About our Employee Benefit Services in MN | Cleveland Company in MN

About Cleveland Company

Benefit Solutions That People Understand

Our Mission & Vision


The Cleveland Company has been an industry leader in the Twin Cities for over 25 years. Our mission is TCC: “Total Customer Care” – taking exceptional care of our clients and their employees via affordable, comprehensive benefit plans, that people understand.

As our client, you have our undivided attention, respect and understanding. As a premier company providing employee benefit services in Minnesota, we listen carefully to your specific needs and requirements in order to develop insurance solutions with a level of care and coverage difficult to find anywhere else. We strive to graduate to “Trusted Advisor” status with our clients as we nurture long term relationships.

Built on a foundation of honesty, integrity, trust and creativity, we work as a team to develop exceptional programs that our clients rely on to grow and succeed in today’s ever-changing market.

With The Cleveland Company’s partnerships and licensed, professional staff, plus a thorough understanding of your insurance needs, we endeavor to exceed your expectations.

ClevelandBuildingAddress & Location

7900 International Dr. #990
Bloomington, MN 55425
Office: 952-562-9400 | Fax: 952.945.4210


Individual Contact Information


John Cleveland, Partner

Michelle Maher, Partner

Karwyn Meyer, Director of Client Services

Nancy Stone, Account Manager

Tony Cleveland, Employee Benefits Advisor


Janet Walker, Individual Plan Sales

Herbert Roldan, Sales Support

Linda Lucke, Accounting

Steve Maher, Employee Benefits Advisor

Mary Capra, Account Service Representative


Meet Our Team


DSC_5710John Cleveland, CLU, Partner, cofounded The Cleveland Company in 1988. John grew up in Burnsville.  He earned his Bachelor of Science Business Degree at the University of Minnesota and earned his Chartered Life Underwriters Degree from the American College.  He has served on many non-profit boards through the years and is currently enrolled in the Institute for Diaconate Formation at the University of St. Thomas St. Paul Seminary.

More about John...
He began his career right out of college as a life insurance agent for Lincoln National.  Several years into his career he began focusing solely on employee benefits.  After working with Alexander and Alexander and a Wayzata Financial Planning Firm, in 1988 John along with his father, formed The Cleveland Company.  Since then the firm has grown to several hundred clients and is managed and served by 11 committed employees. From his life insurance and financial planning background, as well as his extensive employee benefit background, John believes that the most important part of employee benefits is the careful design and effective communication so as to mitigate the financial exposure of everyday families, while being financially affordable to the employers.  Compliance and Human Resources Support are also critical in this highly regulated industry.

John lives in Victoria with his wife.  His 3 children and 9 grandchildren all live nearby.  In his spare time, you may find him on skis, a bicycle, a windsurfing board, or a sailboat.  He is also known to swing a golf club every now and then.



DSC_5708Michelle Maher, FLMI, Partner, grew up in the Twin Cities area. She graduated from the University of St. Thomas with double majors in Accounting and Financial Management and spent the first 12 years of her career working for a small life insurance company‘s Home Office as a Business & Systems Analyst.

More about Michelle...
Michelle made the transition to Employee Benefits in 1996 and as a partner of the firm, Michelle collaborates with our clients to help them and their employees financially thrive. Ms. Maher’s passion is  creating fiscally responsible, affordable benefits programs that attract and retain quality employees while helping companies strike a balance between offering employees’ quality benefit programs and efficiently and effectively utilizing the companies benefit dollars.

Ms. Maher is a recognized success for providing employee benefits solutions and is acknowledged in 2010, 2011 and 2012 as a Twin Cities Business Magazine Five Star Health Insurance Professional for overall customer satisfaction.

Michelle and her husband live in Burnsville, and have two adult children. In her spare time, Michelle enjoys reading, golf, walking and watching baseball.




DSC_5655Janet Walker, Individual Plan Sales. A native of North Eastern Ohio, Janet Walker attended Houghton College, in Houghton NY for 3 years and then completed her BA in French from Otterbein College, in Westerville, Ohio. She holds a MA in Educational Ministries from Wheaton College, Wheaton, IL.

More about Janet...
Ms Walker joined Cleveland Company in 1989 and was issued her Insurance licenses in 1990.  Her primary focus at The Cleveland Company is sales and servicing the health insurance needs of individuals with an emphasis on the Senior market. Janet says “It’s a pleasure to work with the much older Medicare clients – they are very sweet people.”

A creative problem-solver, Janet loves the process of identifying the needs of clients and then looking for solutions. She appreciates the positive environment and integrity, ethics and values of the people at the Cleveland Company.

Known in the office as the “Plant Whisperer” Ms. Walker has poinsettia plants that are still thriving from 8 seasons ago!




DSC_5642Steve Maher, Employee Benefits Advisor, grew up in Burnsville, MN and joined The Cleveland Company in 2015. He is in charge of new business development and works with companies to find the best benefit programs at the best possible price.

More about Steve...
Mr. Maher graduated from the University of St Thomas with a degree in Communications and Journalism. A movie buff, he enjoys all genres of movies especially comedy and dramas. Steve knew from an early age he was a sports nerd. He plays baseball and enjoys running. On any given Sunday you can find him either playing or watching golf.




Tony Cleveland, Employee Benefits Advisor. A native of Shorewood, Minnesota, Tony Cleveland attended St. Mary’s University in Winona, MN, studying Elementary Education.  He taught at the elementary level for 5 years and joined the Cleveland Company full time in 2016. Tony likes educating people about insurance benefit programs and taking exceptional care of clients and their employees via affordable, comprehensive benefit plans. More about Tony...

Tony enjoys spending time with his family and is married with 2 children, plus one expected in December 2016.

A sports fan, Tony is wild about the MN WILD and the MN TWINS. In the summer, you can find him boating on one of Minnesota 11, 842 lakes.



DSC_5714Karwyn Meyer, Director of Client Services, joined the Cleveland Company in 1996. A native of a small town in Wisconsin, Karwyn Meyer holds a B.A. Psychology from Metropolitan University, a mini-MBA in Non-profit Management from The University of St. Thomas and has achieved a Group Benefits Associate (GBA) degree while working towards a Certified Employee Benefits designation at the Wharton College of Business.

More about Karwyn...
Ms. Meyer’s responsibilities include account management, solving client’s problems, plus general office management. When you call the office at 7 AM, Karwyn is most likely the person you’ll speak with.

Ms. Meyer volunteers for The Crisis Connection, and the Special Olympics.  In her spare time Karwyn gardens, visits antique shops hunting for collectible board games, and enjoys hiking. She has hiked throughout Europe and her ambition is to travel and hike in all 50 states.



DSC_5645Herbert Roldan, Sales Support, grew up in Guatemala City, Guatemala. Fluent in English and Spanish, he met his wife on a mission trip and moved to Minnesota in 2012.

Mr. Roldan has over 7 years of experience in customer and technical support and has been working in the insurance industry for two years. He loves that he can help people, especially the Hispanic and Latino population, understand and learn about insurance.

More about Herbert...
Herbert is married with two children and often plays tea parties with his daughter. Additional spare time activities include grilling and watching lots of soccer games on the weekends.

His perfect day includes spending time with family and friends on a white sand beach, feeling a nice warm breeze and a coconut beverage in his hand.


DSC_5646Nancy StoneAccount Manager, grew up in Minnesota and Wisconsin and attended St. Cloud Business College. She considers most of her education to have been received during her 30 years in the insurance industry. As an Account Manager with The Cleveland Company, Ms. Stone enjoys her interaction with the clients, and particularly loves educating clients on the administration of the benefit plans, working through renewals and determining the best plan designs and benefits for their employees.

More about Nancy...
She thrives on working with a client or employee and achieving a positive outcome!

Nancy volunteers at Little Hospice in Edina, MN three to four times a month, plays the piano, and loves landscaping and gardening. She also enjoys traveling to Florida to visit her daughter and five grandchildren.



DSC_5639Mary Capra, Account Service Representative. A native of Edina, Minnesota,  Mary attended Mankato State University and has worked in different facets of the insurance industry for the last 40 years.  Ms., Capra joined The Cleveland Company in 2014. Cleveland Company’s all around admin person, you’ll find Mary creating proposals, maintaining the database and working with group clients.

More about Mary...
She is married to her wonderful husband, Bob, and has 3 grown boys:  Brian, Eric, and Andrew and 1 step daughter, Tara.  Bob and Mary have 6 grandchildren, 3 boys and 3 girls.

Mary loves to travel frequently visiting family in Nevada and Arizona, and travels with friends to Mexico annually. Mary stays active by working out several times a week and loves all sports. Her biggest passion in life is her children and grandchildren and she says they make her smile every day.



Linda C. Lucke, Accounting Guru, holds a BA in Business Finance with a minor in Economics from University of St. Thomas in St. Paul.

She has been with Cleveland Co. since July 2007 in a PT capacity and appreciates her bosses, co-workers, and the great environment at the Cleveland Company.

In Linda’s spare time she enjoys time with her husband Mark & her grown children, attending Twins & Wild games, walks with her dogs, spending time with friends, and reading.


Group Activities


The Cleveland Company takes pride in contributing to the community. Annually the team volunteers for the non-profit organization, Feed My Starving Children, hand-packing meals specifically formulated for malnourished children, which are then shipped and distributed to the needy in over 70 countries.

We encourage individual volunteer efforts as well, and some of our team recently walked to raise awareness and funds for Neurofibromatosis (NF).

Our team chose this cause as one of our employees has a family member who suffers from NF. Stone is an active 6th grader who was diagnosed with NF at 6 months of age. He’s endured many MRI’s and pain in his young life.


NF is a genetic disorder that causes tumors to form on nerve tissue. These tumors can develop anywhere in the nervous system, including the brain, spinal cord and nerves. Neurofibromatosis is usually diagnosed in childhood or early adulthood.

It’s a pleasure and a privilege to contribute to the NF Upper Midwest organization and to do what we can.



murder mystery

Due to the demands of our business and clients open enrollment periods, the Cleveland Company forgoes an annual holiday party. Instead we celebrate in spring with a fun get together. In 2016, we had a Murder Mystery party: Murder at the Deadwood Saloon with John Cleveland playing Harry High Stakes, the Saloon owner.

Hilarity ensued as we all tried to guess who-done-it and out-do each other with our old west costumes.