It wouldn’t be far-fetched to say that, as a species, we humans have a propensity – rooted in our instinctive tendency for self-preservation – toward denying anything we believe may cause us harm. It should come as no...more
To avoid the manipulation of tax consequences to which transactions between certain related taxpayers may be susceptible, the IRS and the Courts generally require that such transactions be closely scrutinized to ensure that...more
12/2/2022
/ Arms Length Transactions ,
Capital Distributions ,
Capital Gains ,
Closely Held Businesses ,
Fair Market Value ,
Internal Revenue Code (IRC) ,
IRS ,
Like Kind Exchanges ,
Limited Liability Company (LLC) ,
Partnerships ,
Tax Avoidance
At different times over the course of the last thirty days or so, I have seen reports describing various plans to increase income taxes and/or wealth taxes on the “rich” that have either been endorsed or proposed by the likes...more
10/26/2022
/ Board of Directors ,
China ,
General-Business ,
Governor Newsom ,
Income Taxes ,
IRS ,
Limited Liability Company (LLC) ,
S-Corporation ,
Shareholder Distributions ,
Shareholders ,
Wealth Tax
When is a loan not a loan? When it’s something else – for example, equity.
This is one of those pesky facts and circumstances issues that plague courts, taxpayers, and tax advisers to no end.
Debt- On one end of the...more
9/9/2022
/ Borrowers ,
Debt ,
Equity ,
Fixed-Rate Loans ,
Interest Rates ,
IRS ,
Lenders ,
Limited Liability Company (LLC) ,
Loan Documentation ,
Loans ,
Partnerships ,
Preferred Shares ,
Tax Court ,
Tax Returns ,
Value Appreciation
It is a fact that the phenomenon of human migration has been a major force in the history of the world.
Indeed, among the themes that have remained constant during my years of practice, there are two that may be...more
8/23/2022
/ Domicile ,
Estate Planning ,
Estate Tax ,
Foreign Nationals ,
Foreign Trusts ,
Gift Tax ,
Intangible Property ,
IRS ,
Limited Liability Company (LLC) ,
Marital Assets ,
Non-Citizens ,
Non-Residents ,
Partnership Interests ,
Residency Status ,
Tangible Property ,
Tax Treaty ,
Transfer Taxes ,
Visas
I recently encountered an interesting situation in which someone suggested that a grantor trust be decanted into a non-grantor trust before the end of the taxable year. The reason? To avoid the special interest charge that...more
8/17/2022
/ C-Corporation ,
Capital Gains ,
Decanting ,
Grantor Trusts ,
Installment Agreements ,
IRS ,
Limited Liability Company (LLC) ,
Partnerships ,
Pass-Through Entities ,
Spouses ,
Tax Liability ,
Tax-Deferred Exchanges ,
Trusts
Deal Costs, Generally-
Every purchase and sale of a business, whether from the perspective of the seller or the buyer, is about economics, and few items will impact the economics of the transaction more certainly or...more
7/12/2022
/ Capital Assets ,
Capital Losses ,
CCA ,
Income Taxes ,
IRS ,
Limited Liability Company (LLC) ,
Selling a Business ,
Target Company ,
Tax Benefits ,
Tax Deductions ,
Termination Fees
The Housing Market-
During the first quarter of 2022, the housing market accounted for 16.7 percent of gross domestic product (“GDP”). This figure represents a return to historic norms following the substantial reduction...more
6/15/2022
/ Affordable Housing ,
Capital Gains ,
GDP ,
Great Recession ,
Housing Market ,
Internal Revenue Code (IRC) ,
Inventory ,
Limited Liability Company (LLC) ,
Mortgages ,
Real Estate Brokers ,
Real Estate Development ,
Real Estate Investments ,
Real Estate Market ,
Tax Court ,
Tax Returns
Don’t Do It-
There are certain generally accepted “dos and don’ts” of which almost every investor is certainly aware. For example, do not put all your eggs in one basket; if an investment seems too good to be true, stay...more
5/31/2022
/ Capital Losses ,
Corporate Taxes ,
Debt ,
Estate Planning ,
Fair Market Value ,
Installment Agreements ,
Intangible Property ,
Investment ,
Investors ,
Limited Liability Company (LLC) ,
Liquidation ,
Partnerships ,
Related Parties ,
S-Corporation ,
Sale of Assets ,
Shareholders ,
Stocks ,
Tangible Property ,
Tax Liability
State Finances-
Much has been written over the last few weeks about the unprecedented financial cushion that many states have accumulated thanks to federal support prompted by the pandemic and larger-than-expected tax...more
5/24/2022
/ Adjusted Gross Income ,
Administrative Law Judge (ALJ) ,
Audits ,
Federal Aid ,
IRS ,
Limited Liability Company (LLC) ,
New York ,
State Budgets ,
State Taxes ,
Tax Appeals ,
Tax Liability ,
Tax Returns ,
Tax Revenues ,
Taxable Income
“Yes” to Art, “No” to Tax-
Private patronage of the arts. For centuries, artists, museums, and galleries have depended, in no small part, upon the largesse of wealthy families.
Today, as in the past, many of these...more
3/29/2022
/ Art ,
Art Collections ,
Exclusions ,
Financial Transaction Tax ,
Fine Art ,
Good Faith ,
Leases ,
Limited Liability Company (LLC) ,
Private Resales ,
Property Ownership ,
Purchase Price ,
Resales Agreements ,
Retail Sales ,
Sales Tax ,
Tax Appeals ,
Tax Tribunal ,
Trustees
“It’s My Business”-
The owner of a closely held business will often find it difficult to distinguish the business from their own person. That is certainly true for a sole proprietorship. In many cases, unfortunately, the...more
2/17/2022
/ Alter Ego ,
Client Assets ,
Closely Held Businesses ,
Compensation ,
Creditors ,
Fraudulent Transfers ,
IRS ,
Limited Liability Company (LLC) ,
Purchase Agreement ,
Tax Assessment ,
Tax Liability ,
Trusts
“Would I ever leave this company? Look, I’m all about loyalty. In fact, I feel like part of what I’m being paid for here is my loyalty. But if there were somewhere else that valued loyalty more highly, I’m going wherever they...more
2/11/2022
/ Closely Held Businesses ,
Compensation ,
Corporate Officers ,
Directors ,
Employee Stock Purchase Plans ,
Equity ,
ESOP ,
Fair Market Value ,
Family Businesses ,
Forfeiture ,
IRS ,
Limited Liability Company (LLC) ,
Partnerships ,
S-Corporation ,
Tax Court ,
Tax Shelters ,
Trustees ,
Vested Benefits
Timing-
I had planned to post this piece during the third week of December, a day or so after the exchange between Senator Manchin and the White House sealed the fate of the Build Back Better plan, at least in its current...more
1/4/2022
/ Business Assets ,
Closely Held Businesses ,
IRS ,
Limited Liability Company (LLC) ,
New York ,
Partnerships ,
Pass-Through Entities ,
Private Equity ,
QSub ,
Reorganizations ,
Revenue Procedures ,
S-Corporation ,
SALT ,
Shareholders ,
Tax Increases ,
Tax Liability ,
Transfer Taxes
Same old in D.C.-
On Monday, November 15, the President will sign into law the approximately $1 trillion Infrastructure Investment and Jobs Act that was finally passed by Congress when the House approved the Senate’s...more
11/15/2021
/ Beneficiaries ,
Business Assets ,
Closely Held Businesses ,
Dynasty Trust ,
Fair Market Value ,
Gift Tax ,
Infrastructure ,
IRS ,
Joe Biden ,
Limited Liability Company (LLC) ,
Net Investment Income ,
Partnerships ,
Revocable Trusts ,
Surcharges ,
Tax Advice ,
Tax Returns ,
Taxable Exchanges ,
Taxable Income ,
Transfer Taxes ,
Valuation
Having Fun?
Hope you had a decent weekend. Perhaps you did something interesting, maybe even fun, like some end-of-season apple picking? Or maybe you had a cider donut with some hot coffee at a farm stand you stumbled upon...more
11/10/2021
/ Acquisitions ,
Adjusted Gross Income ,
Capital Gains ,
Fair Market Value ,
IRS ,
Limited Liability Company (LLC) ,
Long-Term Investment Funds ,
Mergers ,
Net Investment Income ,
Partnerships ,
Popular ,
Private Equity ,
Reorganizations ,
Rollover Equity ,
S-Corporation ,
Sale of Assets ,
Surcharges ,
Surtax ,
Tax Deductions
Tax the Rich?
A few days ago, an opinion piece that appeared in the Wall Street Journal began as follows:
“President Biden’s effort to pass the largest tax increase in U.S. history is based on the verifiably false...more
10/18/2021
/ Built-In Gains ,
C-Corporation ,
Congressional Budget Office ,
Corporate Taxes ,
Fair Market Value ,
Joe Biden ,
Limited Liability Company (LLC) ,
Liquidation ,
OECD ,
S-Corporation ,
Sale of Assets ,
Shareholders ,
Tax Increases ,
Taxable Income ,
Ways and Means Committee ,
Wealth Tax
First Step-
Last Wednesday, the House Ways and Means Committee approved that portion of the 2022 budget legislation with which it was tasked by the Congressional Budget resolution of August 24. The text of the bill...more
9/21/2021
/ Adjusted Gross Income ,
Business Assets ,
Business Income ,
C-Corporation ,
Capital Gains ,
Corporate Taxes ,
Estate Tax ,
Gift Tax ,
Grantor Trusts ,
Investors ,
Joe Biden ,
Limited Liability Company (LLC) ,
Liquidation ,
Qualified Small Business Stock ,
S-Corporation ,
Shareholders ,
Subsidiaries ,
Surtax ,
Tax Increases ,
Taxable Income ,
Valuation ,
Wealth Tax
The Calm Before?
I’m confused. For better or worse, I’m pretty sure that I am not alone.
Last week, in a letter addressed to the American people, forty-six of the fifty Republicans in the U.S. Senate indicated they...more
8/16/2021
/ Bankruptcy Code ,
Biden Administration ,
Budget Reconciliation ,
C-Corporation ,
Chapter 11 ,
Commercial Bankruptcy ,
Debtors ,
Infrastructure ,
Limited Liability Company (LLC) ,
Liquidation ,
Pass-Through Entities ,
Private Equity Funds ,
Tax Increases ,
Taxable Distributions ,
Trustees
Capital Loss-
If the amount realized by a taxpayer upon the sale of a partnership interest to a third party is insufficient to restore to the taxpayer their adjusted basis for the interest – i.e., their unrecovered...more
7/26/2021
/ Abandonment ,
Bankruptcy Trustees ,
Capital Assets ,
Capital Losses ,
Financial Reporting ,
Investors ,
IRS ,
Limited Liability Company (LLC) ,
Liquidation ,
Partnerships ,
Tax Court ,
Tax Returns
What A Ride-
No one anticipated that the Administration’s proposed tax increases would fly through Congress easily – at least no one residing in a state in which the recreational use of marijuana has not been legalized....more
6/14/2021
/ Bipartisan Agreement ,
Budget Reconciliation ,
C-Corporation ,
Closely Held Businesses ,
Corporate Taxes ,
Decriminalization of Marijuana ,
Department of Labor (DOL) ,
Employment Tax ,
FICA Taxes ,
Financial Adviser ,
Infrastructure ,
IRS ,
Joe Biden ,
Limited Liability Company (LLC) ,
Marijuana ,
Medicare ,
Net Investment Income ,
Partnerships ,
Pass-Through Entities ,
Popular ,
Reasonable Compensation ,
S-Corporation ,
Shareholders ,
Social Security Taxes ,
Wealth Tax
Recap-
Last week, we considered several of the revenue proposals included in the Biden Administration’s 2022 Budget that are probably of interest – or should we say, “of concern”? – to the owners of closely held...more
6/7/2021
/ C-Corporation ,
Capital Contributions ,
Capital Gains Tax ,
Closely Held Businesses ,
Compensation ,
Fair Market Value ,
Federal Budget ,
Gift Tax ,
Green Book ,
Hedge Funds ,
Income Taxes ,
Investment Partnerships ,
IRS ,
Joe Biden ,
Limited Liability Company (LLC) ,
Long-Term Investment Funds ,
Partnerships ,
Profits Interests ,
S-Corporation ,
Tax Equity ,
Tax Equity Partnership ,
Transfer Taxes ,
Valuation ,
Vested Benefits