Remote Client Entertainment Jobs (NOW HIRING)

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