Yes, if you pay a mortgage and property tax, you should probably itemize. And/or if you have a lot of medical expenses. Or, if one has a corporation (for freel

Yes, if you pay a mortgage and property tax, you should probably itemize. And/or if you have a lot of medical expenses. Or, if one has a corporation (for freelancing, a SAAS, whatever), maybe the corporation could donate the stuff instead? I'm not sure how charitable donations work for corps, but might be worth exploring.