James D. Sullivan & Colleen M. Sullivan

CourtUnited States Tax Court
DecidedFebruary 5, 2026
Docket15625-22
StatusUnpublished

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James D. Sullivan & Colleen M. Sullivan, (tax 2026).

Opinion

United States Tax Court

T.C. Memo. 2026-13

JAMES D. SULLIVAN AND COLLEEN M. SULLIVAN, Petitioners

v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

__________

Docket No. 15625-22. Filed February 5, 2026.

David A. Goldman, Daniel L. Cummings, and John. W Geismar, for petitioners.

Michael E. D’Anello, Heather H. Lee, John F. Patton, and April A. Weeks, for respondent.

MEMORANDUM FINDINGS OF FACT AND OPINION

JONES, Judge: Pursuant to section 6213(a), 1 petitioners, James and Colleen Sullivan, seek redetermination of deficiencies in federal income tax determined by the Internal Revenue Service for the 2017 through 2019 taxable years (years at issue). After concessions the issues that remain in dispute are whether (1) petitioners’ activities associated with Traders Abacus, LLC (Traders Abacus), including software development and home construction, for all years at issue were engaged in for profit under section 183, (2) petitioners’ activities associated with Leaf-Cutter, an assumed name for a purported mulching business, in tax year 2019 were engaged in for profit under section 183; and

1 Unless otherwise indicated, statutory references are to the Internal Revenue

Code, Title 26 U.S.C. (Code), in effect at all relevant times, regulatory references are to the Code of Federal Regulations, Title 26 (Treas. Reg.), in effect at all relevant times, and Rule references are to the Tax Court Rules of Practice and Procedure.

Served 02/05/26 2

[*2] (3) petitioners are liable for accuracy-related penalties for 2018 and 2019 under section 6662(a). 2

Trial was held in this case only on the issue of whether the Sullivans engaged in the disputed activities for profit. Whether the Sullivans substantiated the expenses claimed from those activities and are liable for section 6662(a) penalties will be addressed in subsequent proceedings to the extent necessary. For the reasons set forth below, we hold that the Sullivans engaged in the Traders Abacus software development activities for profit, that they engaged in the Traders Abacus home construction activities, in part, for profit, and that they did not engage in the Leaf-Cutter mulching business for profit. Accordingly, the Sullivans are entitled to deduct business expenses incurred in these activities from 2017 to 2019, to the extent they are later substantiated, as set forth below.

FINDINGS OF FACT

The trial in this case took place during a Boston, Massachusetts, trial session. We incorporate by this reference the First Stipulation of Facts, as amended, the First Supplemental First Stipulation of Facts, and any Exhibits admitted at trial. The Sullivans resided in Maine when they timely filed their Petition.

I. Petitioners’ Background, Work Experience, and Home Construction Experience

The Sullivans did not attend college, but they are intellectually curious people and have extensive, self-taught knowledge and experience in various fields. Before their marriage, Mr. Sullivan began his career installing hardware for telecommunications systems.

The Sullivans were married in 1980 and moved to Minnesota in 1981. They have four children. While living in Minnesota, Mr. Sullivan worked first as a staff engineer and then as director of engineering for two cable television companies where he first gained experience with cable-based advertising.

In or around 1985, the Sullivans began building a house that they intended to be their primary residence while living in Minnesota. Mr.

2 Respondent conceded that petitioners are not liable for an accuracy-related

penalty for taxable year 2017. Still at issue is whether petitioners are liable for accuracy-related penalties for the 2018 and 2019 taxable years. 3

[*3] Sullivan oversaw subcontractors, and Ms. Sullivan did landscaping and general design work, and kept the site clean. The Sullivans operated heavy equipment while working on the Minnesota residence. They sold their Minnesota residence for a profit when they moved to Montana.

In 1987, the Sullivans moved to Montana as part of Mr. Sullivan’s plan to launch North Broadcasting, a television station business for which he had developed a business plan and raised funding while living in Minnesota. Ultimately, North Broadcasting was never launched because Mr. Sullivan’s business partner backed out.

Before moving to Montana, the Sullivans purchased 20 acres of land in Montana on which they intended to build their primary residence. In the course of building the Montana residence, the Sullivans again managed subcontractors, performed architectural and design work, operated heavy equipment, and completed various construction-related tasks such as landscaping, masonry, carpentry, and painting. The Sullivans sold their Montana residence at a loss when they moved to the east coast.

In 1989, the Sullivans moved to Connecticut when Mr. Sullivan accepted a job with Channelmatic as a traveling salesman of computer equipment used to run television advertisements. A year later, the Sullivans moved to Massachusetts when Mr. Sullivan started a different job as general manager for Media Partners, a cable company in Boston, Massachusetts. Then in 1993 or 1994, Mr. Sullivan was hired by Continental Cable to serve as its director of engineering and operations. His work with Continental Cable included facilitating installation of infrastructure necessary to provide the first cable modem internet access in and around Boston. Mr. Sullivan left his role with Continental Cable in 2003. 3

The Sullivans rented for nearly ten years after moving to the east coast, but in 1999 they decided to purchase a home in Hingham, Massachusetts (Hingham residence). The Hingham residence was a historic home and was in a state of disrepair. The Sullivans completed significant repairs, renovations, and additions to the home. Mr. Sullivan once again managed subcontractors, operated heavy machinery, and performed architectural and design work; and the Sullivans completed various construction tasks such as painting, installing windows, and

3 By this time Continental Cable had been the subject of a series of mergers

and acquisitions and was a business unit of Comcast. 4

[*4] building stairs. In 2018 they sold the Hingham residence for $1.35 million, which was $350,000 more than the original purchase price.

In or around 2005, following a break from regular employment to pursue Traders Abacus’s first endeavor, Mr. Sullivan accepted a role as the senior director of product marketing for Open TV, a company that developed software used in planning and playing television advertisements. His role with Open TV involved significant travel to attend trade shows and meet with customers and other industry participants. In or around 2009, Mr. Sullivan became a senior director of sales with Open TV.

Imagine Communications (Imagine) acquired Open TV in 2014 and employed Mr. Sullivan through the years at issue. Mr. Sullivan’s compensation in his sales role with Imagine was partially commission based, and in some years he outearned the company’s chief executive officer. In 2014, Mr. Sullivan and Imagine entered into an agreement that protected Mr. Sullivan’s rights to ownership of intellectual property relating to his software development ventures.

Mr. Sullivan served as Imagine’s vice president of sales in 2017, 2018, and, following a brief stint as the vice president of strategy in early 2019, during the latter half of 2019. He earned $355,734, $178,332, and $226,857 in taxable wages from Imagine in 2017, 2018, and 2019, respectively. Ms. Sullivan did not work outside the home at any time during the years at issue.

II. Traders Abacus’s Activities

A. Software Development

Mr.

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