John Peter Zaimes

United States Tax Court·Decided September 26, 2023·No. 16362-19·Unpublished

Opinion

United States Tax Court

T.C. Memo. 2023-121

JOHN PETER ZAIMES,

Petitioner

v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

[*2] FINDINGS OF FACT

Zaimes resided in California when he filed the Petition in this case.

On February 1, 2016, Zaimes made an estimated tax payment of $40,000 toward his 2015 income tax liability.

On April 15, 2016, Zaimes timely filed an automatic extension of time to file his 2015 federal tax return to October 17, 2016. He submitted a $38,000 payment with his extension.

Andrea H. Izykowski, a certified public accountant, prepared the 2015 return that we conclude Zaimes mailed to the IRS by regular mail 3 on October 17, 2016, and a second 2015 return that he e-filed with the IRS on November 13, 2017. On October 17, 2016, Izykowski suggested to Zaimes that he send his 2015 return to the IRS by regular mail.

At some time before 6:24 p.m. Pacific Daylight Time (PDT) on October 17, 2016, Zaimes received his 2015 return from Izykowski. On the night of October 17, 2016, he (1) signed the return and (2) placed the return and a $58,145 check in a manilla envelope. The envelope had a privately metered postmark. 4

Zaimes made a photocopy of the first two pages of the 2015 return that he mailed. These two pages were admitted as evidence. He signed the second page of the return. Next to his signature was the date “October 17, 2015” in the same handwriting as his signature. Zaimes testified that he signed the return on October 17, 2016. He ascribed the incorrect “October 17, 2015” date written next to his signature to a mistake on his part. Izykowski’s name appears in the “Paid Preparer Use Only” line on the second page of the return. Next to Izykowski’s name are two dates: April 18, 2016, and October 17, 2016. The two dates

3 For reasons discussed infra OPINION, Part I.A.1, taxpayers who mail their

returns by certified or registered mail receive more statutory and regulatory protections than taxpayers who mail their returns by regular mail. See § 7502(c); Treas. Reg. § 301.7502-1(c), (e)(2)(i). When referring to “regular mail” in this Opinion, we are referring to all types of mailing other than by certified mail, by registered mail, or by a private delivery service (PDS).

4 The U.S. Postal Service (USPS) does not ordinarily postmark envelopes

bearing a postmark made by a private postage meter. See Herrera v. Commissioner, T.C. Memo. 2012-308, at *23, aff’d per curiam, 544 F. App’x 592 (5th Cir. 2013). There is no reason to think that Zaimes’s mailed return also bore a USPS postmark. We thus conclude that his return did not have a USPS postmark.

[*3] next to Izykowski’s name have different typefaces. The April 18, 2016, date appears to be computer generated, while the October 17, 2016, date appears to have been made by stamp. Zaimes testified that Izykowski finished entering the information on his return on October 17, 2016, and sent the return to him on that day. We find Zaimes’s testimony in regard to these pages to be credible (i.e., that Zaimes wrote the date October 17, 2015, next to his signature instead of October 17, 2016, by accident and that Izykowski finished preparing the return on October 17, 2016). We therefore conclude that Izykowski finished entering the information on the return on October 17, 2016, and not April 18, 2016. We further conclude that these two pages were copies of the first two pages of the return Zaimes mailed on October 17, 2016, and we will rely on information on the two pages when discussing Zaimes’s mailed return below.

Zaimes’s mailed return reported that he owed (1) a total tax liability of $193,067 and (2) an estimated-tax penalty of $3,078. The return also reported his $40,000 payment on February 1, 2016, and his $38,000 payment on April 15, 2016. Accounting for these payments, the mailed return showed an unpaid balance of $118,145.

The $58,145 check Zaimes enclosed with his mailed return was intended to partially pay his 2015 income tax liability. Zaimes kept a check register for the checking account from which he wrote the $58,145 check. The check register shows he wrote a $58,145 check on October 17, 2016.

At 6:24 p.m. PDT, October 17, 2016, Margaret Masier (a person who worked with Izykowski) sent an email to “Julie” (another person who worked with Izykowski), stating that “[Zaimes] is going to send [the] hard copy of his return to the IRS tonight.” The email was referring to Zaimes’s 2015 return that was eventually mailed, not the e-filed return he later submitted to the IRS in November 2017. The email instructed Julie to e-file Zaimes’s New York and California state tax returns. As shown by the “To:” line of the email, the email was sent to Zaimes’s and Julie’s email addresses. The body of the email named as addressees both Zaimes and Julie. Zaimes’s mailed return was not attached to the email. It must have been transmitted from Izykowski to Zaimes by another communication.

At some point after 6:24 p.m. PDT on October 17, 2016, Zaimes placed the manilla envelope containing his mailed return and the $58,145 check in a drive-up USPS mailbox outside of a U.S. post office

[*4] near Los Angeles International Airport. Zaimes was on his way to the airport on the night of October 17, 2016, to board a flight to New York.

The IRS’s records do not reflect that it received either the mailed return or the $58,145 check. Zaimes contends that he placed the return in the mail and that the USPS did not deliver the return to the IRS. The IRS contends that it did not receive the return because Zaimes did not mail it. We believe Zaimes’s testimony that he placed the return in the mail, and we find that the USPS did not deliver the return to the IRS.

At some time between October 17, 2016, and November 13, 2017, (1) Zaimes learned that the IRS had not cashed the $58,145 check that he had mailed, which suggested to Zaimes that the IRS had not received the mailed return, and (2) Izykowski advised Zaimes to e-file his 2015 return. We need not determine the exact date that Zaimes became aware that his check had not been cashed because it does not affect our resolution of this case. See infra OPINION, Part II.

On November 13, 2017, Zaimes electronically filed his 2015 return. Zaimes’s e-filed 2015 return reported (1) a total income tax liability of $185,615 5 and (2) an estimated-tax penalty of $3,078. After taking into account his prior payments on February 1, 2016, and April 15, 2016, totaling $78,000, the e-filed return reported an unpaid balance of $110,693. 6 The parties do not dispute that $110,693 was the correct amount of Zaimes’s unpaid (1) tax liability and (2) estimated-tax penalty. Zaimes did not submit payment to the IRS when he electronically filed his return.

On December 4, 2017, the IRS processed Zaimes’s e-filed return and assessed the following: (1) $185,615, the amount shown on Zaimes’s e-filed return; (2) interest of $8,405.31; (3) a $24,213.37 section 6651(a)(1) addition to tax for failing to timely file his return; (4) a

5 The total tax liability reported on Zaimes’s e-filed return ($185,615) is $7,452

less than the total tax liability reported on his mailed return ($193,067). This was because Zaimes reported a $7,452 liability on line 61 of his mailed return for “[h]ealth care: individual responsibility” that he did not report on his e-filed return. Whether Zaimes should have reported this $7,452 liability on his e-filed return is not at issue in this case because the parties do not dispute that the e-filed return showed the correct tax liability.

6 On his return e-filed on November 13, 2017, the amount of tax Zaimes

reported that he had paid did not include his mailed check for $58,145 from October 17, 2016.

[*5] $10,761.50 section 6651(a)(2) addition to tax for failing to timely pay the tax shown on the return; and (5) a $3,078 section 6654 estimated-tax penalty.

On that same day, December 4, 2017, the IRS sent Zaimes a “Notice of Tax Due and Demand for Payment” stating that he owed the following amounts for 2015:

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