Quote from chinook:
Foz,
Thanks for the suggestions. However, you're not able to deduct your own health insurance premiums or contribute to a 401k for yourself, right?
Health insurance premiums are partially deductible, sometimes even 100% deductible if I recall correctly, at varying percentages over the next 10 years as different phase ins and phase outs of the tax laws occur. The deduction is right there on page 1 of your 1040. Line 30 for 2002.
From HIPAA of 1996: "Tax deductions for premiums purchased by people who are self-employed would be gradually increased over a 10-year period--40% in 1997, 45% in 1998 through 2002, 50% in 2003, 60% in 2004, 70% in 2005, and 80% in 2006. " The Bush tax cut may have accelerated or increased these percentages.
And you can't contribute to a 401k unless you have earned income. Sch. D income is not earned income. You could form an entity and pay yourself a salary if you want to convert capital gains into earned income. Or pay your spouse a salary out of your Sch. C sole proprietorship. See greencompany.com for some informative pages.