Does anyone know if you can split the expenses? Like could I put $3000 in the FSA and claim $3000 for the tax credit (with my $12000 total daycare cost)? Would that be better than maxing out the FSA first?

@Andre Moreau - I was in almost the exact same situation last year! With one child and $12k in daycare costs, here's what I learned: Since you have one child, the dependent care tax credit is limited to $3,000 in expenses. If you put the full $5,000 in your FSA, you've already exceeded that $3,000 limit, so you won't be able to claim any tax credit. Here's what might work better for you: Put $3,000 in the FSA and keep $3,000 available for the tax credit. Whether this is optimal depends on your income level. The FSA saves you money at your marginal tax rate plus FICA (about 29.65% if you're in the 22% bracket), while the dependent care credit ranges from 20-35% based on income. If you're at higher income levels, the FSA might give you better savings. If you're at lower income levels, the credit percentage could be higher than your tax savings from the FSA. Given that you mentioned your husband makes more than you and you've had IRS issues before, I'd definitely recommend running the numbers both ways or consulting with a tax professional to make sure you're maximizing your benefit without any complications!

I know this is slightly off topic from the exemption card, but has anyone else noticed that some online retailers don't charge sales tax even when they're supposed to? Not complaining obviously, but wondering if this is legal or if they're just breaking the rules?

Just to add some context to all the great information here - I work in state tax compliance and wanted to clarify a few things about sales tax exemptions. The diplomatic cards mentioned earlier are indeed real and legitimate, but they're very specific to foreign diplomatic personnel under international treaties. For regular citizens, the most common legitimate exemptions are actually medical-related. Many states offer sales tax exemptions on prescription medications, medical devices, and sometimes even over-the-counter items if you have certain qualifying conditions. Some states also have exemptions for clothing under a certain dollar amount or during specific tax-free weekends. If you're curious about what exemptions you might qualify for, your state's Department of Revenue website usually has a comprehensive list. It's much more limited than what diplomats get, but there are legitimate ways to reduce your tax burden without needing special cards!

Has anyone here actually succeeded in itemizing with Healthshare expenses? We're on Samaritan and paying about $750/month in shares plus had about $5k in expenses that weren't shared this year. But we're still well below the standard deduction threshold for married filing jointly.

Based on my experience with Healthshares and tax law, I want to clarify a few key points that might help you navigate this situation: First, you're correct that your monthly Healthshare contributions ($8k annually) are NOT the same as traditional insurance premiums for tax purposes. However, they DO count as qualifying medical expenses when calculating your itemized deductions, subject to the 7.5% AGI threshold. The $9k you paid out-of-pocket that wasn't reimbursed is also deductible as medical expenses. So you'd have $17k in potential medical deductions ($8k contributions + $9k out-of-pocket), which exceeds your 7.5% threshold of approximately $12,750 (based on $170k income). However, the reimbursed $29k is NOT deductible, regardless of whether you paid providers first and got reimbursed later. The IRS looks at the final economic burden - if you were ultimately made whole through reimbursement, you can't deduct those expenses. Given your income level and the amounts involved, you'd need to carefully calculate whether itemizing would benefit you over the $27,700 standard deduction for married filing jointly. Include your medical expenses above the threshold, state/local taxes (up to $10k), mortgage interest, and charitable donations to see if itemizing makes sense. Keep detailed records of everything, including dates, amounts, and proof of payment/reimbursement. Healthshare arrangements can sometimes trigger additional IRS scrutiny, so documentation is crucial.

Have you called the Treasury Offset Program directly? Sometimes they have more info than the state does. Their number is 800-304-3107. You'll need your ex's SSN and your case number.

I went through this exact same situation in Massachusetts last year! The waiting is absolutely brutal, especially when you're counting on that money. Here's what I learned from my experience: The 4-8 week timeline is pretty accurate, but it can stretch longer during tax season. Mine took about 7 weeks total. What really helped me was keeping a log of every call I made and who I spoke with - it made follow-up calls way more productive. One thing nobody mentioned yet is that you should ask the MA DOR for the "offset notification letter" - this shows the exact amount that was sent from the federal government and when. If there's a discrepancy between what you expect and what you receive, this letter is crucial. Also, if you haven't already, make sure your address is current with both the IRS and MA DOR. I've seen cases where payments get delayed because they're sent to old addresses. The waiting sucks but hang in there - the money will come through!

Don't forget to check with your dental insurance first! Some plans cover Invisalign partially if it's medically necessary. Mine covered about 25% of the cost because my dentist documented that I had TMJ issues. That reduced the amount I needed to try claiming on taxes.

Great question! I went through this exact situation last year with my Invisalign treatment. The key is getting proper documentation from your orthodontist that clearly states the treatment is for medical necessity - jaw pain, bite correction, TMJ issues, etc. A few important points to consider: 1. **Medical expense deduction threshold**: You'll need total medical expenses exceeding 7.5% of your AGI to itemize and deduct. This includes ALL medical costs - insurance premiums, prescriptions, doctor visits, etc. 2. **HSA/FSA route**: This is often better than the tax deduction route since you use pre-tax dollars without meeting any threshold. Most FSA administrators will approve orthodontic work if you have documentation of medical necessity. 3. **Documentation is key**: Ask your orthodontist for a letter specifically stating that the Invisalign is being prescribed to treat your bite and alignment issues causing jaw pain. Most orthodontists are very familiar with providing this type of documentation. 4. **Track everything**: Keep receipts for the treatment cost, travel to appointments, and any related expenses. Given your situation with documented jaw pain and bite issues, you should definitely qualify for either the medical expense deduction (if you meet the threshold) or FSA reimbursement if your employer offers one. The medical necessity aspect is clearly established in your case.