Year-End Tax Moves for 2026: What Has to Happen by December 31
The 2026 tax moves that must happen by December 31, including payroll retirement contributions, RMDs, charitable gifts, and New York 529 deposits.
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Practical guidance on deductions, deadlines, IRS notices, and planning moves, written by Gregg for Long Island individuals, families, and business owners.
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Standard Deduction or Itemizing: Why Long Island Homeowners Should Run the Numbers Again
With the 2026 SALT cap at $40,400, many Long Island homeowners may come out ahead itemizing. Here is how to compare it with the standard deduction.
Cannot Pay the IRS in Full? Your Payment and Hardship Options
IRS payment options explained: short-term plans, installment agreements, hardship status, and Offers in Compromise, and how to choose the right one.
Are Venmo, PayPal, and Cash App Payments Taxable? The 1099-K Rules for 2026
When Venmo, PayPal, and Cash App payments count as taxable income, how the 2026 Form 1099-K threshold works, and what to report on your return.
Selling Your House on Long Island: What the Tax Bill Could Look Like
How the home sale exclusion, capital gains rates, and New York State tax apply when you sell a Long Island home, with examples of the math.
Quarterly Estimated Taxes: What the Self-Employed Need to Know Before June 15
Who pays quarterly estimated taxes, the 2026 due dates, the safe harbor rules, self-employment tax, and the easiest ways to make each payment.
You Missed a Year. Or a Few. Here Is How to Get Back on Track.
How to bring unfiled tax returns current: how far back to go, how penalties work, rebuilding records from IRS transcripts, and filing voluntarily.
Filing a Tax Extension in New York: More Time to File, Not More Time to Pay
How federal Form 4868 and New York Form IT-370 extensions work, which deadline still applies to payment, and how to estimate what you owe.
What We’re Seeing So Far This Tax Season (And What It Means for You)
Trends from the 2026 filing season on Long Island: document timing, SALT cap questions, senior deductions, and smart timing for business returns.
How the One Big Beautiful Bill Act Could Affect Your 2025 Tax Return
How the One Big Beautiful Bill Act shapes 2025 returns: the larger standard deduction, the senior deduction, the higher SALT cap, and more.
Tax Season Is Here: What You Should Be Gathering and Looking For
A tax season checklist: personal details, income forms, property tax and deduction records, business records, and what to review before filing.
SALT Deduction Cap Increase in 2025: What New York Homeowners Need to Know
How the higher SALT deduction cap for 2025 works for New York homeowners, including the income phase-down, filing status rules, and PTET.
Understanding the Standard Deduction Under the OBBBA: What New Yorkers Need to Know
The 2025 standard deduction amounts under the One Big Beautiful Bill Act, the new senior deduction, and what they mean for New York taxpayers.
Year-End Tax Planning: What to Do Before December 31 to Reduce Your 2025 Bill
Year-end planning for the 2025 tax year: retirement contributions, charitable giving, income timing, business write-offs, and investment moves.
The Clock Is Ticking: What to Know If You're on a Tax Extension in 2025
What the October 15 extension deadline means for 2024 returns, what to do if you filed without paying, and how to finish your return on time.
Summer Side Hustles and the IRS: What You Need to Know Before You Get Paid
Tax basics for summer side income: what to report, how the 1099-K rules work, the records to keep, and when self-employment tax applies.
How to Fix a Mismatched W-2 or 1099 Before It Triggers an IRS Notice
How to spot and correct a W-2 or 1099 that doesn’t match your records, working with the issuer before you file to keep your return accurate.
What to Do If You Receive an IRS Notice
A step-by-step guide to IRS notices: common reasons they arrive, how to respond when you agree or disagree, and when to bring in a professional.
Facing Tax Challenges Head-On: Common Issues and Smart Solutions
Practical solutions for common tax issues, from reporting income and meeting deadlines to claiming every deduction and answering IRS notices.
Found a Mistake or a Surprise 1099 After Filing? Here's What to Do
How to handle a corrected or late 1099 after you file: when to amend with Form 1040-X, what to gather, and how timing affects the outcome.
Understanding Pass-Through Income for S-Corps and LLCs
How S corporation and LLC income passes through to your personal return, what your K-1 shows, and how the Section 199A deduction can help.
Maximizing Tax Benefits for Small Business Owners
Deductions, depreciation, tax credits, and planning strategies that help small business owners lower their tax liability and keep more profit.
Essential Tax Documents Checklist for 2024 Filings
A checklist of the income forms, deduction records, investment statements, and business records to gather for 2024 tax-year returns filed in 2025.
Year-End Financial Strategies: Maximize Contributions, Minimize Taxes, and Secure Your Future
Year-end strategies from December 2024 on retirement contributions, charitable giving, investments, HSAs, withholding, and estate planning.
Holiday Spending and Tax Deductions: What You Need to Know
Which holiday expenses business owners can deduct, including employee parties, client and staff gifts, and year-end charitable donations.
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