going back to another time in my life...
V Parisian
>I gave up my CPA license in about 1997 after practicing as a CPA for the general public primarily small tax returns and various small businesses for about 15 years after 8 years in industry. My approach to this problem is rather pragmatic.
It is not a capital gain, but a hobby gain (If you really aren't in the business to buy and sell tools for a living nor do you realistically suppliment your income with this, then it is a hobby.) The IRS uses the phrase Hobby Loss to dicribe the losses generated by what appears to be a hobby. They like to banter this about anytime a taxpayer gets into a business without a business plan etc. and starts to write off expenses (usually far) in excess of income for several years running.
Example: Bob sells three hundred dollars in tools this year, but manages to deduct all the miles, meals, travel, entertainment and heating and cooling of his shop, depreciation on his equipment etc. (don't forget dog food and vet bills for Fifi the guard pooch)amounting to several thousand dollars as "legitimate" business expenses of his "tool selling" business.
Let's say for good measure that Bob also works 50 hours a week and earns in excess of $60,000.00 from his employment.
Without the proper arguments prepared in advance, and without a well thought out business plan etc, the IRS will let this slide two or three years. But in the 4th year Bob has got to show a profit,shut down the business,or risk having to go back and restate income under the Hobby Loss Rules and pay taxes, penalties, and interest on the deductions (to the extent that they exceeded sales)that are now dissallowed.
This isn't to say that a guy can't start a business and loose money for several years. This sort of person usually runs out of funds eventually and folds up shop, declares bankruptcy (gets a divorce along the way) and finally goes and gets a real job. I feel sorry for this guy, and his losses are very real and truly deductable. Remember there is no law against being stupid or being a poor business person.
Now back to Bill (or was that Bob) the guy who is buying and selling a few tools a year and turning a pretty fair amount of money at this. I suspect Bill/Bob could most likely come up with several thousand dollars of legitamate deductions that more than offset the gains without having to get very creative accounting wise. (Yes expenses related to Fifi the watch dog are legitimate.) If this is the case, then keep records of all the expenses and the income, and compare to see if you are still generating a loss. If the IRS were to audit you and suggest that you should be declaring these sells as profits, you can pull out all your receipts and say; "I'll report the sells if you allow me to offset the sales with these receipts." Oh ya baby... I love to leave an audit where the good Uncle Sam owes me a few shekels :>).
Tax lesson 101 is now concluded.
Victor-getting down off the podium. Come on Fifi,lets rehab a plane tonight.:>)