideally in:
      • Payroll, HCM, Workers’ Comp, insurance
    • 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



    Benefits

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

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