Wednesday, April 29, 2026
  • Contact Us
  • Advertise
  • Privacy Policy
  • Terms of Use
  • Members
  • Sign in
  • Login
Westfair Communications
  • HOME
    • WESTCHESTER
    • FAIRFIELD
  • E-EDITIONS
    • Business Journal
    • 250 Years of Business & Commerce in America
    • Podcasts
  • MEMBERS
  • BUSINESS LISTS
  • INDUSTRIES
    • Economic Development
    • Real Estate
    • Hudson Valley
    • Courts
    • Banking & Finance
    • Construction
    • Economy
    • Education
    • Health Care
    • Food & Beverage
    • Government
    • Mergers & Acquisitions
    • Nonprofits
    • Retail
    • Technology
    • Home & Design
    • Health & Fitness
    • Travel
    • Lifestyle
  • SMALL BUSINESS
    • Small Business
    • Food & Restaurants
  • EVENTS
    • 2026 40 Under Forty
    • 2026 Doctors of Distinction
    • 2026 C-Suite Awards
    • 2026 Women Innovators
    • 2026 Millennial & Gen Z
    • 2026 Hispanic Innovators
    • Events Calendar
    • Past Events
      • 2026
        • 2026 Real Estate
        • 2026 Women in Power
      • 2025
        • 2025 Hispanic Innovators
        • 2025 Doctors of Distinction
        • 2025 C-Suite Awards
        • 2025 Women Innovators
        • 2025 40 Under Forty
        • 2025 Millennial & Gen Z
        • 2025 Real Estate
      • 2024
        • 2024 Doctors of Distinction
        • 2024 Women Innovators
        • 2024 40 Under 40
        • 2024 Real Estate
        • 2024 Women In Power
      • 2023
        • 2023 Women In Power
        • Milli + Genz
        • Women Innovators
        • Forty Under 40
        • Doctors of Distinction
        • Real Estate
      • 2022
        • 2022 Millennial + GenZ Awards
        • 2022 C-Suite Awards
        • 2022 Doctors of Distinction
        • 2022 THE FUTURE OF REAL ESTATE
        • 2022 FORTY UNDER 40
      • 2021
        • 2021 FORTY UNDER 40 VIRTUAL EVENT
        • 2021 TOP WEALTH ADVISORS Virtual Event
        • 2021 Milli + GenZ Awards
        • 2021 C-SUITE
        • 2021 DOCTORS OF DISTINCTION
  • GOOD THINGS
  • VIDEOS
    • Our Starting Lineup
    • News Videos
  • PARTNERS
  • ADVERTISE
  • SUBSCRIBEACT NOW
    • NEWSLETTERS
    • DIGITAL ACCESS
No Result
View All Result
  • HOME
    • WESTCHESTER
    • FAIRFIELD
  • E-EDITIONS
    • Business Journal
    • 250 Years of Business & Commerce in America
    • Podcasts
  • MEMBERS
  • BUSINESS LISTS
  • INDUSTRIES
    • Economic Development
    • Real Estate
    • Hudson Valley
    • Courts
    • Banking & Finance
    • Construction
    • Economy
    • Education
    • Health Care
    • Food & Beverage
    • Government
    • Mergers & Acquisitions
    • Nonprofits
    • Retail
    • Technology
    • Home & Design
    • Health & Fitness
    • Travel
    • Lifestyle
  • SMALL BUSINESS
    • Small Business
    • Food & Restaurants
  • EVENTS
    • 2026 40 Under Forty
    • 2026 Doctors of Distinction
    • 2026 C-Suite Awards
    • 2026 Women Innovators
    • 2026 Millennial & Gen Z
    • 2026 Hispanic Innovators
    • Events Calendar
    • Past Events
      • 2026
        • 2026 Real Estate
        • 2026 Women in Power
      • 2025
        • 2025 Hispanic Innovators
        • 2025 Doctors of Distinction
        • 2025 C-Suite Awards
        • 2025 Women Innovators
        • 2025 40 Under Forty
        • 2025 Millennial & Gen Z
        • 2025 Real Estate
      • 2024
        • 2024 Doctors of Distinction
        • 2024 Women Innovators
        • 2024 40 Under 40
        • 2024 Real Estate
        • 2024 Women In Power
      • 2023
        • 2023 Women In Power
        • Milli + Genz
        • Women Innovators
        • Forty Under 40
        • Doctors of Distinction
        • Real Estate
      • 2022
        • 2022 Millennial + GenZ Awards
        • 2022 C-Suite Awards
        • 2022 Doctors of Distinction
        • 2022 THE FUTURE OF REAL ESTATE
        • 2022 FORTY UNDER 40
      • 2021
        • 2021 FORTY UNDER 40 VIRTUAL EVENT
        • 2021 TOP WEALTH ADVISORS Virtual Event
        • 2021 Milli + GenZ Awards
        • 2021 C-SUITE
        • 2021 DOCTORS OF DISTINCTION
  • GOOD THINGS
  • VIDEOS
    • Our Starting Lineup
    • News Videos
  • PARTNERS
  • ADVERTISE
  • SUBSCRIBEACT NOW
    • NEWSLETTERS
    • DIGITAL ACCESS
No Result
View All Result
Westfair Communications
No Result
View All Result
Home Courts

IRS probes Poughkeepsie medical practice use of ‘dirty dozen’ tax technique

Bill Heltzel by Bill Heltzel
December 1, 2022
0
Share on LinkedInShare on FacebookShare on Twitter

The IRS is investigating a Poughkeepsie medical practice for possible abuse of an insurance program the agency characterizes as one of the perennial “dirty dozen” tax scams.

U.S. Attorney Damian Williams petitioned federal court in White Plains on Nov. 28 to compel Howard Jay Kaplan MD P.C. to produce records and testify about its insurance.

“The testimony and documents sought,” the petition states, “can reasonably be expected to cast light upon the subject of the IRS investigation.”

Dr. Howard J. Kaplan, an ophthalmologist who founded the medical practice in 1997, said in an email that he believes the petition may have been filed in error,  because “I responded to the IRS request for records immediately with no follow up request for clarification or further documentation.”

“It is my understanding that the primary case has since been closed by the government, with the primary issue favorably determined.  My attorney will be contacting the government with the hope of putting this matter to rest without further ado.”

Dr. Kaplan operates the medical practice as Hudson Retina. Besides the main office in Poughkeepsie, Hudson Retina has offices in Carmel, Fishkill and Kingston.

For several years the IRS has been investigating captive insurance, where a business or group of businesses form, own and control an insurance company as a wholly owned subsidiary.

Captive insurance is a type of self-insurance that can provide legitimate lower costs and better risk management to the parent company, as well as significant tax advantages.

The insurance companies are often based in offshore tax havens such as Bermuda or the Cayman Islands, where they can avoid taxes. Meanwhile, the parent companies deduct the insurance premiums on their tax returns to offset their income.

It’s the taxing techniques that have landed captive insurance on the IRS’s annual “Dirty Dozen” list of “potentially abusive arrangements that taxpayers should avoid.”

The IRS concern is that the insurance can be designed to cover implausible risks, according to a June 2022 IRS announcement. The price of premiums can be inflated — thus increasing the deduction for the parent company. Or the insurance entity simply lacks a legitimate business purpose.

The IRS announced in April 2021 that it was stepping up examinations of captive insurance programs, after U.S. Tax Court ruled that an Arizona construction company’s insurance business did not qualify as insurance for federal taxes.

In September 2021, the IRS issued two summonses to the Kaplan medical practice, to testify and produce records on its tax liabilities for 2018 and 2019.

The IRS wanted all documents about the insurance policies, premiums and payments, for example. It demanded the general ledger, a financial statement, corporate minutes, the names of all owners and officers, and more.

The summonses were handed to Dr. Kaplan on Sept. 10, according to the petition. They set an Oct. 12 deadline to appear at the IRS office in Poughkeepsie, a half-mile from Hudson Retina’s main office.

On Oct. 12, no one showed up for the IRS examination.

The IRS petition and summonses do not state the value of the tax deductions at issue, or cite evidence that the medical practice abused a captive insurance arrangement.

The government is asking the court to direct the Kaplan medical practice to produce the requested records and to appear before a revenue officer “at the time and place designated by the IRS, for the purpose of giving testimony.”

This page is available to subscribers. Click here to sign in or get access.

Previous Post

U.S. and world news for Dec. 1

Next Post

Opinion: The importance of increasing LGBTQ homeownership

Related Posts

Bedford Post Inn accuses chef of cybersquatting
Courts

Bedford Post Inn accuses chef of cybersquatting

April 29, 2026
HV schools awarded $20M+ for clean energy upgrades
Construction

HV schools awarded $20M+ for clean energy upgrades

April 29, 2026
State infusion of $50.5M ignites New Haven Innovation Cluster program
budget

Gov. Lamont releases $270M to schools, municipalities

April 29, 2026
Next Post

Opinion: The importance of increasing LGBTQ homeownership

Subscribe to our newsletter

Lifestyle

  • Exclusives
  • Good Things Happening
  • Food & Restaurants
  • Travel
  • Health & Fitness
  • Home & Design

World News

CNN WIRE — Justice Sotomayor plans to remain on Supreme Court: VIDEO
World News

U.S. and world news for April 29

by Peter Katz
April 29, 2026
0

Trump administration launches new attack on free speech The Trump administration’s Federal Communications Commission is challenging the right of ABC...

U.S. and world news for Sept. 25

CNN WIRE — Comey indicted over alleged ‘threat’ against Trump: VIDEO

April 28, 2026
U.S. and world news for April 28

U.S. and world news for April 28

April 28, 2026
U.S. and world news for Nov. 6

CNN WIRE — shooting suspect charged with attempting to assassinate the president

April 27, 2026
U.S. and world news for April 27

U.S. and world news for April 27

April 27, 2026
U.S. and world news for Nov. 6

Shooting and chaos at White House Correspondents’ Association Dinner: VIDEO

April 26, 2026
No Result
View All Result

Latest News

Bedford Post Inn accuses chef of cybersquatting
Courts

Bedford Post Inn accuses chef of cybersquatting

by Bill Heltzel
April 29, 2026
0

Spruance "continues to engage in unlawful and infringing activities that divert customers and potential customers to (her)...

HV schools awarded $20M+ for clean energy upgrades

HV schools awarded $20M+ for clean energy upgrades

April 29, 2026
State infusion of $50.5M ignites New Haven Innovation Cluster program

Gov. Lamont releases $270M to schools, municipalities

April 29, 2026
Bridgeport’s Downtown Cabaret Theatre to close after 50 years

Bridgeport’s Downtown Cabaret Theatre to close after 50 years

April 29, 2026
CNN WIRE — Justice Sotomayor plans to remain on Supreme Court: VIDEO

U.S. and world news for April 29

April 29, 2026
Logo Westfair Business Journal

Latest News

Bedford Post Inn accuses chef of cybersquatting

HV schools awarded $20M+ for clean energy upgrades

Gov. Lamont releases $270M to schools, municipalities

  • About Us
  • Contact Us
  • Advertise
  • Privacy Policy
  • Terms of Use
  • Sign in

Trending Westchester

Subscribe to our newsletter

© 2024 Westfair Business Publications. All rights reserved. Westfair Communications (Westfair), a privately held publishing firm based in Mount Kisco, N.Y., publishes the Westchester County Business Journal in New York state and the Fairfield County Business Journal in Connecticut.

Welcome Back!

Login to your account below

Forgotten Password?

Retrieve your password

Please enter your username or email address to reset your password.

Log In
No Result
View All Result
  • HOME
    • WESTCHESTER
    • FAIRFIELD
  • E-EDITIONS
    • Business Journal
    • 250 Years of Business & Commerce in America
    • Podcasts
  • MEMBERS
  • BUSINESS LISTS
  • INDUSTRIES
    • Economic Development
    • Real Estate
    • Hudson Valley
    • Courts
    • Banking & Finance
    • Construction
    • Economy
    • Education
    • Health Care
    • Food & Beverage
    • Government
    • Mergers & Acquisitions
    • Nonprofits
    • Retail
    • Technology
    • Home & Design
    • Health & Fitness
    • Travel
    • Lifestyle
  • SMALL BUSINESS
    • Small Business
    • Food & Restaurants
  • EVENTS
    • 2026 40 Under Forty
    • 2026 Doctors of Distinction
    • 2026 C-Suite Awards
    • 2026 Women Innovators
    • 2026 Millennial & Gen Z
    • 2026 Hispanic Innovators
    • Events Calendar
    • Past Events
      • 2026
      • 2025
      • 2024
      • 2023
      • 2022
      • 2021
  • GOOD THINGS
  • VIDEOS
    • Our Starting Lineup
    • News Videos
  • PARTNERS
  • ADVERTISE
  • SUBSCRIBE
    • NEWSLETTERS
    • DIGITAL ACCESS

© 2024 Westfair Business Publications. All rights reserved. Westfair Communications (Westfair), a privately held publishing firm based in Mount Kisco, N.Y., publishes the Westchester County Business Journal in New York state and the Fairfield County Business Journal in Connecticut.