Southampton
IRS representation in Southampton, NY
Contractor notices here are usually about worker classification.
What you get
- Notices answered on your behalf
- Audit support from start to finish
- Installment agreements set up
- Penalty abatement requested where it applies
The MyCleverCPA team
- 25+ years in regulated finance, compliance and audit
- Tax work led by a CPA. Jillian Sinel holds the CPA and the CAA
- Hamptons Office at 30 Lincoln St, Sag Harbor, NY 11963
In Southampton
IRS representation for Southampton
Treating a seasonal crew as subcontractors is the most expensive assumption in the trade, and it brings payroll tax, interest and penalties with it when it is wrong.
It is also defensible where the facts support it, and the facts are the contracts, the invoices and how the work was actually controlled.
Scope
What is included in irs representation
The same work wherever you are. Scoped to what you actually need.
Notices
- IRS notices read and answered
- New York State and New York City notices
- Response deadlines tracked so none lapse
Audits
- Documentation assembled and presented
- Correspondence and in-person examinations
- Appeals where the result is wrong
Balances owed
- Installment agreements
- Penalty abatement requests
- Back taxes and collection matters
Getting current
- Prior-year and delinquent returns
- Amended returns to correct earlier positions
- Record reconstruction where documentation is thin
What this covers
- IRS and New York State notice response
- Audit support and documentation
- Tax debt and collection matters
- Payment plans and installment agreements
- Penalty abatement requests
- Prior-year and delinquent return filing
- Amended returns to correct earlier positions
- Record reconstruction where documentation is thin
Local tax
A permit for every rental, and the U.S. Open question
Southampton town requires a rental permit for any home rented for any period, with a 14 day minimum stay. Anything shorter is a prohibited transient rental. Permits last two years and are not transferable, which means a buyer of a rental house needs their own permit rather than inheriting the seller’s. That one catches people at closing. Advertising, listing or showing a house for rent without a permit in place can bring violations, suspension and a two year rental restriction. Processing takes roughly one to three weeks off season and two to four in summer, so it is not a last minute item.
The 2026 U.S. Open at Shinnecock Hills in June is the live local question. Southampton moved to temporarily relax its short term rental limits for the event, and neighboring Sagaponack waived its two week minimum for 12 to 23 June. Both of those rest on local reporting rather than on a code section we can point you to, so confirm the adopted resolution with the Town before you let anything.
The tax side is clearer. If you rent your home for 14 days or fewer in the year and you use it as a residence, the income can be excluded entirely under the section 280A rule, though no expenses are then deductible. At 15 days it becomes reportable rental activity with allocation between personal and rental use. For a single championship week, that distinction is usually the whole conversation.
The Peconic transfer tax applies at 2.5% across the town with the $400,000 improved residential allowance, again only where consideration is $2,000,000 or less. Zone 2 for MCTMT at 0.34%.
How it works
How irs representation runs
Four stages. Most of the value sits in the first two, before anything is filed.
Read the notice properly
What it says, what it is responding to, and what the real deadline is.
Pull the record
Transcripts and filings, so the response is built on what the IRS actually sees.
Respond on your behalf
The written response, the documentation and the follow-up calls.
Resolve and stay current
An agreement, an abatement or a corrected return, and a plan so it does not repeat.
Questions
Frequently asked questions
I want to rent my house for U.S. Open week. What do I need to know?
Two things. Whether the permit rules allow it, which the town moved to relax temporarily for the event but which you should confirm directly with the Town before committing. And the tax treatment: at 14 days or fewer the income can be excluded entirely, at 15 days it is reportable rental activity. For one week, that usually means it is excludable, but the permit question is separate and comes first.
I just bought a rental house. Does the seller’s permit carry over?
No. Southampton rental permits are not transferable, so a new owner needs their own before renting or even advertising. Allow two to four weeks in summer.
Do you work with the trades out here?
Yes, and it is a large part of this office. Worker classification between 1099 and W-2, seasonal payroll, equipment depreciation and the sales tax treatment of capital improvements are the four that come up every year.
Do you work in Spanish?
Tell us what you need when you book and we will arrange the meeting accordingly.
I got a letter and I am panicking. What now?
Send us the notice before doing anything else. Most are automated matching letters where the agency has seen a form you already reported differently, and they resolve on paper.
I owe more than I can pay. Are there options?
Usually. Installment agreements, and in some cases penalty abatement where there is reasonable cause. What is available depends on the amount, the age of the debt and whether returns are filed, which is why filing first matters even when you cannot pay.
Can you deal with New York State as well as the IRS?
Yes. State notices are common here and the two agencies do not coordinate, so it is normal to be dealing with both at once over the same underlying issue.
Also in Southampton
Our other services here
Tax preparation and planning
Southampton returns split two ways, because the town has a real year round economy alongside the second home money.
Tax preparation and planning in SouthamptonBookkeeping and accounting
Contractors, landscapers and property managers make up most of the bookkeeping work here.
Bookkeeping and accounting in SouthamptonTrust and estate tax
Southampton estates often include both a residence and income property.
Trust and estate tax in SouthamptonNonprofit accounting
With the largest year round population on the East End, Southampton has the most service delivery nonprofits we see.
Nonprofit accounting in SouthamptonTalk to us about irs representation in Southampton
Book a time online, or call the Hamptons office directly.
Nearest office
Hamptons Office
30 Lincoln St, Sag Harbor, NY 11963
Phone
Office hours
Sunday to Friday, 11am to 8pm Eastern.
Closed Saturday.