For partial work from home situations, you can only deduct the business percentage of your internet if you're self-employed. W-2 employees lost the ability to deduct unreimbursed business expenses after the Tax Cuts and Jobs Act, unless you're certain specific professions like armed forces reservists, qualified performing artists, or fee-basis state/local government officials.

Thanks for the pricing insight. I was definitely worried about charging too much as a newcomer, but what you're saying about the perception of quality makes sense. Would you recommend gradually increasing prices as I gain more clients, or should I start higher right away?

I'd recommend starting closer to market rates right from the beginning. You can always offer an introductory discount to your first clients if you're concerned about the price, but explicitly frame it as a discount so they know the real value. Don't fall into the trap of having to raise prices significantly for existing clients later - that's much harder to do. Better to start near where you want to be. Focus your marketing on the specialized value you bring to Hispanic truckers - bilingual service, understanding their specific business challenges, and knowledge of all the deductions they're entitled to. Many will pay more for someone who truly understands their situation.

This is great advice. I do something similar but I also bring a one-page handout that shows common deductions for their industry with typical dollar amounts. Truckers can claim per diem, maintenance, phone costs, etc. Having something physical they can take with them helps too.

Is there a minimum amount for business expenses to be worth tracking? Like, do I need to save receipts for $5 purchases or only bigger things?

There's no minimum threshold - technically even small expenses are deductible if they're legitimate business costs. I personally track everything because those small purchases add up quickly. A $5 expense every workday is over $1,200 annually! I recommend using a receipt-scanning app that links to your accounting software. I snap a pic of every receipt immediately, categorize it, and then I don't have to worry about keeping paper copies. The IRS accepts digital records as long as they contain all the relevant information. Better to track too much than miss deductions!

I went through an audit last year for my LLC. They specifically looked at my home office deduction. As long as you have good documentation (photos of the space, a diagram showing square footage, and records of your total rent/mortgage), you should be fine. Just make sure that space is EXCLUSIVELY for business. That's what they look for.

Does requesting all three types of relief make the process take longer? I'm trying to get this resolved as quickly as possible and don't want unnecessary delays.

Requesting all three types actually doesn't extend the processing time at all. The IRS evaluates your case for all types simultaneously, not sequentially. They automatically consider which type you qualify for, starting with innocent spouse relief, then separation of liability, and finally equitable relief. The biggest factors affecting processing time are completeness of documentation and current IRS backlog. Making sure you provide thorough documentation up front is the best way to avoid delays. If you only request one type and don't qualify, they'll reject your case entirely rather than considering if you might qualify under another type.

They process innocent spouse claims year-round, but there's definitely slowdown during filing season. My claim took 9 months last year, with 4 of those months being during tax season when it basically didn't move at all. You might not hear anything until May or June.

Thanks for this advice! I hadn't thought about keeping specific documentation of the tax year designation. Will Fidelity automatically generate a receipt showing the 2020 contribution, or should I request something special when I make the contribution?

When you make the contribution online, you'll receive a confirmation that should clearly indicate the tax year. Print this or save a PDF of it. Additionally, I'd recommend taking a screenshot of the contribution page where you select "2020" as the tax year. Fidelity will also generate a Form 5498-SA in May that officially documents your HSA contributions by tax year. This form is sent to both you and the IRS. While you don't need to include it with your tax return, definitely keep it with your tax records. If you want to be extra careful, you can also call Fidelity after making the contribution to confirm it was properly coded for 2020, and make a note of the date, time, and representative's name from that call.

Generally for online transactions, midnight in your time zone on the deadline day is acceptable. However, different HSA providers might have different cutoff times for processing transactions, especially if they require manual verification or processing. To be safe, I'd recommend making the contribution at least 2-3 business days before the deadline. I made this mistake last year trying to fund my HSA on April 15th at 9pm, and while my provider (not Fidelity) accepted it, they initially coded it for the wrong tax year and it was a hassle to get fixed.