S corporation redemptions: Navigating Secs. 302 and 301

Fueled by the law known as the Tax Cuts and Jobs Act of 2017 (TCJA), P.L. 115-97, and a market of retiring Baby Boomers looking to divest ownership interests, the marketplace recently experienced a wealth of transactions. Among this crowd are S corporations engaging in shareholder redemptions — with some also contemplating a subsequent conversion …

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Revisiting the application of Sec. 280G on partnerships and LLCs

Sec. 280G, relating to "golden parachute payments," and its Sec. 4999 excise tax counterpart are two of the more draconian provisions in the Internal Revenue Code. Sec. 280G disallows a deduction to a corporation for an excess parachute payment made to an individual, and Sec. 4999 imposes a 20% nondeductible excise tax penalty on a …

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Proving a Business Connection for Meals and Entertainment

Entertainment includes any activity generally considered to provide entertainment, amusement, or recreation (Regs. Sec. 1.274-2(b)(1)). Meal and entertainment expenses incurred by a taxpayer to entertain a client, customer, employee, or other business associate are deductible only if the expenses satisfy the following strict requirements imposed by the Code: Ordinary and necessary: Meal or entertainment expenses …

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4 Strategies to Keep Cash Flowing in Your Small Business

Being a small business owner presents its own unique set of challenges, and one of the main ones is not having the budget to do all you need to do. A successful business needs constant investing to keep it growing—more marketing spends, product or service improvement, getting more people to join the team, and so …

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Business Driving Expenses You Can – and Can't – Deduct

Business owners and employees who drive for business purposes can deduct expenses for the use of personal cars or company cars for business purposes. In both cases, the expenses must be documented (more on this below) and specifically business-related. Personal expenses and other expenses that are described below are not allowable business driving expenses. Before …

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