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As a policy idea, making commuting tax deductible would be incredibly expensive for the government. Think about it - almost everyone commutes, so that's hundreds of billions in deductions. They'd have to raise tax rates elsewhere to make up for it. BUT there are some existing commuter benefits worth looking into. Some employers offer pre-tax commuter benefits (up to $300/month for transit/vanpool) through Section 132 fringe benefits. This can significantly reduce commuting costs. Ask your HR department if they offer this program.
Our company actually does offer those pre-tax transit benefits, but most employees don't take advantage of them. Do you know if there's any way to make driving expenses pre-tax too? Most of our staff drives rather than using public transportation.
For driving expenses, the pre-tax benefits primarily cover parking costs at or near your workplace, up to $300/month. The actual driving expenses (gas, maintenance, etc.) can't be made pre-tax unless it's part of a qualified vanpool arrangement. If your employees are mostly drivers, highlight the parking benefit since it can save them 20-37% on those costs depending on their tax bracket. Some companies also offer incentives for carpooling or subsidize vanpools to help with commuting costs. These can be provided as tax-free fringe benefits under certain conditions. Worth exploring if you're trying to encourage more in-office work.
I don't think commuting should be tax deductible at all. People should live closer to their jobs or find jobs closer to their homes. Tax incentives for commuting would just encourage more sprawl, traffic and pollution.
That's incredibly privileged thinking. Many people can't afford to live near their workplace, especially in high cost cities. And "just find a job closer to home" isn't realistic for specialized careers or in areas with limited job options.
You're right, I didn't consider the housing affordability crisis in many areas. I was thinking purely from an environmental perspective, but there are social equity issues too. Maybe a better approach would be targeted deductions for lower-income workers who are forced to commute long distances due to housing costs, rather than blanket deductions that would mostly benefit higher-income taxpayers. Or better yet, improve public transportation and make that more widely available as a pre-tax benefit.
Actually, I have a WISP template I can share that was approved for my husband's 3-person accounting firm. It's pretty straightforward and has all the required sections without too much corporate bloat. If you DM me I can send it over. Just make sure to customize the risk assessment for your specific business needs. The most important thing is documenting that you actually FOLLOW whatever security practices you put in the document. A simple WISP that you actually implement is better than a fancy one that sits in a drawer.
Thank you so much! I'll send you a message right away. When you implemented it, what was the most challenging part for a very small operation? And did you find any particular resources helpful for the risk assessment portion?
The most challenging part was definitely creating reasonable security controls for customer data without breaking the bank. Simple things like implementing password managers and enabling two-factor authentication gave us big security improvements without major costs. We also created a very basic security training that takes about 20 minutes to go through with new employees. For the risk assessment, NIST has a publication called "Small Business Information Security: The Fundamentals" (NISTIR 7621) that was incredibly helpful. It has a straightforward approach to identifying your most important information assets and the realistic threats to those assets. Much more practical than the enterprise-focused guides I found elsewhere.
I'm confused about whether a WISP is even required for a business that small? Our CPA told us we only needed one because we process credit card payments and store customer financial info. If the family business doesn't handle sensitive data, do they still need one??
Great question about applicability. A WISP is legally required in some states (like Massachusetts) for any business that collects personal information of residents, regardless of size. In other states, requirements vary. However, even when not strictly required by law, many client contracts and cyber insurance policies now require a documented security program. So it really depends on what kind of information the business handles, where their customers are located, and what contractual obligations they have. Since the original poster mentioned it's required for a new client, that's likely a contractual requirement rather than a statutory one.
One thing nobody's mentioned - if your husband is filing 5 years of back taxes, make sure he's not missing the self-employment tax (Schedule SE) which is another 15.3% on top of income tax. Seen so many 1099 contractors get shocked when they realize they owe both. Also, don't forget estimated tax penalty for not making quarterly payments.
Oh god, I hadn't even thought about that! Is the self-employment tax calculated on the gross 1099 income or after deductions? And what's the estimated tax penalty usually amount to?
Self-employment tax is calculated on your net profit after deductions (thankfully). So all those business expenses will reduce both your income tax and SE tax. That's why maximizing legitimate deductions is so crucial for 1099 workers. The estimated tax penalty varies based on how much you should have paid quarterly and current interest rates. It's basically an interest charge for not making timely payments throughout the year. It won't be your biggest concern compared to the failure-to-file and failure-to-pay penalties, but it's another thing that adds up. Form 2210 calculates this penalty, and sometimes you can get it waived if you have a reasonable cause, but after 5 years that might be difficult.
Has your husband been getting notices from the IRS already? If they've been sending notices for years and he's ignored them, that's a very different situation than if he's filing voluntarily before they contacted him. The voluntary disclosure approach gets much better treatment.
Just to add another perspective here - I'm a property manager who handles several short-term rentals for clients who have them in partnerships. Box 2 vs Box 3 makes a big difference because it affects how the income/losses are treated for self-employment tax purposes too. In my experience, Box 2 is ALWAYS used for any real estate rental, whether short-term or long-term. Box 3 is used for personal property rentals (like when you rent out equipment, vehicles, etc). The confusion comes from the passive activity rules in Pub 925, but those rules determine how you can use the losses, not which box you report them in.
Thanks for this explanation! This makes so much more sense now. So even though my Airbnb isn't a "rental activity" under passive activity rules, I still report it in Box 2 because it's physically real estate. Does this mean I might be limited in how I can use the losses though? Our partnership is showing about $13,500 in losses this year.
Yes, you've got it exactly right - Box 2 is for the real estate itself regardless of how it's classified under passive activity rules. Regarding your losses, that's where the Pub 925 classification becomes important. Since short-term rentals (average stay <7 days) are considered "nonrental activities," you'll need to determine if you materially participate in the business. If you do materially participate (like managing bookings, coordinating cleanings, etc.), then the losses are nonpassive and can offset your other income like wages. If you don't materially participate, then the losses are passive and can only offset passive income.
Does anyone use TurboTax for their partnership returns with short-term rentals? I'm having trouble finding where to indicate that our rental is a short-term rental so it's treated correctly under the passive activity rules. When I enter everything, it seems to automatically classify all rental real estate as passive.
I had this exact problem with TurboTax last year. You need to go into the income section, then after entering the rental income/expenses, there should be a question about average rental period. Make sure you select "7 days or less" if that applies to your Airbnb. TurboTax should then reclassify it properly. The income still shows in Box 2, but it gets the proper treatment for passive activity purposes.
Amaya Watson
I had this same issue happen to me. Filed Feb 2, got accepted Feb 3, then "approved" status for like 3 weeks! Finally got my deposit on March 1. The IRS is just really backed up this year. If they gave you a date of April 4, I'd bet money you'll get it that day or maybe even a couple days earlier. The system is usually pretty accurate once it gives you an actual date.
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Grant Vikers
ā¢Did you get the full amount you were expecting? I'm worried because mine says "approved" but with a slightly different amount than I calculated.
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Amaya Watson
ā¢Yes, I got exactly the amount shown on the "Where's My Refund" tool. If your approved amount is different than what you calculated, the IRS probably made an adjustment to your return. This happens a lot - they might have caught a math error or determined you qualified for a different credit amount than what you claimed. The good news is that once it shows "approved" with a specific amount, that's what you'll get deposited. You should receive a letter in the mail explaining any adjustments they made to your original return.
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Giovanni Martello
Pro tip: Check your bank account early morning on your deposit date! The IRS typically sends deposits in batches overnight, so many people see their refunds hit their accounts around 6-7am on the scheduled date. Also, some banks post deposits a day or two early, especially online banks. My credit union consistently posts my tax refund about 24 hours before the official IRS date.
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Angelina Farar
ā¢Thanks for the tip! I'll definitely check early morning. My credit union sometimes posts government payments early too. Feeling less anxious now hearing everyone's experiences.
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