Decisions, Decisions -
The owners of a closely held U.S. business will have to make many difficult decisions during the life of the business. Among the earliest of these is the so-called choice of business entity, the...more
11/13/2024
/ C-Corporation ,
Closely Held Businesses ,
Foreign Markets ,
Foreign Subsidiaries ,
Income Taxes ,
Limited Liability Company (LLC) ,
Limited Partnerships ,
Parent Corporation ,
S-Corporation ,
Tax Appeals ,
Tax Treaty ,
U.S. Treasury
You may have heard or even read about the U.S. Supreme Court’s recent decision regarding the date of death value of a deceased shareholder’s shares in a closely held corporation that owned a life insurance policy on the...more
7/1/2024
/ Business Succession ,
Buy-Sell Agreements ,
Buyouts ,
Certiorari ,
Closely Held Businesses ,
Connelly v United States ,
Estate Tax ,
Fair Market Value ,
IRS ,
Liability ,
Life Insurance ,
Liquidity ,
Redemption Agreement ,
Right of Redemption ,
SCOTUS ,
Shareholders ,
Tax Audits
Depending upon what you read or, perhaps more accurately, depending upon how much you believe of what you read, you may be aware that many closely held businesses are concerned about their future.
Most of these survived...more
4/4/2024
/ Bad Actors ,
Business Closures ,
Business Ownership ,
Closely Held Businesses ,
CPAs ,
Duty to Act ,
Embezzlement ,
Employment Tax ,
Financial Distress ,
IRS ,
Responsible Party ,
Tax Court ,
Trust Fund Recovery Penalty (TFRP) ,
Trust Funds ,
Withholding Tax
Last week, Sen. Warren reintroduced her “Ultra-Millionaires” wealth tax proposal to the Senate. Query her timing. The measure has the proverbial snowball’s chance in Hell of being enacted by this Congress.Perhaps the Senator...more
3/26/2024
/ Biden Administration ,
Business Entities ,
Business Income ,
Business Losses ,
Capital Gains ,
Closely Held Businesses ,
Corporate Taxes ,
Federal Budget ,
Federal Taxes ,
Income Taxes ,
Investment ,
Limited Liability Company (LLC) ,
Medicare Taxes ,
NIIT ,
Partnerships ,
S-Corporation ,
Self-Employment Tax ,
Shareholders ,
Tax Deductions ,
Tax Rates ,
Taxable Income ,
U.S. Treasury ,
Wealth Tax
Would you be surprised to learn that most shareholders of closely held corporations, and especially those with minority or merely passive interests, believe they cannot be held responsible for the tax obligations of their...more
2/15/2024
/ Closely Held Businesses ,
Corporate Taxes ,
Internal Revenue Code (IRC) ,
IRS ,
Limited Liability ,
Liquidation ,
Securities ,
Shareholders ,
Stock Purchase Agreement ,
Stock Sale Agreements ,
Stock Transfer ,
Tax Court ,
Tax Liability ,
Tax Shelters ,
Transferees
Many of us have encountered variations of the following scenario: a parent owns and operates a business; one or more of their children are employed in the business; as the children mature and become more experienced and...more
2/9/2024
/ Asset Purchase Agreements ,
Business Assets ,
Business Succession ,
Closely Held Businesses ,
Family Businesses ,
Gift Tax ,
Grantors ,
IRS ,
Limited Liability Company (LLC) ,
Non-Compete Agreements ,
S-Corporation ,
Shareholders ,
Stocks ,
Succession Planning ,
Tax Court
Heads I Win, . . . -
When closely held corporations that are under common control engage in any intercompany transaction, it is prudent for the corporations and their shareholders to ensure that the transaction is being...more
2/2/2024
/ Business Losses ,
Business Taxes ,
Capital Contributions ,
CFOs ,
Closely Held Businesses ,
Creditors ,
Debt ,
Earnings Reports ,
Fund Distribution ,
Intent ,
Intercompany Transactions ,
Investment ,
IRS ,
Loan Repayment Issues ,
Loans ,
Tax Court ,
Tax Returns ,
Taxable Distributions
Few individual owners of a closely held business would be surprised if you explained to them that the IRS and the Federal courts generally will subject many transactions between certain “related” persons to heightened...more
1/17/2024
/ Aggregate Damages ,
Audits ,
Business Losses ,
Capital Gains ,
Closely Held Businesses ,
Family Businesses ,
Family Members ,
IRS ,
Partnerships ,
Proposed Regulation ,
Related Parties ,
Tax Deductions
This is The End-
I have dreaded the year end for as long as I can remember. As a teenager and then as a young adult I associated the final quarter of the year, and especially the period beginning on Thanksgiving and...more
12/20/2023
/ Business Ownership ,
Capital Gains ,
Carried Interest ,
Closely Held Businesses ,
Estate Tax ,
Federal Taxes ,
Gift Tax ,
Grantor Retained Annuity Trusts (GRATs) ,
Income Taxes ,
Investors ,
IRS ,
Tax Cuts and Jobs Act ,
Tax Planning ,
Transfer Taxes ,
Trusts ,
U.S. House
It’s not enough for the founder of a closely held business to have successfully established the business. The business has to grow, not only to increase profits, but also to make it more competitive and to diversify its...more
11/6/2023
/ Bypass Trusts ,
Closely Held Businesses ,
Disclaimers ,
Estate Planning ,
Estate Tax ,
Executors ,
Fair Market Value ,
Family Businesses ,
Gift Tax ,
Irrevocable Trusts ,
IRS ,
Marital Trusts ,
Personal Liability ,
QTIP Trusts ,
Surviving Spouse ,
Tax Liability ,
Taxation ,
Transfer Taxes ,
Trustees ,
Trusts
Death of a Parent-
In the context of a family-owned business, it is often the case that the matriarch or patriarch of the family is also the chief executive of the business. They may have founded the business, or they may...more
8/11/2023
/ Closely Held Businesses ,
Estate Planning ,
Estate Tax ,
Family Businesses ,
Heirs ,
Insolvency ,
Internal Revenue Code (IRC) ,
IRS ,
Spouses ,
Surviving Spouse ,
Tax Court ,
Tax Liability ,
Tax Liens ,
Tax Returns ,
Transfer Taxes ,
Trusts
Faulty Framework?
The question posed above is not intended to be rhetorical. Rather, it is one that the owners of a closely held business should consider thoroughly before transferring or committing any business assets to...more
8/4/2023
/ Charitable Donations ,
Charitable Organizations ,
Charitable Trusts ,
Closely Held Businesses ,
Fair Market Value ,
Family Businesses ,
For-Profit Corporations ,
IRS ,
Nonprofits ,
Public Charities ,
S-Corporation ,
Tax Court ,
Tax Deductions
What Was Intended?
Transactions between commonly controlled, closely held businesses are often conducted in an informal manner. This is unfortunate because, in the absence of documentation, it is sometimes difficult to...more
7/20/2023
/ Bad Debt ,
Capital Assets ,
Capital Contributions ,
Closely Held Businesses ,
Creditors ,
Debt ,
Debtor-Creditor ,
Deductions ,
Equitable Contribution ,
Equity ,
Fair Market Value ,
Fund Transfers ,
Investment ,
IRS ,
Loans ,
Ownership Interest ,
Real Estate Development ,
S-Corporation ,
Secured Debt ,
Tax Court ,
Tax Liability ,
Tax Returns
Estate Tax – It’s a Killer-
One of the reasons often given for eliminating the estate tax is the substantial economic burden it places upon the estate of a deceased business owner and upon the business itself. Specifically,...more
6/16/2023
/ Acceleration ,
Adjusted Gross Income ,
Business Assets ,
Business Ownership ,
Closely Held Businesses ,
Deceased ,
Decedent Protection ,
Estate Tax ,
Fair Market Value ,
Gift Tax ,
Installment Agreements ,
Irrevocable Life Insurance Trusts ,
IRS ,
Life Insurance ,
Redemption Agreement ,
Stock Ownership ,
Stock Purchase Agreement ,
Tax Liability ,
Testamentary Transfers
Have you ever wondered whether you were barking up the wrong tree? That the solution to a problem may be found, not in the approach to which you were already committed and invested, but in an altogether different direction?...more
3/9/2023
/ Adjusted Gross Income ,
Business Expenses ,
Closely Held Businesses ,
Foreign Corporations ,
Income Taxes ,
IRS ,
Joe Biden ,
Partnerships ,
S-Corporation ,
Self Employed ,
Tax Court ,
Tax Evasion ,
Tax Increases ,
Wealth Tax ,
Wire Transfers
According to a report issued by the National Association of Realtors a couple of days ago, last year saw a large outmigration of people from California and New York, while Florida and Texas experienced a comparably large...more
2/3/2023
/ Beneficiaries ,
Closely Held Businesses ,
Domicile ,
Estate Planning ,
Exemptions ,
Gifts ,
Grantor Trusts ,
Income Taxes ,
New York ,
Non-Residents ,
Settlors ,
State and Local Government ,
Tax Liability ,
Trusts ,
Value Appreciation ,
Wealth Tax
Last Friday, December 30, 2022, during the final hours of the 117th Session of Congress, the House Ways and Means Committee – through which all tax legislation passes – released redacted versions of six years of Mr. Trump’s...more
1/5/2023
/ Audits ,
Business Expenses ,
Business Losses ,
Closely Held Businesses ,
Donald Trump ,
IRS ,
Loans ,
Tax Avoidance ,
Tax Legislation ,
Tax Liability ,
Tax Reform ,
Ways and Means Committee
Don’t Be Unreasonable-
Much has been written of late regarding the payment by a business of various personal expenses incurred by its owner or certain key employees. The payment of an owner’s personal expenses appears to...more
12/16/2022
/ Arms Length Transactions ,
Business Expenses ,
Business Ownership ,
Closely Held Businesses ,
Compensation ,
Family Businesses ,
IRS ,
Personal Use ,
Reasonable Compensation ,
Selling a Business ,
Tax Deductions ,
Tax Liability ,
Taxable Income
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
The Key Person-
The closely held corporation is often a fragile creature. Too often, its continued success and well-being are overly dependent upon the continued involvement of one individual – namely, the founder and...more
11/3/2022
/ Closely Held Businesses ,
Estate Tax ,
Grantor Trusts ,
IRS ,
Marital Trusts ,
Revocable Trusts ,
S-Corporation ,
Shareholders ,
Successors ,
Surviving Spouse ,
Testamentary Trust ,
Trusts
“Show Me the Money”-
Much has been written in recent months about how well the investment portfolios of private foundations have performed over the last several years.
For example, a study conducted by the Council on...more
10/12/2022
/ Bipartisan Budget Act ,
Business Income ,
C-Corporation ,
Charitable Organizations ,
Closely Held Businesses ,
Distribution Rules ,
Donor-Advised Funds (DAFs) ,
Internal Revenue Code (IRC) ,
Investment Portfolios ,
IRS ,
Private Foundations ,
Required Minimum Distributions ,
S-Corporation ,
Tax Deductions ,
Tax Liability
Constructive Transfers-
It is axiomatic that the tax treatment of interactions between a closely held business and its owners will generally be subject to heightened scrutiny by the IRS, and that the labels attached to such...more
9/27/2022
/ Business Expenses ,
Business Taxes ,
C-Corporation ,
Closely Held Businesses ,
Deductions ,
Investment ,
IRS ,
Parent Corporation ,
Personal Exemptions ,
S-Corporation ,
Shareholders ,
Tax Court ,
Tax Deductions
Sibling Rivalry-
You have probably encountered family-owned corporations in which the founder’s offspring are involved in the business to varying degrees. They may even own some equity, typically having received such equity...more
9/22/2022
/ Closely Held Businesses ,
Distribution Rules ,
Estate Planning ,
Fair Market Value ,
Family Businesses ,
IRS ,
Popular ,
Reorganizations ,
Shareholders ,
Succession Planning ,
Tax-Free Spin-Offs
Where is the Economy Heading?
According to the data released Friday by the Department of Labor, the U.S. economy added approximately 528,000 jobs in July, reducing the unemployment rate to 3.5 percent. Although this...more
8/9/2022
/ Administrative Law Judge (ALJ) ,
Business Taxes ,
Closely Held Businesses ,
Department of Labor (DOL) ,
Federal Reserve ,
Foreign Markets ,
Income Taxes ,
IRS ,
New York ,
Price Inflation ,
Tax Appeals ,
Tax Liability ,
Tax Tribunal ,
Unemployment ,
Wages ,
Withholding Tax
Limited Liability?
Many individual taxpayers who invest in a closely held business, including one organized as a corporation, fail to appreciate there are circumstances in which they may be held personally liable by a...more
5/10/2022
/ Audits ,
Closely Held Businesses ,
Corporate Taxes ,
Duty to Act ,
Financial Transaction Tax ,
Income Taxes ,
Information Document Requests ,
New York ,
Personal Liability ,
Sales Tax ,
Shareholders ,
Tax Appeals