Law World 425
Tax diligence and structuring analysis for a private equity acquisition of a privately held S corporation with potential historical S-status defects.
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Tasks (13)
We need to review Summit's historical distributions. Write me a memo analyzing whether Summit's shareholder distributions are in accordance with US tax code. Cite the exact tax code in each instance (short citations are acceptable). Reply to me right in here please.
Review the due diligence file relative to the S-Corp election of Summit Filing Solutions. Determine whether the S-Corporation election was timely made, the date on which it became effective, and any risks arising from the late election. Draft a short memo with your conclusions and include an evaluation of any reasonable cause statement provided for any untimely filing. Send back your memo in a new DOCX file that you create from scratch.
Summit Filing Solutions, Inc. bought a building in 2018 for $350k. It spent $250k on the buildout. It sold the building on June 20, 2022 for $1.2M. Review the diligence memo and current cap table. State the amount Laura Kensington owed in federal income taxes attributable to this transaction if her taxable income was $220k in 2022 (assuming no other deductions or credits, or any retroactive changes to the tax treatment). Write me a message, and give the exact dollar amount.
We have been asked to determine whether the S-corporation election of Summit Filing Solutions, Inc. ("Summit"), which Summit claims was effective on 1/1/19, was terminated. Please analyze Summit's Shareholder Agreement, Summit's Income Schedule, and the Office Lease Agreement between Summit and Anderson Instruments. Please disregard issues arising under 26 U.S.C. sec. 1361(b)(1). Please prepare a concise memorandum in a new DOCX file you make, briefly explaining your conclusions and citing to appropriate authority.
Review the shareholders agreement and identify any provisions that may cause issues with Summit's S-corp status. Identify corrective procedures that may be available to Summit. Print back what you find here.
Review the due diligence file for Summit Filing Solutions, Inc. and identify any potential deficiencies relative to its claimed status as an S-Corporation. Draft a set of indemnities, for incorporation into the Harbor Bridge share purchase agreement, covering the claimed S-Corporation status and specifically referencing any potential deficiencies in the file relative to that status. Reply back to me here, outlining what you find.
Revise the Stock Purchase Agreement. I want you to edit the existing file. I want you to protect the Buyer given a potential $399,540 tax exposure tied to Summit’s potentially invalid S-Corp election. Update the agreement to include strong seller reps, warranties, covenants, and indemnities to protect the buyer, as well as tax-related pre-closing and post-closing obligations so that any liabilities associated with the S-Corporation issue are borne by the Sellers.
Summit filed Form 2553 (Rev B) with the Internal Revenue Service ("IRS") on February 19, 2019. Do you see any potential problems under Treasury Regulation 1.1362-6(b)? Give me your analysis back here so I can decide what to do.
On 12/1/2028 our client, Summit, informed us they received a claim from Harbor Bridge for failure to disclose a phantom stock plan during the sale transaction we helped them with back in 2025. The claim is for $726,000. Can you please review the stock purchase agreement and see if this is a valid claim or not? And if so, what is Summit's total liability and how much more would they have to pay above the escrow? Give numbers rounded to 000s. Write a short response here. Assume the closing occurred on 11/1/2025 and that the claim is valid in every regard. Use only the stock purchase agreement in your analysis.
Harbor Bridge has recently expressed concern that certain provisions of Summit's Amended and Restated Shareholder Agreement may be inconsistent with Summit's S-Corp election under 26 U.S.C. § 1361 and 26 C.F.R. § 1.1361-1(l). Please examine the shareholder agreement and draft a concise amendment to the agreement to correct any potential deficiencies which may invalidate Summit's S-Corp election. Put everything in a new docx file.
Review Summit's records to determine how Summit can correct any potential questions about the validity of its S corporation tax election. Write a tax memo and put it in a New document (docx) for me to review later.
As you know, Harbor Bridge Private Equity sent initial inquiries to Summit Filing Solutions ("Summit") on matters related to Summit's S-Corp election. Laura Kensington, Summit's Acting CEO, responded with a letter explaining Summit's non-proportionate distributions (there were two instances) and the potential ineligible (non-resident alien) shareholder. She indicated that the shareholders would be willing to make representations and warranties (to be incorporated into the share purchase agreement) on the matters addressed in her letter. Please review the due diligence file and draft the representations and warranties, specifically to address any bad facts and/or identified deficiencies in light of the responses set forth in Ms. Kensington's letter. Reply to me here with your view as a short message.
Assume that the Internal Revenue Service denies relief for the transfer of shares to Carrie Canuck, an ineligible shareholder. What amount of taxes (federal plus state) would be owed by Summit Filing Solutions Inc. ("Summit") as a result of the denial for each taxable year, until the earliest time Summit can requalify and file a tax election to become an S corporation, or up to the last year for which we have data, whichever is earlier? - Assume that the federal tax rate is 21% for ordinary business income and the California tax rate is 8.84% for ordinary business income. - Assume that the ordinary business income for each month of the year was exactly 1/12 of the respective year's ordinary business income. - Round values to two decimal places. Print your reply back to me here.