r/technicaltax • u/ProfessionalBag1324 • 1d ago
r/technicaltax • u/pepperyrelaxation • May 08 '21
r/technicaltax Lounge
A place for members of r/technicaltax to chat with each other
r/technicaltax • u/TeeJay161 • 3d ago
My Wife AIS show Property purchase (Co-owner) SFT while no payment made by her, should i correct it?
r/technicaltax • u/MaxD_CPA • 5d ago
The 1031 into DST into REIT path (Section 721), from a CPA
r/technicaltax • u/KitKat-Mami • 5d ago
I’m looking for some guidance on a C corporation/S corporation filing issue.
I prepared a client’s return as a Form 1120. When I e-filed it, the return was rejected because the IRS records show the corporation has an active S election. Neither the client nor I was aware of the S election.
I called the IRS Business & Specialty Tax Line, and the representative advised me to fax a revocation of the S election, which I did using the fax number they provided. While waiting for the IRS to process the revocation, I filed an extension.
Here’s my concern:
If the revocation is accepted as effective for the tax year, the corporation will owe approximately $10,000 with the Form 1120.
If the revocation is not effective for the tax year, then the corporation would need to file Form 1120-S instead, which would affect the shareholder’s Form 1040 (including reasonable compensation/payroll considerations).
To minimize potential interest and penalties, would you recommend making the $10,000 payment now under the corporation’s EIN while waiting for the IRS to process the revocation? If so, what is the best way to designate the payment so it is properly applied if the revocation is approved? And if the revocation is ultimately not effective for the year, would that payment simply be treated as an overpayment/refund?
Has anyone dealt with this situation before, and is there a better approach?
r/technicaltax • u/juvenescence • 13d ago
Form NYC-4S, NYC-4S-EZ, or NYC-3L
If my principal office is in a county outside of the 5 boroughs, but all of my business (earned income) is within the 5 boroughs, does that mean I still have to use form NYC-3L for my city returns or can I use the other ones?
r/technicaltax • u/Living-Cherry2324 • 14d ago
NZ IR4 – Can a shareholder-employee salary still be allocated after year-end?
Hi everyone,
I'm hoping someone familiar with NZ company tax can help.
I have a client with a one-person NZ close company. They worked full-time in the business during the year ended 31 March 2026 and took regular drawings, but didn't record a shareholder-employee salary because they didn't understand that option at the time.
I'm now preparing the company's first IR4. The accounts have been completed in Xero and the return is showing company tax on the full accounting profit.
I've read IRD SPS 18/01 on retrospective shareholder salary adjustments, but I'm struggling to understand whether it applies where a first-time business owner simply didn't know about shareholder salaries, or whether it's now too late.
Has anyone dealt with this situation in practice?
I''m trying to determine whether a shareholder salary can still be recognised before lodging the IR4, or whether the company profit now needs to remain as-is.
Thanks!
r/technicaltax • u/drumsndrums • 16d ago
7 Years of Delinquent 1065s – Best Path to Compliance?
Looking for some thoughts on the best compliance strategy for a small partnership that genuinely wants to do the right thing but has very limited resources.
Facts:
- Multi-member LLC (6 individual members), formed in 2019.
- Partnership EIN obtained in 2019.
- Operates as a local neo-soul band.
- Forms 1099 were issued each year to the partnership EIN.
- Gross receipts have been very modest—roughly $2,000 to $5,500 annually.
- Every year would show a net loss except possibly 2023, which may be near break-even or a small profit.
- No partner has ever reported partnership income or losses individually because no Forms 1065 or K-1s were prepared.
- The partnership has never received an IRS notice regarding delinquent Forms 1065 (to my knowledge).
The challenge is that these are musicians with very limited means. They genuinely want to become compliant, but they likely can't afford to pay for seven years of partnership returns, and they certainly couldn't absorb IRC §6698 late-filing penalties if they were assessed.
My questions are:
- Would you prepare and file all delinquent Forms 1065, or would you consider a more limited filing strategy?
- Has anyone successfully obtained penalty relief under Rev. Proc. 84-35 where the partners had not previously reported their distributive shares because no K-1s were ever issued?
- Would you proactively include a reasonable cause statement with the delinquent filings, or wait for any penalty notices and respond at that point?
- Before filing anything, would you contact PPS to determine whether the IRS has established a filing requirement or generated any delinquency indicators for the EIN?
I'm interested in both the technically correct answer and how you'd handle this from a practical client-service standpoint. Thanks in advance for any insight.
r/technicaltax • u/Encoded_Python • 24d ago
LLCs solely owned by spouses in a community property state.
Client is a couple in the state of California. In 2025 they formed a multi-member LLC. Their intention was it to function as a property management company for mid-term tenants (31+ days) - nurses, construction workers, government employees, etc.
The only property they managed in 2025 is their own condo which they personally own and hold. They did not contribute the property to the LLC in anyway and both personally own it.
Typically, a multimember LLC solely owned by spouses is required to file 1065 with the exception of states with community property rules; wherein, they can elect disregarded status. But with the rental property I am on the fence regarding classifying it as a 1065 and Schedule E, versus, Rev. Proc. 2002-69 community-property disregarded election (Schedule Cs and Schedule E). I want to avoid misclassification.
FYI this client formed a bunch of LLC's based off what BS Financial Influencer said.
Update: The EIN used is a partnership EIN too...
r/technicaltax • u/keeppushing3245 • 26d ago
Has anyone dealt with foreign members of a U.S. partnership?
I'm looking for authority on whether nonresident alien members who perform all of their work outside the U.S. are generally subject to U.S. self-employment tax on their K-1 income. Any cases or IRS guidance would be appreciated.
r/technicaltax • u/Organic_Gas4197 • 26d ago
MFS for part-year community property state resident
Client, a Missouri resident, got married in 2024. While his taxes have been above board, spouse is a long-term nonfiler. So we decided to file MFS, and keep separate bank accounts. Spouse is not my client, and as far as I know continues not to file.
In 2026, client and spouse moved to Wisconsin - a community property state. It looks like I'll need to get spouse's income, at least since becoming a Wisconsin resident.
Any suggestions on how to handle 2026?
r/technicaltax • u/Organic_Gas4197 • Jun 16 '26
IRS News Bulletins Text Message Survey Invitation
Email from [[email protected]](mailto:[email protected])
I'm not comfortable clicking link simply labeled "Here", so will pass.
r/technicaltax • u/Ill-Replacement6279 • Jun 11 '26
Omitted Prior-Year CPDI OID Income – Basis Adjustment Still Allowed on Redemption?
I’m a CPA working through a structured note/CPDI issue and would appreciate a sanity check.
Facts:
• Client purchased a note in 2023 for $25,005 and redeemed it in 2025 for $25,000.
• Brokerage statements reported annual OID in 2023, 2024, and 2025 totaling approximately $2,603.
• The 2025 statement reports an “Interest Shortfall on Contingent Payment Debt” equal to the cumulative OID amount.
• The 1099-B reports proceeds of $25,000, basis of $25,005, and a $5 loss.
• The 2023 tax return does not appear to have included the reported OID income. I do not yet have the 2024 return.
Pub. 1212 states that basis in a CPDI is generally increased by OID included in income, and that losses are ordinary to the extent of prior OID accruals.
💭My thought is that if the OID income was omitted in their 2023 and 2024 tax returns then it can’t possibly increase basis upon redemption.
❓Is there authority discussing whether the basis adjustment is tied to OID that was required to be included under the CPDI rules versus OID actually reported on the taxpayer’s returns?
❓also, will it trigger an audit if the basis adjustment is different from the interest shortfall on the 1099?
r/technicaltax • u/babyguyman • Jun 10 '26
Repurchase of common stock at series B value
In new financing round (C corp) new Series B investor has agreed that a portion of the raise can be used to redeem common from service providers at same price per unit as series B issue price.
But the series B is convertible to common and has downside protection and antidilution / additional investor rights.
Doesn’t this mean there is clearly some sort of nonzero comp element to the repurchase? The common must be worth less than the series B.
I’m told this is done all the time. But doesn’t it have withholding and employment tax consequences to the company?
Am I missing something?
r/technicaltax • u/Late_Warthog_4280 • Jun 10 '26
Need your feedback on 1031 exchange
Dear All,
I have client who inherited a commercial property with a mortgage on it. Long story short, the mortgage was up for renewal and the bank was not going to refinance so they had to sell the property to pay off the mortgage. The client keeps asking why we did not recommend a 1031 exchange and I keep explaining that boot is taxable and we needed cash to pay off the debt.
The facts are:
* sale price: $13.4m
* tax basis: $6.8m
* capital gain $6.6m
* debt needing repayment $6.6m
I thought I would show the client your responses confirming that I was correct. If your boot is equal to or greater than the capital gain, there is no tax saving from doing a 1031.
Thanks in advance.
r/technicaltax • u/Loose-Flamingo5217 • Jun 09 '26
S-Corp Election
A taxpayer registered a corporation in 2022 and proceeded with business. She never filed a corporation or individual tax return. She now has levies and wants to become compliant.
She thought she had made an S-Corp election, but has no documents to show that. The tax advisor checked with the IRS and just got the answer on the phone (twice) that this taxpayer (the EIN of the corporation) should file neither as C or S corp, but is listed as sole proprietor.
What should the tax advisor do? He was hired to file backyear S-Corp and person returns, but fears filing S-Corp returns without valid election will lead to a shitstorm. Vice versa, if there actually was an S-Corp election in place, filing as C Corp now would lead to similar shitstorm.
Sadly there is no confidence in the incompetent agents on the Practitioner hotline. But both said they don't see an S-Corp election on file, and then said it's a Sole Prop. Makes no sense. Help!
r/technicaltax • u/ccncsc • Jun 05 '26
Debt Financed Distributions & tracing interest
Hi all - just looking for a sanity check when dealing with debt finance distributions and the deductibility of interest. Going to use some simple numbers her to illustrate the situation, but appreciate any feedback.
Debt Finance Distribution from Partnership A = $1M
Interest relating to debt finance distribution = $10K (Box 13 Code AC on 1065 Schedule K-1 for Interest expense allocated to debt-financed distributions)
Partnership A = materially participate
The $1M was initially invested, so initial tracing allowed the taxpayer to potentially deduct the interest expense on their Schedule A while dealing with the usual limitations and carryovers.
Lets assume in Year 2, the loan from Partnership A is paid down by making their regular payments. This means that the interest relating to the debt finance distribution has gone down to $9K.
In year 2, the investments have been sold for a gain so the original $1M in debt proceeds are now reinvested into Partnership B. The tracing I believe should allow the taxpayer to deduct the interest on their Schedule E. Based on the information we have, they materially participate.
Does this mean that the $9K in interest from their Year 2 Schedule K-1 should be added to their Schedule E part II under the non passive bucket? Is this a separate line item or is it reported under Partnership A or Partnership B so it nets against other income? I was initially thinking that it would be listed under Partnership B, but then it felt like they would be subject to their basis in order to potentially take the loss.
Appreciate any feedback on this!
r/technicaltax • u/Plus_Asparagus6023 • Jun 03 '26
Widow real estate
Massachusetts tax question involving step-up in basis and §121 exclusion:
A married couple owned and lived in a primary residence in Massachusetts for over five years (original purchase price ~$389,000). The decedent spouse continued living in the home until death in 2024.
Prior to death, the property had been transferred into a revocable living trust titled in the surviving spouse’s name. At death, the surviving spouse became the sole owner/beneficiary of the trust, and the home is now being considered for sale at approximately $1.2 million.
We are trying to understand:
Whether IRC §1014 step-up in basis applies in this situation (and whether it is limited to a 50% step-up under §2040(b) due to joint ownership, or affected by the revocable trust structure), and
Whether the surviving spouse can still claim the full $500,000 principal residence exclusion under IRC §121(b)(4), assuming the sale occurs within two years of death and all use/ownership tests are satisfied.
Any clarification on how the trust title and joint ownership interact with §1014 and §121 would be appreciated.
r/technicaltax • u/Ill-Replacement6279 • Jun 02 '26
Professional Standards Question: Reviewing Tax Returns Without Access to Underlying Records
r/technicaltax • u/partyonwane • Jun 01 '26
EIN for foreign-owned U.S. LLC
I cannot figure this one out. I'm third party designee for a foreign-owned business owner. We got them set up with a U.S. LLC and they now want an EIN.
The normal web-based tool doesn't work because they don't have a SSN or ITIN. The hotline for international applicants doesn't work either because I'm not international or because the entity is U.S. based depending on which agent I get. The normal EIN request fax line goes into an abyss, and the tax practitioner's hotline directs me back to the international applicant number.
I'm completely at a loss for how to get this stupid EIN number. Does anyone have any tips?
r/technicaltax • u/Agreeable-Machine-71 • May 29 '26
dediuctible? oustanding A/R balance converted to 'in kind donation' with fmv of 'services donated'
**edit: to those who answered the question as we do for people who are coming into the profession - Thank you. Whomever downvoted me tell me why. Come out of your corner maybe and tell me why. My only hesitation was that an accounts receivable is an asset of economic substance and no longer a service. So there is a gray area. I asked a CPA I know who has 45 years of experience and he said the same thing. He questioned it before making a decision. That's our job.
Small service business client (cash basis) performed services for a large, legitimate 501(c)(3). The charity later could not pay the invoice and instead issued an acknowledgment letter characterizing the unpaid amount as an “in-kind donation” of “XX Company’s Services”, assigning a fair value approximately equal to the outstanding A/R. The letter also states the contribution is deductible.
However, the same letter says: “No goods or services were provided in consideration for this contribution.” That seems contradictory because the original premise was unpaid services rendered.
My understanding is that donated services are generally not deductible, and a cash basis taxpayer never recognized the receivable as income, so there is likely nothing to deduct. But I’m trying to determine whether there is any exception or authority that would allow a deduction in this fact pattern.
Facts:
- Taxpayer is cash basis (no A/R or A/P on books)
- Originally a 2-member LLC; now sole owner after partner exit
- S corp election effective 2026
- Charity acknowledgment letter explicitly represents the amount as deductible
Question: Is there any authority that would allow a cash-basis service business to deduct the value of unpaid services recharacterized by the charity as an “in-kind donation”? Or is this simply a nondeductible contribution of services despite the charity’s letter?
Separate bookkeeping question: at what point, if ever, would you recommend a small service business on cash basis begin tracking A/R and A/P internally (modified cash for management purposes, tax basis adjustments at year-end)?
r/technicaltax • u/Low_Attitude_5210 • May 26 '26
Sale of property issue
Let me start by saying I wouldn't have been dealing with this if it wasn't family.
Here's the situation: Property purchased (no mortgage) long time ago. Purchased in the taxpayers name and their daughter. The father lived in the property as primary residence and later on converted the property to a rental.
When it was placed in service the farher handled all rental activity, and kept the income. They also depreciated based on 100% value.
2025 property is sold. The proceeds are split between the father and the daughter. Each get their respective 1099-S.
Here is the question: how would you report this situation on each of the two returns? Should the daughters portion be considered a gift? Since she never lived in the property, handled any of the rental, got any income or expenses. But was listed on the title.
If not a gift, how would you handle the fathers return where he took depreciation on the full amount instead of his 50% and now depreciated more than 50% of the property basis?
I'm helping the father with their return. It appears the daughters accountant said this cannot be a gift to her because she was listed on the title.
Any input would be appreciated.
r/technicaltax • u/808grcekr808 • May 23 '26
S Corp distributions for nonresident
23-May-2026 3:08am
A 100% S Corp shareholder operated in Hawaii for 10 years and has $100k of basis at the time of becoming a nonresident. I understand the nonresident basis becomes zero at that point per HRS 235-124(c) which is UT's treatment.
Assume that in the 11th year, the S Corp generates $100k of income and 50% is apportioned to Hawaii. Further, assume that all of the 11th year income of $100k is distributed. The resulting federal basis is still $100k after the distributions. But, Hawaii would yield a $50k cap gain due to distributions in excess of basis, per Ultra tax. The Hawaii code states that all distributions are to be included in column b of line 17 on the k-1 which UT does. But, it doesn't seem right that HI is applying excess distribution gain rules on distributions that clearly are supported by basis.
Override UT?