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Progressive Insurance Jobs in Cleveland, OK (NOW HIRING)

We are seeking an exceptional entrepreneur to make a difference in Cleveland , OK and become our newest Shelter Insurance Agent. Do you have a desire to meet new people, develop new contacts, and ...

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Progressive Insurance information

See Cleveland, OK salary details

$25.9K

$55K

$69.4K

How much do progressive insurance jobs pay per year?

As of Jul 26, 2026, the average yearly pay for progressive insurance in Cleveland, OK is $55,046.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,200.00 and $62,700.00 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.

Does Progressive insurance pay well?

Progressive Insurance offers competitive pay rates for its insurance agents, claims adjusters, and other roles, often aligned with industry standards. Compensation varies based on position, experience, and location, with some roles including performance bonuses and benefits. Entry-level positions typically start at or near industry minimums, while experienced professionals can earn higher salaries.

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.

How hard is it to get hired at Progressive?

Getting hired at Progressive Insurance typically involves completing an online application, passing assessments, and participating in interviews. The hiring process can be competitive, especially for customer service and sales roles, and may require relevant skills or experience in insurance or sales environments.

What is the starting pay at Progressive?

The starting pay at Progressive Insurance varies by role and location but typically ranges from $15 to $20 per hour for entry-level positions. Compensation may increase with experience, certifications, and performance. Benefits and schedules are also part of the overall compensation package.

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.

Does Progressive insurance have remote jobs?

Progressive Insurance offers some remote job opportunities, particularly in roles such as customer service, claims, and underwriting. These positions often require strong communication skills and may involve training or collaboration tools like video conferencing and online platforms.
What cities near Cleveland, OK are hiring for Progressive Insurance jobs? Cities near Cleveland, OK with the most Progressive Insurance job openings:
Infographic showing various Progressive Insurance job openings in Cleveland, OK as of July 2026, with employment types broken down into 1% As Needed, 66% Full Time, 28% Part Time, and 5% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $55,046 per year, or $26.5 per hour.
Insurance Agent

Insurance Agent

Shelter Insurance

Cleveland, OK • On-site

Full-time

Posted 18 days ago


Shelter Insurance rating

6.8

Company rating: 6.8 out of 10

Based on 20 frontline employees who took The Breakroom Quiz

255th of 298 rated insurance


Job description

A company built to serve you. It's your career, Shelter it!

We are seeking an exceptional entrepreneur to make a difference in Cleveland, OK and become our newest Shelter Insurance Agent.
Do you have a desire to meet new people, develop new contacts, and become known in your community?
Are you passionate about serving your community?
Do you want to grow your sales, business, and networking skills to new heights?
Would you like to do what you love and love what you do?
Do you have a desire to control your own income?
Have you wanted to start you own business but extreme start-up costs stopped you in your tracks?
If you answered "yes" to these questions, then you owe it to yourself to learn more about becoming a Shelter Insurance Agent.
At Shelter, we do not require a previous background in the insurance industry. While the experience is a plus, it is far from a necessity. Around half of our new Shelter Agents have never worked in insurance; our agents have backgrounds ranging from real estate and retail sales to education and coaching.
What is required? A motivated attitude, an entrepreneurial spirit, and skilled capacity for effectively communicating with clients in a sales atmosphere.
While some sales experience & a degree with general business courses is helpful, our mix of in-house and virtual new agent training schools, paired with continuing industry education courses, helps you build the foundation necessary to launch your agency.
At Shelter we do not require prospective agents to have capital/assets on hand to be considered for an agency. We do not "sell" agencies and Shelter does not "loan" money to agents to begin their business. We provide the opportunity. The only expectations are that you meet sufficient sales requirements and core business proficiencies. If you are no longer a Shelter agent for any reason, your financial responsibilities are limited to any unsatisfied bills owed through your departure. This could include advertising contracts, telephone bills, and utilities.
A true business owner's mindset is required to succeed! While developing prospects and selling Shelter products in your agency will be your main focus, you may also have the opportunity to bring on staff to help you perform general administrative duties and improve your sales.
If you possess a strong desire to be a business owner, a vigorous passion for helping people, and a desire to work for a company that strives to be a leader in its communities, then take the first steps to explore a partnership with Shelter Insurance Companies. Shelter has one of the top new-agent programs in the entire insurance industry, and if you are committed to hard work, we can help you launch your insurance sales career.

Shelter Agents receive a tremendous amount of support as they build their business:

  • Support to Launch Your Career
  • Unlimited New Commissions
  • Lucrative Bonus & Incentive Opportunities
  • Exceptional Contract Benefits
  • Professional Sales Training
  • Subsidies & Office Staff Reimbursement, if applicable
  • Computer & Technology Support

Shelter has a purpose driven culture that centers on:

  • Being a Leader in and Giving Back to Our Communities
  • Diversity & Inclusion
  • Financial Strength & Stability

Our agents are achieving an unprecedented level of personal growth, career fulfillment and financial success. Take the first step towards operating your own Shelter Insurance Agency today!

Applicants must be eligible to work in the United States. No relocation compensation.

If interested, please apply by:


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