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Lemonade Insurance Jobs in Illinois (NOW HIRING)

... lemonade, coffee, milkshakes, etc.) Job Requirements - Willing and able to work a minimum of 3 ... insurance for full-time team members - Opportunity for raises every 6 months - Team members over 21 ...

... lemonade, coffee, milkshakes, etc.) Job Requirements - Willing and able to work a minimum of 3 ... insurance for full-time team members - Opportunity for raises every 6 months - Team members over 21 ...

... Lemonade. It may not be the easy way, but it's the only way we know. Benefits * Flexible schedule * Health insurance * Dental insurance * Vision insurance * Paid time off * 401(k) matching * Paid ...

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Showing results 1-20

Lemonade Insurance information

See Illinois salary details

$30K

$63.8K

$80.4K

How much do lemonade insurance jobs pay per year?

As of Aug 15, 2026, the average yearly pay for lemonade insurance in Illinois is $63,809.00, according to ZipRecruiter salary data. Most workers in this role earn between $58,100.00 and $72,700.00 per year, depending on experience, location, and employer.

What is a Lemonade Insurance?

A Lemonade Insurance job typically involves working for Lemonade, a tech-driven insurance company that offers renters, homeowners, pet, and life insurance. Employees may work in various roles, such as customer experience, claims processing, underwriting, or engineering. The company emphasizes automation, artificial intelligence, and a customer-centric approach to simplify insurance processes. Jobs at Lemonade often involve using technology to streamline operations and enhance customer service.

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

To thrive at Lemonade Insurance, candidates typically need strong analytical skills, a background in insurance or finance, and a customer-focused mindset. Familiarity with digital claims platforms, CRM systems, and relevant insurance licensure are often required or highly valued. Excellent communication, problem-solving abilities, and a sense of empathy help professionals build trust with customers and collaborate effectively within teams. These competencies are crucial for providing seamless service, managing claims efficiently, and contributing to Lemonade's reputation for innovative, customer-centric insurance solutions.

Is Lemonade Insurance a good company to work for?

Lemonade Insurance is known for its innovative approach to insurance and a focus on technology-driven processes, including the use of AI and chatbots. Employees have reported a collaborative work environment and opportunities for growth, though experiences can vary by role and location.

What does a typical day look like for someone working at Lemonade Insurance?

At Lemonade Insurance, daily responsibilities often include assisting customers with policy questions, processing claims through the digital platform, and collaborating cross-functionally to resolve issues quickly. You may spend time reviewing client documentation, troubleshooting technical or account matters, and contributing to team meetings focused on improving service experience. The fast-paced, tech-driven environment emphasizes proactive communication and a willingness to adapt to new tools or processes. Employees frequently work together to innovate and streamline the insurance experience, making collaboration and initiative highly valued facets of the role.

What job categories do people searching Lemonade Insurance jobs in Illinois look for?

The top searched job categories for Lemonade Insurance jobs in Illinois are:

Infographic showing various Lemonade Insurance job openings in Illinois as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $63,809 per year, or $30.7 per hour.

Insurance Agent with Support

Northwestern Mutual - Chicagoland

Chicago, IL • On-site

$95K - $125K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 14 days ago


Northwestern Mutual rating

8.0

Company rating: 8.0 out of 10

Based on 74 frontline employees who took The Breakroom Quiz

164th of 308 rated insurance


Job description

Benefits:
  • Retirement
  • Bonus based on performance
  • Company parties
  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Opportunity for advancement
  • Training & development
  • Vision insurance

Seeking a Licensed Representative in Illinois:
Are you a seasoned insurance professional with a strong sense of mission and a drive to excel in your career? Do you thrive in challenging environments and strive for excellence both in your professional journey and in life? Northwestern Mutual - Chicagoland is looking to expand our team with licensed and experienced insurance agents who are eager to take their careers to the next level. We are a cohesive group of determined, ambitious professionals dedicated to making a meaningful impact in our clients' lives as we continue to grow across our network of thriving offices.
Join Us: Bringing Your Experience to the Next Level
We are actively seeking licensed and experienced insurance agents from all areas of the industry, including:
  • Life Insurance Specialists
  • Health Insurance Agents
  • Property and Casualty Insurance Experts
  • Financial Services (Wealth Manager, CFP, Advisor)
  • Annuities Advisors
  • Disability Insurance Agents
  • Long-Term Care Insurance Specialists
  • Commercial Insurance Professionals
  • Group Benefits Consultants
If you have experience in any of these areas, you’ll find an unparalleled opportunity to enhance your career by joining our team. Many of our representatives join us to provide their clients with a broader depth of service, integrating wealth management and financial services into their practice. Your expertise will be valued and utilized in ways that help you grow both professionally and personally.
Click here to learn more about our opportunities: https://www.youtube.com/watch?v=T48gVhBiU9k
A Glance at Northwestern Mutual (NM):
Northwestern Mutual is a FORTUNE 500® company that provides a wide range of financial services to more than 5 million people. As a mutual company, we answer to our policyowners—not Wall Street. We began in Wisconsin in 1857, and today we’re one of America’s top companies - as was recognized by FORTUNE ® as one of the “World’s Most Admired” life insurance companies in 2024 - with a unique culture deeply dedicated to helping people achieve financial security.
Our Unique Angle: Meticulous Training and Development
We distinguish ourselves by prioritizing a meticulous focus on the process, ensuring sustainable business practices and a predictable high-activity approach, setting us apart from an industry often fixated on end results.
Meet Our Team:
Ryan Kramer – CLF®, ChFC®, CLU®, Managing Partner:
  • Time with NM: Joined Northwestern Mutual as a college intern in 1997 and became Managing Partner of Northwestern Mutual Chicagoland in 2015.
  • Prior Experience: Graduated from Illinois State University with a B.S. in Marketing and has held roles at every level of Northwestern Mutual’s leadership track, including Assistant Regional Director at the company’s Milwaukee headquarters.
  • Passionate About: Ryan lives in Elmhurst, Illinois, with his wife  and their three children. He enjoys family time, sports, and community involvement. Together, the Kramers support organizations such as Alex’s Lemonade Stand Foundation, Feed My Starving Children, Ronald McDonald House Charities, and Bear Necessities. Ryan is also active with the ISU Marketing Alumni Board, the Butterfield Country Club Finance Committee, and the Church of the Resurrection in Elmhurst.
Trent Mausser – CLU®, ChFC®, Managing Director:
  • Time with NM: Began his career as a College Financial Representative in 2001 while attending the University of Northern Iowa.
  • Prior Experience: Recognized nationally as a top college representative, Trent was featured in USA Today in 2001 and 2002. He became a full-time Financial Representative in 2002 and transitioned into leadership roles including College Unit Director, Field Director, and later Managing Director of the Chicago office.
  • Passionate About: Trent lives in Park Ridge, Illinois, with his wife and their three daughters. His family enjoys golf, boating, and travel, and actively supports organizations like Feed My Starving Children, Ronald McDonald House Charities, Bear Necessities, and Alex’s Lemonade Stand.
Kevin Pabst – ChFC®, Managing Director:
  • Time with NM: Started as a College Financial Representative in 2011 and now leads the Barrington Office.
  • Prior Experience: A Chicagoland native, Kevin grew up in Arlington Heights and earned his degree in Economics from Michigan State University, where he played club hockey. During his time in leadership with the Schaumburg District Office, the internship program was ranked among the top 10 in the Northwestern Mutual system three times.
  • Passionate About: Kevin and his wife, Kelly, live in Palatine, Illinois, with their two children. He enjoys family time, golf, and relaxing at his family’s lake house.
Scott Carr – CLU®, MSM, Managing Director:
  • Time with NM: Joined Northwestern Mutual as a college intern in 1984 and opened his own office in Schaumburg at age 24.
  • Prior Experience: A top 10 intern at Illinois State University, Scott ranked among the top new advisors nationally in 1986 and 1987. His office has consistently ranked among the top 10 in production for Northwestern Mutual.
  • Passionate About: Scott lives in the northwest suburbs with his wife, Gina. He enjoys golfing, traveling, and spending time with his family, including his two adult children, and grandchildren.
Jason Frano – Managing Director:
  • Time with NM: Joined Northwestern Mutual in 2014 and became Managing Director of the Naperville office in 2020.
  • Prior Experience: Before Northwestern Mutual, Jason worked in sales for Toyota Corporation. He was named “Rookie of the Year” in his first year and ranked among the top 50 new advisors nationwide. He later served as College Unit Director and Field Director before stepping into his current leadership role.
  • Passionate About: Jason lives in Lombard with his wife and their two sons. He enjoys running marathons, coaching his sons’ basketball and baseball teams, and spending time with family.
Tracey Daniels – Executive Director of Selection, Chicagoland
  • Time with NM: Began her Northwestern Mutual career as an Associate Financial Representative in 2012 and returned in 2023 as District Recruiter before advancing to her current role.
  • Prior Experience: Studied Communications with an emphasis in Public Relations at Michigan State University. Tracey leads selection and recruiting strategy across all offices, focusing on helping professionals build lasting, fulfilling careers.
  • Passionate About: Originally from Woodridge, IL, Tracey now resides in Shelby Township, MI, with her husband, daughter, and their dog, Bubba. A former figure skater, she enjoys giving back to the skating community, attending country concerts, and boating with her family.
What Our Representatives Value Most:
  • Potential for abundant, consistent, and predictable results.
  • A collaborative, high-support team environment, fostering growth and camaraderie.
  • Proven operational systems and cutting-edge technology for enhanced agent efficiency.
  • Achieving high performance while maintaining a great quality of life.
  • A company experiencing rapid growth, offering leadership opportunities for top performers.
Benefits:
  • Significant bonus opportunity commensurate with outcomes
  • Dental insurance
  • Health insurance
  • Life insurance
  • Retirement plan
  • Vision insurance
Licensing and Education Requirements:
  • Bachelor's Degree (preferred)
  • IL License or Ability to Reinstate/Obtain
Join us on this exciting journey, where we take insurance and financial services to a whole new level of excitement and fulfillment.
Northwestern Mutual is the marketing name for The Northwestern Mutual Life Insurance Company (NM) and its subsidiaries in Milwaukee, WI. Ryan Kramer is a General Agent of NM and not in legal partnership with NM, or its subsidiaries.

Flexible work from home options available.


What Northwestern Mutual employees say

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About Northwestern Mutual

Sourced by ZipRecruiter

Northwestern Mutual has been helping families and businesses achieve financial security for over 160 years through a distinctive planning approach that integrates risk management with wealth accumulation, preservation, and distribution. With more than $290 billion in assets, $30 billion in revenues and more than $1.9 trillion worth of life insurance protection in force, Northwestern Mutual delivers financial security to more than 4.6 million clients. People are the power behind Northwestern Mutual, and diversity makes us better. We are committed to reflecting and serving the marketplace. We do so by attracting and improving the engagement of those who bring their outstanding perspectives, ideas, and beliefs.

Industry

Finance and insurance

Company size

5,001 - 10,000 Employees

Headquarters location

Milwaukee, WI, US