Specialized tax services
Tax prep built for your career.
Military families, rental property owners, truck drivers, rideshare drivers, and independent entertainers — each with unique situations and specific deductions most preparers miss.
“At TaxesbyRoss, I provide expert tax preparation and planning services tailored to your unique financial situation. I ensure accuracy, maximize deductions, and help you keep more of your hard-earned money.”
— Ross
Military Families
Active-duty and retired military personnel qualify for special deductions, credits, and exclusions that most preparers overlook. Ross ensures every military benefit is applied.
- Combat pay exclusions
- Moving expense deductions
- Uniform and equipment costs
- State filing in multiple states
- Survivor benefit considerations
Rental Property Owners
Landlords and real estate investors have powerful tax advantages available. Ross maximizes depreciation, expense deductions, and passive loss strategies.
- Depreciation schedules
- Repair vs. improvement classification
- Property management expense deductions
- Mortgage interest write-offs
- Schedule E preparation
Truck Drivers
Long-haul and local truckers have a unique set of IRS-recognized deductions. Per diem rates, vehicle expenses, and industry-specific costs are fully leveraged.
- Per diem meal deductions
- Vehicle fuel & maintenance
- Overnight travel expenses
- Owner-operator business deductions
- DOT physical & licensing costs
Rideshare Drivers
Uber, Lyft, and other gig drivers receive 1099s and face self-employment tax. Ross handles every mileage and vehicle deduction to lower your bill.
- Mileage tracking optimization
- Vehicle expense deductions
- Phone & app fee write-offs
- Quarterly estimated tax planning
- Set-Aside Calculator included
Independent Entertainers
Full planning includedPerformance professionals face unique financial challenges — variable cash-heavy income, no employer retirement plan, and high tax exposure without quarterly planning. Ross provides discreet, comprehensive tax and financial planning tailored to your career.
- Schedule C optimization
- Cash income guidance & IRS compliance
- Expense categorization (costumes, travel, fees)
- Quarterly tax planning & set-aside formula
- Solo 401(k), SEP-IRA & Roth IRA setup
- Retirement forecasting & career transition planning
- Audit risk reduction
- Completely discreet & confidential service
Amended returns & IRS notice help — $320
Made a mistake on a prior return? Received an IRS notice? I prepare amended returns (Form 1040-X), catch up unfiled years, and help you understand what a notice is asking so we can put together a clear written response for you to review and send.
I prepare returns and written responses and help you deal with the IRS. I am a tax preparer, not an Enrolled Agent, CPA, or attorney, so I do not represent clients in an audit or appeal — if your situation needs that, I will tell you.
Common questions
- What tax breaks do military families get?Military families have several provisions that civilians do not: combat zone pay is excluded from income (fully for enlisted members, up to a cap for officers), allowances like BAH and BAS are not taxed, active-duty PCS moving costs are still deductible, and residency does not change just because of a permanent change of station. A military spouse can generally claim the servicemember's state of legal residence, which matters a lot when that state has no income tax. Filing deadlines are also extended for those serving in a combat zone.
- What can truck drivers deduct on their taxes?Owner-operators and lease-operators (paid on a 1099) can deduct the ordinary costs of running the truck: fuel, repairs, maintenance, tires, insurance, and either depreciation or lease payments, plus licensing, permits, the DOT physical, an electronic logging device, and on-the-road costs like showers and parking. Meals away from home overnight can be deducted using the DOT per diem rate, which is deductible at a higher percentage than the normal 50 percent. Company drivers who receive a W-2 generally cannot deduct these unreimbursed job expenses under current law.
- Are rental property repairs and improvements taxed differently?Yes. A repair keeps the property in working condition and is deducted in full the year you pay for it. An improvement betters the property, restores it, or adapts it to a new use, and must be capitalized and depreciated over years (27.5 years for residential rental structures). Fixing a leaky faucet is a repair; replacing the whole plumbing system or the roof is an improvement. Several IRS safe harbors let you currently deduct smaller items that would otherwise have to be capitalized.
- How do Uber and rideshare drivers in Tampa file taxes?As a rideshare or delivery driver you are self-employed, so your driving income and expenses go on a Schedule C with your Form 1040, and you also owe self-employment tax on the profit. You combine every app's 1099-NEC, 1099-K, and annual tax summary into one set of numbers, subtract eligible business expenses such as mileage, and file one federal return. Florida has no state income tax, so for most Tampa drivers there is no state return.