Travel and Taxes

by | Sep 9, 2017 | Toby Talks Tax

I hear yelps from the Water Cooler Area that the Boss plans to have me accompany her to a dog show in New York for fun. That means I might be out of the office for a few weeks, as I’ll need to put on the dog a bit before the big event.  So the big question is:  Can...

Employment Tax Deductions

by | Jul 17, 2017 | Toby Talks Tax

I’ve been working this same job as Assistant Office Manager my entire life, so last week I decided it might be time to sniff out some other possibilities. Not that the perks at Law Offices of Christy Lee, P.C., aren’t much appreciated, you understand – those...

Gambling and Taxes

by | May 20, 2017 | Toby Talks Tax

I think I look good sitting around the poker table in Vegas.  There I am, all spiffed out in a diamond collar, groomed nails, and a satin vest.  (Ix-nay on the cigar, whiskey, and entourage of fluffy line dancers all named FiFi.  The boss doesn’t like it when I bring...

Early Withdrawal of Retirement Funds

by | Mar 24, 2017 | Toby Talks Tax

The Boss frequently treats me to discounted rates for a sound advice.  But lately I’ve faced a few problems with my financial planning that I don’t want to discuss with her – if I confess that I’m thinking about digging into my retirement accounts to fund a few...

Roth IRA

by | Feb 23, 2017 | Toby Talks Tax

I have to figure out if it’s a good idea to risk paying taxes now on funds that I will be stashing away for later, which I can enjoy “tax-free” at the time of withdrawal.  The big question is:  What if I don’t live long enough to take out and spend tax-free all the...