This! Depreciation recapture bit me hard when I sold my rental last year. I didn't realize I'd have to pay back all those tax benefits at 25% rate. Would have made different decisions if I'd understood this from the beginning.

Thank you for mentioning this! We do hope to eventually move into this house, maybe in 2-3 years once my husband's employment stabilizes. Is there any documentation I should keep now to help with this potential future situation?

Keep absolutely everything! Save all records related to: - Your original purchase (closing documents, original intent to occupy) - Any emails or documentation showing your plans changed due to job loss - All rental income and expense records - Any improvements or repairs (with receipts) - Property tax statements showing separate land/building values - Documentation of when you begin using it as your primary residence Also consider getting a professional appraisal when you convert it back to personal use. Having solid documentation of the property's value at each conversion point can save you thousands in taxes when you eventually sell.

Thanks for sharing your experience! When you say Schedule C might be better, does that mean you believe the education would qualify as a legitimate business expense under T Reg 1.162-5(a) for someone in this situation?

Yes, I believe it would qualify as a legitimate business expense in this specific case. The key is that T Reg 1.162-5(a) allows deductions for education that "maintains or improves skills required by the individual in his employment or other trade or business." If your client can document that they regularly perform accounting functions in their law practice (like tax planning, financial analysis for clients, etc.), then the CPA education enhances existing skills rather than qualifying them for a new profession. It's the actual tasks performed that matter, not the job title. I successfully took this position on my own return and have advised clients similarly without issues.

I don't think you can double-dip like that. IRS Publication 970 specifically says you can't claim an education credit and a business deduction for the same expense. You have to choose one or the other.

Can you explain more about this Accumulated Earnings Tax? I've never heard of it but might be in a similar situation with my business. Is there a way to document plans for the retained earnings to avoid this tax?

Yes, you can document specific plans for using the accumulated earnings to avoid the tax. The IRS looks for "reasonable needs of the business" - things like expansion plans, equipment purchases, research and development, or contingency funds for specific business risks. The key is having a concrete plan, not just a vague notion of "future growth." Documentation is crucial - board meeting minutes approving a specific expansion plan with estimated costs, for example. For an investment business, you could document plans to make specific types of larger investments that require accumulated capital. Just be aware that "investing in the market" isn't typically considered a reasonable business need since that's what investment companies do by default.

That's concerning and something I hadn't come across in my research. Between this PHC tax and the Accumulated Earnings Tax mentioned above, it sounds like there are multiple ways the IRS can penalize a C-corp used primarily for investments. Would an LLC taxed as an S-corp help avoid these specific issues while still potentially reducing self-employment taxes?

Exactly - the LLC taxed as an S-corp would avoid both the PHC tax and Accumulated Earnings Tax issues completely. S-corps are pass-through entities, so there's no concept of "undistributed earnings" at the corporate level to tax. The S-corp approach can help reduce self-employment taxes because you can split your income between salary (subject to SE tax) and distributions (not subject to SE tax). Just be careful - your salary must be "reasonable" for the services you provide. For an investment business where your active participation might be limited, this benefit could be minimal since most of your income might be considered passive already and not subject to SE tax regardless of structure. Talk to your accountant about the "material participation" tests for your specific situation to determine whether your investment activities would qualify as active or passive income.

I didn't use a payroll service last year, which is probably why I'm in this mess now! Do you know if these services can help with fixing past mistakes if I wasn't using them before? Or is it too late?

They can definitely help with past mistakes even if you weren't using them before! Both Homepay and SurePayroll offer "catch up" services where they'll help you file the missing forms from previous years. You'll need to provide them with the payment information for your household employee from 2023, and they can generate the proper W2 and W3 forms. They usually charge a one-time fee for this service rather than making you sign up for ongoing payroll. It's totally worth considering if you want to make sure everything gets done correctly without having to learn all the details yourself.

This is really important advice. I accidentally used the wrong year form once and it was a nightmare to fix. Another tip - keep copies of EVERYTHING you send to the SSA. I had to reference my copies when there was a mix-up with my household employee's Social Security earnings.

Do you have to create an account with the IRS to use their free fillable forms for the extension? And is it actually free or do they try to upsell you?

You do need to create an account on the Free File Fillable Forms site, but it's pretty straightforward. It's completely free with no upsells - it's the official IRS program. It's basically just the raw forms without any guidance, so the extension form (4868) is simple enough, but some people find the complete tax forms overwhelming without software guidance. For just the extension though, it's a great free option.

Yeah, filing an extension will definitely delay your refund since the IRS won't process your actual return until you submit it. The extension just gives you more time to file the paperwork, but your refund won't be processed until after you submit your complete return.