


Ask the community...
One thing nobody's mentioned yet is that if you have employees (or plan to hire some), there are non-discrimination rules to consider. If you provide health benefits to yourself as the owner but don't offer similar benefits to your employees, you could run into compliance issues. Most single-member S Corps don't have this issue, but it's something to keep in mind if you're planning to expand. The rules get more complex once you have a workforce.
Thanks for bringing this up - I don't have employees right now but I'm planning to hire a part-time assistant next quarter. Would the non-discrimination rules apply even for part-time workers? Or is there a hours-worked threshold?
For health insurance specifically, the non-discrimination rules generally apply to employees working 30+ hours per week (considered full-time under the ACA). Part-time employees working fewer hours typically don't need to be offered the same health benefits. However, if you establish a health reimbursement arrangement (HRA) or other formal health benefit plan, different rules might apply. With a QSEHRA (Qualified Small Employer HRA), for example, you'd need to offer the same benefits to all eligible employees, but you can exclude part-time workers.
I think everyone is overcomplicating this. I'm a single-member S Corp owner and I just have my corporation reimburse me for my health insurance premiums as part of an accountable plan, and it's never been an issue. Been doing it for 5 years without any problems.
That's actually incorrect and could get you in trouble during an audit. Health insurance for >2% S Corp shareholders can't be handled through an accountable plan. It must be included on your W-2 as income (though not subject to FICA) and then deducted on your personal return. The IRS has specific rules for this situation outlined in Notice 2008-1. Using an accountable plan for health insurance reimbursement for a >2% shareholder is incorrect treatment and could result in the deduction being disallowed plus potential penalties.
Another thing to consider is that TurboTax might be concerned about the psychological impact of owing a large sum at tax time. Many people get stressed when they see they owe several thousand dollars, even if they've planned for it. I've used both approaches - the safe harbor method and trying to match withholding exactly. Honestly, the safe harbor method is so much simpler, especially if your income fluctuates or you have multiple income sources. The mental clarity of knowing exactly how much you need to withhold for the year (110% of last year's liability) makes tax planning way easier.
Do you know if the 110% rule applies to state taxes too? I've been using it for federal but never thought about state requirements.
The safe harbor rules vary by state. Many states follow the federal 110% rule, but some have their own requirements. California, for example, has a similar safe harbor rule but with some differences. New York follows the federal rules pretty closely. Check your specific state's tax department website for their safe harbor rules. Generally speaking though, most states have some form of safe harbor protection, and many do follow the federal 110% guideline for higher income taxpayers.
Don't forget that TurboTax is a business trying to upsell you on services and features. Every time it "warns" you about potential issues, it's also creating opportunities to sell you additional services. I switched to a different tax software last year and noticed far fewer warnings about my withholding when using the exact same safe harbor strategy. The new software simply noted that I qualified for safe harbor protection without suggesting I needed to make changes.
Which tax software did you switch to? I'm getting tired of all the unnecessary warnings in TurboTax too.
Another option to consider is using a specialized sales tax consultant rather than a full tax attorney. They typically charge $200-350/hour instead of $750+, and this is literally all they do. I used Cherry Bekaert's sales tax team for our e-learning platform, and they were able to get us clarity for about $1500 total across multiple states. They also have established relationships with many state DORs that can expedite getting written determinations. Whatever you do, don't just guess and hope for the best. The penalties and interest can be brutal if you get audited down the road.
$1500 sounds way more reasonable than what I was quoted! Did they provide written documentation of their findings that you could use if you were ever audited?
Yes, they provided a comprehensive memo documenting their research and conclusions for each state. The document included citations to specific statutes, regulations, and rulings that supported their position. They also included a matrix showing taxability by state with color coding for high/medium/low risk areas. This became our "reasonable cause" defense documentation in case of audit, which protects against penalties (though not the underlying tax if you're found to owe it).
Has anyone here used the "voluntary disclosure" approach with states where you might have accidentally created nexus and not collected tax? I'm worried we might have been doing this wrong for the past year.
Voluntary disclosure agreements (VDAs) can be incredibly helpful if you think you've had past exposure. Most states limit the lookback period to 3-4 years instead of their full statute of limitations, and they'll typically waive penalties. They're relatively straightforward to set up - you can even apply anonymously through a representative in most states until you have certainty about the terms. I'd suggest starting with the states where you have the most sales before they find you through audit or data mining.
My experience has been totally different. Filed electronically on February 3rd and still nothing as of today (March 15). The Where's My Refund tool just says "still processing" and gives me no additional info. This happens to me EVERY. SINGLE. YEAR. My husband always gets his super fast (separate filing) but mine always takes forever. So frustrating!!
Did you claim any tax credits like earned income or child tax credit? Those automatically delay processing until at least mid-February because of the PATH Act.
No tax credits like that. Just a standard return with a W-2 and mortgage interest deduction. Nothing complicated! That's why it's so annoying - my husband's return is actually more complex than mine with business income and he gets his refund in like a week. Meanwhile I'm over here waiting 6+ weeks every year for my simple return. Makes zero sense.
My refund took 9 days from filing to deposit. Not as fast as yours but way better than last year when it took almost 2 months! I think filing early really helps - I submitted on January 28th this year vs waiting until early March last year.
StarStrider
Something important to consider with your backyard office - make sure it complies with local zoning laws and building codes! I built a similar setup last year for my consulting business and got hit with a fine because I didn't get the proper permits. Also, check if building the office will increase your property taxes or insurance rates. I had to update my homeowner's policy to specifically cover the new structure and all the technology inside it. These additional costs should factor into your decision about how to handle the tax side.
0 coins
Anastasia Popova
ā¢That's a great point that I hadn't even thought about! Did you find that the insurance increase was significant? And did you end up getting permits retroactively or did you have to make modifications to the structure?
0 coins
StarStrider
ā¢My insurance went up about $240 annually, which wasn't too bad considering I had about $8,000 worth of equipment in there. The bigger surprise was that my property assessment increased after the county assessor noticed the new structure, which raised my property taxes by about $350/year. For the permits, I had to apply retroactively and pay a penalty fee (about $150 extra). I also had to make some modifications - mainly adding a specific type of smoke detector and upgrading the electrical work to meet code. The good news is that all of these costs were partially deductible for my business since I use the space 70% for business purposes.
0 coins
Yuki Sato
Has anyone here actually successfully depreciated a non-permanent structure? My CPA told me that since my backyard office wasn't on a permanent foundation, it wouldn't qualify for depreciation but could be expensed differently. I'm getting confused with all the conflicting advice.
0 coins
Carmen Ruiz
ā¢Your CPA might be thinking about Section 179 expensing instead of regular depreciation. With Section 179, you might be able to deduct the full cost in the year you place it in service rather than depreciating over many years. There are limits though.
0 coins