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@Riven4 If by "claim him" you mean you want to claim your BF as a dependent, you could claim BF only if he lived with you all year, had less than $5200 of income not counting Social Security, and you provided over half his support.   IRS interview to help determine who can be claimed: https://www.irs.gov/help/ita/who-can-i-claim-as-a-dependent  

2025 STANDARD DEDUCTION AMOUNTS SINGLE $15,750  (65 or older/legally blind + $2000) MARRIED FILING SEPARATELY $15,750  (65 or older/legally blind +1600) MARRIED FILING JOINTLY $31,500  (65 or older/legally blind + $1600) HEAD OF HOUSEHOLD $23,625 (65 or older/legally blind + $2000)     For 2025 through 2028 there is an extra  deduction amount of up to $6000 per individual 65 or older filing Single, MFJ, or HOH which is phased out for taxpayers with modified adjusted gross income over $75,000 for single filers and $150,000 for joint filers.   The $6,000 senior deduction will be calculated on 1040 Schedule 1-A page 2 Part V Enhanced Deduction for Seniors which goes to 1040 line 13b. It is separate and in addition to the Standard Deduction or your Itemized Deductions on 1040 line 12e.  Turbo Tax automatically includes it. IRS Schedule 1-A https://www.irs.gov/pub/irs-dft/f1040s1a--dft.pdf  

Re: Charitable Contributions  I have charitable contributions of household items from different dates during 2025.  No individual contribution is more than $5,000, but the sum of all contributions in 2025 is more than $5,000.  For filing purposes, do I need to provide the IRS with an itemized list for each?  Now that “it’s deductible” is gone, is there any tool out there that will allow for a direct upload of charitable donation data (as it’s deductible did) into TurboTax?   Thanks

@koelbl5 wrote: I will definitely consider other tax programs for 2026.  They probably won't be much different from TurboTax (except the interface will be crappier).    I can't see where the other programs allow import of ALL of your donations into their programs. They do help you value the donations you made, but it appears you have to enter them into the programs.

Are you running a business for which the contractor performed work, or are you just the homeowner who paid a contractor for something?   If you are just the homeowner -- not a business -- you do not issue a 1099NEC to a contractor.   Work done on your own home is not deductible for you, and the contractor is responsible for reporting their own self-employment income.

@judgedcm wrote:  I believe HR Block has an integrated module to track charitable donations with valuations for my donations.  I'm posting a screenshot of their "integrated module" (DeductionPro) below.   As you can see, you select the category and other information from a dropdown. I see no way to import a .csv file for that module of the program.  

Once again, for the 2025 tax season, property taxes on an additional home cannot be entered directly on the deductions page.   I guess I'll have to wait for the complete update to add the number on the tax form directly.  Items like this are an irritant, and make on think Turbotax is not worth the money.