Workers Comp Manager Jobs in Oklahoma (NOW HIRING)

Company Overview

Hourly, Inc. is a fast-growing fintech and insurtech pioneer that simplifies payroll and workers' compensation for small and mid-sized businesses (SMBs) across the United States. While traditional payroll and insurance systems rely on manual data entry and outdated processes, Hourly leverages a proprietary, real-time technology ecosystem to bridge the gap between labor costs and insurance premiums.

By integrating time tracking, payroll, and workers' comp into a single, intuitive platform, Hourly enables business owners to run payroll in under 30 seconds and eliminates the stress of year-end workers' comp audits. Hourly is transforming how the 80+ million hourly workers in America are paid and protected.

Position Background

Since its launch, Hourly has seen rapid adoption, particularly in high-complexity sectors such as construction, hospitality, and service industries. As we move into 2026, Hourly is expanding its footprint to meet the increasing demand for transparent, mobile-first financial tools that support both employers and employees.

The Sales Representative will be a critical driver of this expansion. This is a "hunter" role designed for high-performing sales professionals who thrive in a high-activity, short-cycle environment. You will be responsible for generating new business by selling Hourly's integrated solution directly to SMB owners and building a robust referral network of CPAs, insurance brokers, and financial advisors. This role offers a unique opportunity to build a personal book of business with uncapped commission potential and long-term residual income

Corporate Structure

This position reports directly to the Regional Sales Director.

This is a 100% remote role that requires proactive territory management. While you own your pipeline, you are supported by a dedicated Sales Enablement team, Customer Success managers, and modern CRM tools to ensure seamless onboarding and high client retention.

Key Responsibilities

Pipeline & Territory Management

• Lead Generation: Drive consistent outbound activity to generate a 3-4x pipeline coverage through cold outreach, referrals, and local events.
• Full Sales Cycle Ownership: Manage the entire process from initial discovery and platform demos to proposal development and closing the first payroll run.
• Sales Targets: Consistently close 8+ new accounts per month to meet and exceed territorial production objectives.

Partner Relationship Development

• Referral Networks: Identify and cultivate strategic partnerships with CPAs, insurance brokers, and banks to create a steady stream of warm leads.
• Market Engagement: Actively participate in local industry trade associations and events to build the Hourly brand within your territory.

Strategic Operations

• Data Integrity: Maintain meticulous CRM hygiene and provide accurate weekly forecasting to leadership.
• Customer Success Collaboration: Work closely with the onboarding team to ensure a "white-glove" transition for new clients, focusing on 85%+ retention for integrated accounts.
• Competitive Analysis: Gather field intelligence on local competitors and market trends to inform Hourly's go-to-market strategy.

Requirements

• Experience: 1+ years of B2B field or territory sales experience, specifically within payroll, HCM, workers' comp, or the insurance industry.
• Education: Bachelor's degree in Business, Marketing, or a related field (preferred).
• Skills: * Proven "hunter" mentality with a track record of exceeding new-logo quotas.
• Strong closing skills and the ability to navigate short, high-volume sales cycles.
• Excellent verbal and written communication, with a knack for presenting complex fintech solutions simply.
• Proficient with Google Workspace and modern CRM tools (Salesforce etc.).
• Attributes: Self-starter with superior organizational skills; comfortable selling to SMB owners in blue-collar and service-based industries.

Benefits

• Base Salary: $60,000
• First-Year OTE: $120,000 (Base + Commission + Residuals)
• Uncapped Upside: No commission ceilings; higher performance unlocks higher tiers.
• Health & Wellness: Medical, dental, vision, and life insurance.
• Future Planning: 401(k) retirement plan.
• Flexibility: Unlimited Time Off (PTO) and 100% remote work environment.
• Support: Communication stipend, client entertainment budget, and mileage/expense reimbursement.