Which taxpayer is most likely to benefit by itemizing deductions on their 2021 return? None of these individuals are blind. Colin (32). He has no dependents and will use the single filing status. His allowable itemized deductions are $13,650. Donald (69). He has no dependents and will use the single filing status. His allowable itemized deductions are $13,800. Janelle (65). She is unmarried and will use the head of household filing status. She has one dependent. Her allowable itemized deductions are $19,500. Trevon (28). He is married and filing a joint return with his wife, Courtney (27). They have no dependents, and their allowable itemized deductions are $24,600.