You are currently working at a mid-sized certified public accounting firm. Your client is Bob Jones. Bob, age 60 and single, has recently retired from IBM. He has $690,000 available in his 401(k) fund and he is thinking of using that money to open a used car business that will be located at 210 Ocean View Drive in Pensacola, Florida. Bob has estimated that the business might make $300,000 in taxable income. Bob’s personal wealth including investments in land, stocks, and bonds is about $14,000,000. He reported an interest income of $20,000 and dividend income of $6,000 last year. The $14,000,000 includes land worth $9,000,000 that Bob bought in 1966 for $450,000. He is also considering transferring a possible 40% interest in his new business to his daughter Mandy, age 23 and single.


A. Prepare a detailed calculation of the capital gain and income tax supported and explained with authority from the tax code. Use the Capital Gains Tax Worksheet to calculate Bob’s income tax. I am looking for a step by step calculation and explanation of the long term capital gain, income tax, and after-tax proceeds from the sale of Bob’s land.  Also, please note the long term capital gains tax rate is 20% and there is a 3.8% tax on net investment income that applies.

B. Identify the tax consequences on the sale or exchange of the land consistent with capital gain rules. Consider the selling expense, broker’s fees, closing costs, appraisals, and surveys and the correct schedule form to complete.

C. Describe the after tax effects on the client’s cash flow based on the sale of the land that is needed to provide the funds necessary to start the business. Consider including capital gains tax rules.

D. Explain whether or not the client and his child should take a salary or cash distribution according to tax purposes and Internal Revenue Code and Treasury regulations. Consider the type of business which is an S Corporation and the tax effect whether it is salary, dividends, or cash withdrawal. Looking for a summary discussion of the income tax consequences to Bob and to his business of taking a salary vs. a cash distribution