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Progressive Insurance Jobs in Kalamazoo, MI (NOW HIRING)

Becoming an independent insurance agent with HealthMarkets is an opportunity unlike any other. HealthMarkets offers agents the resources and support they need to grow their businesses and succeed in ...

RN Regional Flex PCU

Climax, MI · On-site

$1.9K - $2.6K/wk

Progressive Care Unit (PCU) Float Nurse The Flex Program is comprised of nurses within our system ... Optional identity theft protection, home and auto insurance * Traditional and Roth retirement ...

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

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Progressive Insurance information

See Kalamazoo, MI salary details

$29.2K

$62.1K

$78.3K

How much do progressive insurance jobs pay per year?

As of Aug 24, 2026, the average yearly pay for progressive insurance in Kalamazoo, MI is $62,122.00, according to ZipRecruiter salary data. Most workers in this role earn between $56,600.00 and $70,800.00 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 cities near Kalamazoo, MI are hiring for Progressive Insurance jobs?

Cities near Kalamazoo, MI with the most Progressive Insurance job openings:

Infographic showing various Progressive Insurance job openings in Kalamazoo, MI as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 24% Part Time, and 5% Contract. Highlights an 87% Physical, 1% Hybrid, and 12% Remote job distribution, with an average salary of $62,122 per year, or $29.9 per hour.

Insurance Agent in Training - Farmers Insurance

Farmers Insurance

Plainwell, MI • On-site

$55K - $85K/yr

Full-time

Medical, Life, PTO

Posted 17 days ago


Farmers Insurance rating

7.5

Company rating: 7.5 out of 10

Based on 339 frontline employees who took The Breakroom Quiz

225th of 311 rated insurance


Job description

Insurance Agent in Training- Farmers Insurance | Ashley Waite Agency
Build a Sales Career with Long-Term Growth
The Ashley Waite Agency is looking for a motivated, relationship-focused Insurance Agent in Training to join our Farmers Insurance team.
This role is a strong fit for someone who enjoys talking with people, working toward goals, and helping clients make informed decisions about their coverage. Whether you already have insurance experience or are bringing transferable skills from another sales or customer-facing position, you'll receive the training, coaching, and support needed to succeed.
About the Ashley Waite Agency
At the Ashley Waite Agency, we believe that strong client relationships and a strong team go hand in hand. We provide a supportive environment where employees receive hands-on mentorship, ongoing development, and recognition for their contributions.
You'll have the opportunity to strengthen your sales skills, increase your earning potential, and pursue long-term advancement within the insurance industry, including leadership and potential agency ownership.
What You'll Do
As an Insurance Agent in Training, you will:
  • Build relationships with prospective clients through lead follow-up, referrals, networking, and outbound outreach
  • Consult with clients to understand their needs and recommend personalized insurance solutions
  • Educate customers on Auto, Home, Life, Business, and Specialty insurance products
  • Sell and cross-sell coverage while identifying opportunities to better protect each client
  • Develop long-term relationships through proactive service, follow-up, and policy reviews
  • Work toward individual and agency sales goals
  • Maintain accurate lead and client information using agency CRM systems
  • Stay current on Farmers products, licensing requirements, and industry guidelines
  • Participate in team meetings, sales training, and agency growth initiatives
What We're Looking For
  • Sales, customer service, or insurance experience preferred
  • Strong communication and relationship-building skills
  • Confidence making outbound calls and guiding clients through purchasing decisions
  • Self-motivated, organized, and comfortable working toward measurable goals
  • Coachable and receptive to feedback
  • Property & Casualty and/or Life & Health license preferred, or willingness to obtain
  • Bilingual candidates are encouraged to apply
Why Join the Ashley Waite Agency?
  • Competitive base salary plus uncapped commission potential
  • Performance bonuses and sales incentives
  • Paid training and ongoing professional development
  • Hands-on mentorship from an experienced agency team
  • Clear opportunities for advancement, including leadership and potential agency ownership
  • Flexible scheduling and potential hybrid opportunities, based on agency needs
  • Health insurance support options, depending on agency offerings
  • Paid time off, holidays, and milestone recognition
  • The tools, resources, and reputation of the Farmers Insurance brand
Take the Next Step
This is an opportunity to build a long-term career where your effort is recognized, your growth is supported, and your earning potential is tied to your performance.
If you're motivated, coachable, and ready to help clients protect what matters most, we'd love to meet you.
Apply today to begin your career with the Ashley Waite Agency and Farmers Insurance.

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