Which deduction gets me the most refund?

Itemized deductions can give you a greater deductions if you can exceed the standard deduction.  For 2024, the Standard Deduction numbers to beat are:

• Single and Married Filing Separately taxpayers: $14,600
• Married Filing Jointly taxpayers: $29,200
• those file as Head of Household: $21,900

TurboTax states, "To itemize, you need to keep track of what you spent during the year on deductible expenses like out-of-pocket medical expenses and charitable donations. You also need to maintain supporting documentation, such as receipts; bank statements; medical bills; acknowledgment letters from charitable organizations; and tax documents reporting the mortgage interest, real estate taxes, and state income taxes you paid during the year."

See the link below for more information:

• Itemized Deduction vs. Standard Deduction