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I'm confused about withholding in these multi-state situations. My company withholds for my resident state (Oregon), but I travel to Washington and California for work regularly. Should I be having them withhold for those states too? Or do I just figure it out at tax time?
You should definitely set up withholding for states where you work regularly, especially California which is notorious for going after non-resident income. Otherwise you might face underpayment penalties. Your payroll department should be able to set up multiple state withholdings based on the approximate days you'll work in each location.
Great thread! I'm dealing with a similar situation but with a twist - I'm a freelancer with clients in multiple states. I have clients in Texas (no income tax), New York, and California, and I live in Colorado. From what I've learned, freelancers face even more complexity because we don't have employers handling withholdings. Each state has different rules about when freelance income is considered "sourced" to their state - some base it on where the work is performed, others on where the client is located, and some on where the services are delivered. For example, if I do graphic design work from my home office in Colorado for a New York client, some states would consider that Colorado income, while others might try to claim it as New York income if that's where the "benefit" of my work is received. Has anyone dealt with freelance income across state lines? I'm trying to figure out if I need to file non-resident returns in every state where I have clients, or if Colorado covers it all since I physically perform the work here.
Has anyone noticed that some tax software automatically fills in the payer info if you've used them before? I was entering a bunch of 1099-INTs and realized TurboTax remembered some banks from last year but got confused with the ones that changed names. Double check everything!
Yes! This happened to me with H&R Block's software! It pre-filled Chase bank info but the EIN was wrong because apparently Chase had updated their corporate structure or something. Took me forever to figure out why I kept getting a mismatch error.
This is exactly why I always keep physical copies of my 1099 forms! I learned the hard way that relying on digital copies or memory can lead to transcription errors. Pro tip: if you're entering multiple 1099-INTs, do them all at once while you're focused rather than spreading it out over days. I made the mistake of doing a few one evening and finishing the rest a week later - ended up mixing up some of the EINs because I was rushing. The IRS notices for mismatched information are no joke and can delay your refund by months.
Don't forget that even if you can justify the mileage deduction, you need to be keeping REALLY good records to survive an audit. The IRS is super picky about mileage logs. You need date, starting location, ending location, miles driven, and business purpose for EVERY trip. There are some good apps that can help track this automatically.
Any app recommendations? I've been trying to track my business mileage but I always forget to log it when I'm rushing between shoots.
I've been using MileIQ for the past year and it's been a lifesaver! It automatically tracks your trips using GPS and then you just swipe left or right to classify each trip as business or personal. Super easy when you're rushing between locations. QuickBooks Self-Employed is another good option that integrates with tax prep. It not only tracks mileage but also helps categorize expenses. Since you're dealing with both W-2 and 1099 income, having everything in one place really helps at tax time. The key is finding something that requires minimal effort to use consistently - because like you said, remembering to manually log every trip when you're busy is nearly impossible!
This is a really complex situation, but I think you're on the right track with your thinking. The key distinction here is that you're not just commuting to work - you're operating a legitimate equipment rental business that happens to serve the same client as your W-2 job. Since your vehicle serves as mobile storage and transport for rental equipment that generates 1099 income, you have a strong business purpose for those miles. The fact that you never report to a central office and are sent directly to different locations each day further supports this. I'd recommend keeping detailed logs that clearly document: 1. Equipment being transported each day 2. Business purpose of each trip (equipment delivery/pickup/transport) 3. How your vehicle storage is essential to your rental business operations 4. Any instances where you make separate trips solely for equipment purposes The IRS will likely want to see that your mileage deductions are reasonable and directly tied to your Schedule C business activities. Since you're receiving both equipment rental income AND a car stipend on 1099, you'll want to report all that income and then offset it with legitimate business expenses including the appropriate portion of your mileage. Consider consulting with a tax professional who has experience with mixed W-2/1099 situations like yours - the documentation and allocation methods you use now could save you major headaches if you ever get audited.
The 3-year vs 2-year rule is really important! I learned this the hard way. Had a huge overpayment from 2019 that I tried to claim in 2023, but the IRS rejected it because I was past the 3-year window by like 2 months. Over $3,000 just gone!
You might still have options! If the payment was made after the original due date, the 2-year rule might still apply. I'd request a tax transcript from the IRS and check the exact date the payment posted. If it was more than 3 years from the due date but less than 2 years from the payment date, you could appeal.
This is exactly the kind of situation where timing matters so much! Based on what you've described, you should be good until April 2025 since the 3-year rule from the original due date would apply (as Daniel explained well above). But here's something to keep in mind - make sure you actually file your 2021 return if you haven't already! The refund statute expiration gives you the deadline to CLAIM the refund, but you need to have filed the return first. If you only made payments but never filed the actual return, the IRS won't process any refund until they have your complete filing. Also, double-check your payment records to make sure that overpayment actually got credited to your 2021 tax year and not accidentally applied elsewhere. Sometimes the IRS applies payments to different years or types of taxes than intended, especially if there were any outstanding balances on your account. You can get a tax transcript online to verify exactly how your payments were applied. Don't wait until the last minute though - even if you have until 2025, get this sorted out soon so you can actually get your money back!
This is really helpful advice! I'm actually in a similar situation where I made a large payment in 2022 but I'm not 100% sure it got applied to the right tax year. How exactly do I get the tax transcript to check this? Can I get it online or do I need to request it by mail? Also, if the payment did get misapplied to a different year, is there a specific form I need to fill out to get it moved to the correct year, or do I just call the IRS about it?
Isabella Silva
For anyone still looking for options, I used FreeTaxUSA for my partnership return last year and it was only $69 for the federal Form 1065. Way cheaper than TurboTax ($199) or H&R Block ($149) for the same thing. The interface isn't as slick as the expensive options, but it gets the job done and asks all the right questions. Just make sure you have all your income and expense categories organized before you start.
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Ravi Choudhury
ā¢Does FreeTaxUSA handle rental properties in partnerships well? That's the main issue I've had with cheaper software - they don't deal with depreciation schedules properly.
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Carmen Ortiz
I went through this exact same situation last year with my small consulting partnership! After researching all the options mentioned here, I ended up using TaxAct Business for around $75, which was a good middle ground between the free manual option and the expensive software. One thing I'd add that really helped me - before you choose any software or method, make sure you understand the difference between guaranteed payments and distributive shares. This tripped me up initially and almost caused me to file incorrectly. The IRS has some good examples in Publication 541 that Malik mentioned. Also, don't forget that partnerships have different deadlines than individual returns - Form 1065 is due March 15th (not April 15th like personal taxes), though you can file for an extension. Since you're filing for 2023, you're already past the original deadline, so you might want to look into late filing penalties and whether you qualify for any exceptions. Good luck with your first partnership return! It's definitely more complex than personal taxes, but once you get through it the first time, future years become much easier.
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Mateo Hernandez
ā¢This is really helpful information! I had no idea about the March 15th deadline difference - that's definitely something I need to keep in mind for next year. Since we're already past that deadline for 2023, do you know if there are significant penalties for late filing of Form 1065? We're such a small partnership that I'm hoping there might be some relief for first-time filers or low-income businesses. Also, when you mention guaranteed payments vs distributive shares, is that mainly about how we pay ourselves from the business? My brother-in-law and I have been pretty informal about taking money out when we need it, but I'm guessing we need to be more structured about that for tax purposes.
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