Alan Fine, CPA, JD


You can never stop learning.

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Meet Alan

Alan has more than 24 years of tax experience and has worked closely with insurance companies for 22 years. He specializes in the taxation of insurance companies and is responsible for serving insurers writing fidelity, personal and commercial lines; medical and life insurance; and other professional malpractice coverage.

His areas of specialty include consulting and compliance tax services, captive insurance services and structuring and review of complex GAAP and statutory accounting tax provisions. Alan has authored a number of pieces on issues involving insurance tax and captive insurance companies. He regularly consults with insurance companies in tax planning and minimization, and he represents clients on tax issues before the Internal Revenue Service and state and local authorities.

Prior to joining Armanino, Alan was a partner in the Tax practice at Brown Smith Wallace, where he also led the Insurance industry group. Alan received his B.S. in accounting from Indiana University – Bloomington and holds a J.D. from the St. Louis University School of Law.

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Professional History


  • American Institute of Certified Public Accountants (AICPA)
  • Missouri Society of Certified Public Accountants (MOCPA)
  • Missouri Bar Association
  • Missouri Captive Association


  • Missouri Captive Insurance Association - President
  • Congregation B'nai Amoona - Board of Trustees, Executive Committee, Finance Committee
  • Gateway Chapter of the National Multiple Sclerosis Society - Finance Committee
  • Jewish Community Insurance Pool Administrative Committee - Member


  • St. Louis University School of Law
  • Indiana University - Bloomington


  • Brown Smith Wallace LLP
  • PricewaterhouseCoopers

Speaking Engagements

  • Self-Insurance Institute of America's (SIIA's) Educational Conference & Expo, Austin, 2018 - Tax Law Developments Affecting Middle Market Captives
  • Western Region Captive Insurance Conference, St. Louis, 2018 - Micro-Captive Operations in the Aftermath of the Avrahami Case
  • Tennessee Captive Insurance Association (TCIA), 10th Annual Conference, December 13-15, 2021


Q. What is it about accounting and consulting that first drew your interest?
I come from a family of CPAs and found it was a good career trajectory. I always wanted to go to law school, but I realized that coming out of law school, it would take me years to get the experience I needed, whereas in accounting, you get more hands-on experience from the start. Now I am able to utilize both of my degrees in law and accounting to help bring solutions to clients.
Q. Make a prediction; describe your vision of the future of the general business environment for your area of expertise or the industries you serve.
The pace of change is only going to increase in the future. As a result of that, you can never stop learning. Flexibility, as well as continued learning and development, are critical success factors.
Q. What law or regulation in the accounting industry would you like to see changed?
There is a law that provides small insurance companies the opportunity to elect to be taxed solely on their investment income. It was signed into law knowing that captive insurance companies availed themselves of this election. Nevertheless, the IRS has essentially refused to acknowledge the legitimacy of this election, which I would like to see changed. This statute helps make captive insurance companies available in the middle market space; after COVID-19 arrived, we have seen how critically important that is.
Q. Please tell us one fun fact about yourself.
Up until recently, my wife, children and I lived in the same subdivision where I grew up. My daughter went to the same elementary, middle and high school I did, and recently graduated from the college that I went to.
Q. Describe your work style.
I prefer to be collaborative. I never wanted to work in isolation. It’s about working with people, developing people and learning from them. That’s what makes this fun. Seeing people progress in their careers is incredibly rewarding.
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Industries Served
Alan's Thought Leadership
Blog articles
FASB ASC 606 has broad changes for how many industries will account for their revenues in their financial statements.

March 06, 2019