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Progressive Insurance Jobs in Orlando, FL (NOW HIRING)

Sherrill Insurance Agency

Life Insurance Agent

Orlando, FL · On-site

$92K - $123K/yr

Aid policyholders with the insurance claims process while supervising the progress of current insurance claims Qualifications: * Familiarity with the Microsoft Office suite * Possesses outstanding ...

Gps Connection Corp

Insurance Sales Agent

Orlando, FL · On-site

$16 - $20/hr

The ideal candidate will have experience working with carriers like Progressive, Geico, National ... Sell and bind auto insurance policies from multiple carriers. Provide ongoing customer support for ...

Gps Connection Corp

Insurance Sales Agent

Orlando, FL · On-site

$16 - $20/hr

The ideal candidate will have experience working with carriers like Progressive, Geico, National ... Sell and bind auto insurance policies from multiple carriers. Provide ongoing customer support for ...

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Progressive Insurance information

See Orlando, FL salary details

$28.9K

$61.5K

$77.5K

How much do progressive insurance jobs pay per year?

As of Aug 27, 2026, the average yearly pay for progressive insurance in Orlando, FL is $61,471.00, according to ZipRecruiter salary data. Most workers in this role earn between $56,000.00 and $70,000.00 per year, depending on experience, location, and employer.

What is a Progressive Insurance job?

A Progressive Insurance job refers to a position at Progressive Corporation, a leading auto and home insurance provider. Jobs range from customer service and claims representatives to software engineers and data analysts. Employees at Progressive often enjoy benefits like remote work options, career growth opportunities, and a supportive work environment. The company values innovation, inclusivity, and customer satisfaction. Positions are available across various departments, including sales, IT, underwriting, and marketing.

What is the typical career path for employees at Progressive Insurance, and are there opportunities for advancement?

Progressive Insurance is known for promoting from within and offers a variety of career growth opportunities for high-performing employees. Starting in entry-level roles such as claims, customer service, or sales, team members can progress into supervisory, specialist, or managerial positions over time. The company provides ongoing training and professional development programs to help you expand your skills and take on new responsibilities. Additionally, Progressive encourages internal movement between departments, so you can explore different career paths within the organization.

What are the key skills and qualifications needed to thrive in the Progressive Insurance position, and why are they important?

To succeed at Progressive Insurance, key qualifications include a background in insurance, sales, or customer service, often accompanied by a relevant state license for agent roles. Familiarity with industry-standard software like insurance quoting systems, CRM platforms, and proprietary policy management tools is typically required. Strong interpersonal skills, problem-solving abilities, and a customer-focused mindset distinguish top performers. These skills are crucial for accurately addressing client needs, processing claims, and ensuring customer satisfaction in a competitive insurance environment.

Does Progressive Insurance pay well?

Progressive Insurance employees, including claims adjusters and customer service representatives, typically earn wages that are competitive within the insurance industry. Compensation varies by role, experience, and location, with entry-level positions often starting around industry-standard rates and opportunities for raises and bonuses. The company also offers benefits such as health insurance and retirement plans.

What are the most commonly searched types of Progressive Insurance jobs in Orlando, FL?

The most popular types of Progressive Insurance jobs in Orlando, FL are:

What are popular job titles related to Progressive Insurance jobs in Orlando, FL?

For Progressive Insurance jobs in Orlando, FL, the most frequently searched job titles are:

What job categories do people searching Progressive Insurance jobs in Orlando, FL look for?

The top searched job categories for Progressive Insurance jobs in Orlando, FL are:

What cities near Orlando, FL are hiring for Progressive Insurance jobs?

Cities near Orlando, FL with the most Progressive Insurance job openings:

Progressive Insurance jobs near you
Infographic showing various Progressive Insurance job openings in Orlando, FL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 90% Physical, 1% Hybrid, and 9% Remote job distribution, with an average salary of $61,471 per year, or $29.6 per hour.

Life Insurance Agent

Orlando, FL • On-site

Sherrill Insurance Agency
See more jobs at Sherrill Insurance Agencyexternal

$92K - $123K/yr

Full-time

Medical, Life

Posted 8 days ago

Job description

Our rapidly-expanding insurance agency is looking for a full-time life insurance agent to join our team! You’ll grow a list of prospective clients, market our insurance products, showcase our offerings to new customers, and help policyholders navigate the claims process. We’ll provide the support network and resources to help you reach - and exceed - your sales goals. If you have a strong drive to succeed, great communication skills, and outstanding customer service skills, we’d love to hear from you. Apply today!Compensation:

$92,000 - $123,000 yearly


Responsibilities:
  • Ensure all contracting paperwork is up to date while maintaining databases, records, and bookkeeping
  • Address existing and prospective customer requests in a prompt and friendly matter, including booking new meetings and responding to inquiries regarding billing, eligibility, coverage, claims, and insurance policies
  • Identify new client insurance needs, insurance risk, goals, current coverage, and financial situation by scheduling meetings for new customers, ensuring a personalized experience
  • Expand our prospective customer base and market our insurance products via including networking, referrals, cold calling, and various marketing strategies to bring in new business
  • Aid policyholders with the insurance claims process while supervising the progress of current insurance claims

Qualifications:
  • Familiarity with the Microsoft Office suite
  • Possesses outstanding interpersonal and communication skills
  • Current Life & Health insurance license is greatly valued
  • Previous health insurance or life insurance experience a plus
  • Client service experience as a sales representative a plus

About Company

Sherrill Insurance Agency partners with Fortune 500 and Fortune 100 companies to market and sell their products.

  • No cold calling
  • No Prospecting
  • All Lead-based Sales
  • Six-figure Mentorship
  • Training