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Thank you so much. Your explanation -  "The tax law would not uphold a capital gain transaction of investment property with expenses on a Schedule C for the same items." makes complete sense. I did not find that explanation elsewhere in the community or at the IRS. I was going in circles because these seem to fit the definition of 'personal items'.  It is my work that is making these items 'profitable', so the self-employment Schedule C route seems the best fit. Thanks again - this is a great help.