Sheppard, Brett, Stewart, Hersch, & Kinsey, P.A. Attorneys at Law

It Depends!

A potential client called to ask a question that he claimed was “simple”. After a ten minute dissertation outlining a very complicated fact pattern – all I could say was, “It depends.”
 He wasn’t very thrilled with my answer, and I can understand why. It would seem that lawyers sell more “Depends” than Walgreens and CVS [...]

Management Problems in Family Businesses

When my family moved to Clearwater in 1980, my father joined forces with his brother in his brother’s accounting firm. Unfortunately, that partnership didn’t work out. The conflicts lead to family strife, and the ultimate dissolution of the business. Both brothers ended up working in separate firms, and to this day they don’t interact often, [...]

What’s Your Family Business Succession Plan?

More than 90% of all U.S. businesses are family businesses, accounting for over 78% of our country’s employment and 150 of the Fortune 500 Companies. Yet only 30% of these family businesses will survive into the family’s second generation, 12% will make it to the third generation and only 4% survive to the fourth generation!
 The [...]

Questions – No Answers…and More Questions!

Did you ever have a teacher that answered all of your questions with a question of her own? That’s the way I felt sitting in the nation’s largest annual professional estate planning conference held in Orlando last week. Attending this conference is like taking a full semester’s course load of post-graduate level tax law in [...]

Family Travel Expenses

A common question that I’m asked involves which expenses the estate can and should pay when a loved one dies. The question sounds something like this: “Craig, my father just died and I’m his personal representative. I’m flying in my wife and children, my sister and her family are all coming too. Can I pay [...]

Health Insurance Excise Tax Makes Rhinos Fly

Growing up, one of my favorite relatives was my Aunt Libby – who was a real pistol. Those of you who are Hoosiers and who ever frequented Libby’s Deli at the downtown Indianapolis City Market (Governor Bowen and Mayor Lugar could often be found at the lunch counter munching on Libby’s famous Bar-B-Q sandwiches) would [...]

Stay On Top of Your Estate Plan in 2010

Last week I wrote about the uncertainty surrounding whether and how the federal estate tax might be extended into 2010 and beyond. As of January 1st without further legislation being enacted the federal estate tax disappears for one year, only to be replaced with a capital gains tax system that is difficult for lay people [...]

Mortgage Deficiency Judgments Against an Estate

If someone dies when their home, residence or other mortgaged property is “under water”, what should the personal representative of the estate do? Should they continue to make the payments on the property to keep it current until it sells? What happens if the sales proceeds are not enough to cover the mortgage note? Should [...]

Year End Gift Giving – Avoid Gift Taxes

Good riddance, many of us say, to 2009. But with the end of the year inevitably come questions about gifting and taxes. Most gifts to our loved ones are gift tax free, but you should know some basics before gifting anything of value to your children, grandchildren and other loved ones.
 The most that you can [...]

Family Business Dilemma

“David” arrived at my office with a dilemma. “I’ve built my business from the ground up,” he told me, “worked it for forty years. I want to retire but two of my three children work in the business and are dependent on it for their livelihoods. I don’t want to work there anymore, but I [...]