Cheryll Bossingham

Cheryll Bossingham

Director, CPA

Cheryll has over 21 years of public accounting experience, exclusively serving clients in the insurance industry.


She currently manages the outsourced financial department for two insurance companies from our firm. In addition, her experience includes audit, tax return preparation, compilation and regulatory filing, consulting, and training both internal staff and external parties on audit and accounting procedures and pronouncements. She has experience with both statutory and GAAP engagements with a focus on property & casualty insurers.


Making connections and building strong relationships is important to Cheryll. As the Chair of Human Resources committee and a recruiter for the firm, she can put this passion into practice. Meeting new people, visiting & presenting on campuses, and conducting interviews is rewarding to her.


Cheryll has a passion for learning and professional growth, not only for herself but also helping others work toward meeting their full potential. She believes there is always room for improvement no matter how much expertise you have. She leads Strohm Ballweg’s training operations and has implemented the SB Academy, which is a training program tailored to our employees focused on both technical and professional development.


What is your favorite quote?
“Change the way you see things and the things you see will change.” Wayne Dyer


What do you like to do in your free time?
Reading, yoga & meditation, walking my dogs, movie nights with my family, decorating, and a good house project. I love how a fresh coat of paint can change any room-I also enjoy the labor of doing it myself.


If you were not an accountant, what would you be?
Probably a home remodeler and decorator. I believe a home should reflect your true nature, that way you will enjoy living in it every day. Thank goodness my husband is on board with the numerous home makeovers we have completed over the years.

  • Bachelor of Business Administration in Accounting, University of Wisconsin – Whitewater
  • Master of Business Administration, University of Wisconsin – Whitewater
  • Wisconsin Institute of Certified Public Accountants (WICPA)