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Progressive Insurance Workers Comp Jobs in Florida

Summit

Senior Underwriting

Lakeland, FL · On-site

$91K - $108K/yr

As the people who know workers' comp, we strive to provide an atmosphere of constant growth and ... Summit is a member of Great American Insurance Group, a company that focuses on building ...

Summit

Senior Underwriting

Lakeland, FL · Hybrid

$91K - $108K/yr

As the people who know workers' comp, we strive to provide an atmosphere of constant growth and ... Summit is a member of Great American Insurance Group, a company that focuses on building ...

Summit

Customer Service Representative

Lakeland, FL · Hybrid

$15 - $20.25/hr

As the people who know workers' comp, we strive to provide an atmosphere of constant growth and ... Summit is a member of Great American Insurance Group, a company that focuses on building ...

Summit

Customer Service Representative

Lakeland, FL · On-site

$15 - $20.25/hr

As the people who know workers' comp, we strive to provide an atmosphere of constant growth and ... Summit is a member of Great American Insurance Group, a company that focuses on building ...

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Progressive Insurance Workers Comp information

How does a Workers' Compensation Claims Adjuster at Progressive Insurance typically collaborate with medical providers, employers, and claimants?

As a Workers' Compensation Claims Adjuster at Progressive Insurance, you will regularly interact with medical providers to review treatment plans, coordinate care, and obtain necessary documentation. You also communicate with employers to understand workplace policies, accident details, and return-to-work opportunities. Engaging with claimants is essential to explain the claims process, gather statements, and ensure they understand their benefits. Effective collaboration with all parties helps to resolve claims efficiently and ensures compliance with state regulations.

What are the key skills and qualifications needed to thrive as a Workers' Compensation Claims Adjuster at Progressive Insurance, and why are they important?

To thrive as a Workers' Compensation Claims Adjuster at Progressive Insurance, you need a solid understanding of insurance principles, workers' compensation laws, and claims management, often supported by a relevant degree or industry certification. Familiarity with claims management systems, insurance software, and regulatory databases is typically required. Excellent negotiation, attention to detail, and effective communication skills help adjusters resolve claims efficiently and empathetically. These competencies are critical to ensuring fair claim outcomes, compliance with legal standards, and positive customer experiences.

What is the difference between Progressive Insurance Workers Comp vs Claims Adjuster?

AspectProgressive Insurance Workers CompClaims Adjuster
CredentialsLicenses, insurance certifications, industry-specific trainingLicenses, insurance certifications, industry-specific training
Work EnvironmentOffice, remote, or field work for workers' compensation claimsOffice, remote, or field work handling various insurance claims
Industry UsageSpecialized in workers' compensation insurance claimsHandles a variety of insurance claims, including workers' comp

Progressive Insurance Workers Comp professionals focus specifically on workers' compensation claims, requiring specialized knowledge and certifications. Claims Adjusters handle a broader range of insurance claims, including auto, property, and workers' compensation, often with overlapping skills. While both roles involve assessing claims and working with insurance policies, Progressive Workers Comp specialists are more focused on workplace injury cases, whereas Claims Adjusters manage diverse claim types across the insurance industry.

What are Progressive Insurance Workers Comp jobs?

Progressive Insurance Workers Comp jobs involve handling claims and providing customer service related to workers' compensation insurance policies. Employees in these roles may assess workplace injury claims, communicate with policyholders and medical providers, investigate incidents, and ensure compliance with state regulations. They work to help injured employees receive appropriate benefits while also protecting the company from fraudulent or invalid claims. These positions often require knowledge of insurance, strong communication skills, and attention to detail.
What are the most commonly searched types of Progressive Insurance Workers Comp jobs in Florida? The most popular types of Progressive Insurance Workers Comp jobs in Florida are:
What are popular job titles related to Progressive Insurance Workers Comp jobs in Florida? For Progressive Insurance Workers Comp jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Progressive Insurance Workers Comp jobs in Florida look for? The top searched job categories for Progressive Insurance Workers Comp jobs in Florida are:
What cities in Florida are hiring for Progressive Insurance Workers Comp jobs? Cities in Florida with the most Progressive Insurance Workers Comp job openings:
Progressive Insurance Workers Comp jobs near you
Infographic showing various Progressive Insurance Workers Comp job openings in Florida as of June 2026, with employment types broken down into 1% As Needed, 77% Full Time, 21% Part Time, and 1% Contract. Highlights an 88% Physical, 4% Hybrid, and 8% Remote job distribution.
Territory Sales Manager - Payroll (Other locations)

Territory Sales Manager - Payroll (Other locations)

Hourly, Inc.

Medley, FL • On-site, Remote

$60K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 8 days ago

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 Territory Sales Manager, 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.

Requirements
    • 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

Benefits
  • 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.

Apply