As someone who travels a lot for work, I've found using a time-tracking app on my phone is super helpful for documenting exactly which days I worked in which states. Makes it way easier come tax time to calculate the percentages. Also, most states have a minimum threshold before you need to file - either income amount or number of days worked there.

This is such a stressful situation, but you're definitely not alone in dealing with this! The multi-state tax issue has become huge with remote work. A few key things that might help ease your worry: First, many states have minimum thresholds before you're required to file - often it's either a certain dollar amount of income earned in that state OR a minimum number of days worked there. For your short stays (10 days in Florida, etc.), you might be under the threshold for some states. Second, even if you do need to file multiple returns, you'll get credits on your California return for taxes paid to other states, so you shouldn't end up paying double tax on the same income. That said, you're right to be concerned about New York - they're notoriously aggressive about this and have pretty low thresholds. But the good news is that there are resources now to help figure this out without hiring an expensive tax professional for every state. Document everything you can about your travel dates and where you worked - even rough estimates help. And don't panic! This is fixable, and the penalties for honest mistakes on multi-state issues are usually pretty reasonable, especially for first-time filers.

Just be careful about claiming too many business expenses if your business isn't showing a profit yet! The IRS has a "hobby loss rule" where if you don't show a profit in 3 out of 5 years, they might classify your business as a hobby and disallow all your deductions. I learned this the hard way when my crafting business got audited. Make sure you're keeping good records and can show that you're running things in a businesslike manner with the intention to make a profit.

Great question! I've been through this exact situation with my consulting business. For your laptop, you're absolutely right that you can only deduct 75% since that's your business use percentage - keep a log of this usage pattern in case you're audited. The chair and desk are 100% deductible since they're used exclusively for business, and it doesn't matter that they're in your living room rather than a dedicated office. The key is exclusive business use, not location. One tip that saved me money: consider whether to use Section 179 expensing to deduct everything in year one, or depreciate the items over time. For your laptop at $1,800, you could deduct $1,350 (75%) immediately, or spread it over 5 years. Since you're new to self-employment, immediate expensing might help offset your business income better. Also, don't forget about other potential deductions like business use of your home internet, cell phone, or any business-related software subscriptions. These smaller items add up quickly!

The most important parts of the 1099-B to pay attention to are: 1) Proceeds (what you sold the investments for) 2) Cost basis (what you originally paid) 3) Whether the basis was reported to the IRS 4) Holding period (short vs long term) If your broker reported the basis to the IRS (usually indicated by a "yes" in Box 3), you're in pretty good shape because the IRS already has the info. Just make sure you report everything exactly as shown on the form.

Just wanted to add that if you're still feeling overwhelmed by all the different 1099-B formats, consider reaching out to a tax professional for this year. I know it costs money, but a good CPA or enrolled agent can save you time and stress, especially with investment transactions. They deal with these forms from different brokerages all the time and know exactly how to handle the variations in formatting. Plus, if there are any issues later, you'll have professional representation. Sometimes the peace of mind is worth the cost, especially if you have a lot of investment activity across multiple platforms. For next year, you might want to consolidate your investments with fewer brokerages to simplify your tax reporting - having everything in one or two places makes tax time much easier!

Great question! As someone who also has multiple 1099s each year, I've found that most accountants appreciate well-organized spreadsheets but still need the official documents for verification purposes. What I do is create a detailed spreadsheet with all my income sources, amounts, and relevant details (including payer names and EINs as others have mentioned), then provide both the spreadsheet AND the actual 1099 forms. The spreadsheet helps my accountant work more efficiently, while the official forms ensure everything matches what was reported to the IRS. If some of your 1099s haven't arrived yet, you can definitely start with the spreadsheet to get the ball rolling, then submit the official forms as they come in. Most tax professionals are used to this workflow, especially during busy season when some forms arrive late. The key is communication - just ask your accountant what they prefer and what their internal policies require. Some are more flexible than others, but having both the organized spreadsheet and official documents is usually the sweet spot that makes everyone happy!

I've been dealing with this exact situation for the past few years as a freelancer with tons of 1099s. Here's what I've learned: most accountants are totally fine with starting from a well-organized spreadsheet, but they'll definitely need the actual forms before they can file your return. The trick is to make your spreadsheet as useful as possible. I include columns for payer name, EIN, form type (NEC/MISC/etc), amount, and any relevant box numbers. This way my accountant can quickly cross-reference everything when the official forms come in. What's worked best for me is sending the spreadsheet first to get things moving, especially since some companies don't send 1099s until late January. Then I forward the actual forms as they arrive. My accountant actually prefers this approach because it gives him time to review my situation and catch any potential issues early, rather than getting everything dumped on him at once during the busiest part of tax season. Just make sure to keep good records of everything and ask your accountant upfront what their preference is. Some are more flexible than others, but most appreciate the organization as long as they get the official docs eventually!

This is exactly the kind of complex tax situation that makes me grateful for communities like this where people share real experiences and practical solutions. Reading through all the advice here has been incredibly educational! One aspect I haven't seen fully addressed yet is the timing consideration for when to submit the protective Form 1120. Given that you mentioned it's been 3 weeks since you submitted your backdating request, you might want to consider whether filing the protective return now gives the IRS enough processing time before any potential deadlines. Also, I'd recommend keeping a detailed timeline of everything - original S-Corp election filing date, when each 1120-S was submitted and accepted, when the 2022 return was rejected, all phone conversations with IRS representatives, and when you submitted the backdating request. This chronology will be invaluable if you need to escalate or if there are any questions about reasonable cause for penalty relief later. The consistency of your filings really does work in your favor here. The fact that you've been operating in good faith as an S-Corp for multiple years, with accepted returns, creates a strong foundation for your case. The IRS generally recognizes that taxpayers shouldn't be penalized for administrative oversights in their own systems. Keep us posted on how this resolves - your experience will definitely help others who find themselves in similar situations!

I'm dealing with a very similar situation right now - S-Corp election supposedly not on file despite filing 1120-S returns that were accepted. Reading through all these responses has been incredibly helpful and reassuring! One thing I want to add based on my recent experience: when you call the IRS, try to get transferred specifically to the "Entity Control" unit within Business & Specialty Tax. They seem to have better access to election records and can see the processing history of Form 2553 submissions. Regular customer service reps often can't see this level of detail. Also, I discovered that if you have online IRS account access, you can sometimes see entity classification information under the "Business Tax Account" section that might give you clues about what they have on file. It's not always complete, but it's another data point to help understand their records. The protective Form 1120 approach with clear marking definitely seems like the right strategy. I'm planning to do the same thing while waiting for my backdating request to be processed. The peace of mind from avoiding potential late filing penalties is worth it, especially since you can always amend later if the S-Corp status gets approved. Thanks to everyone who shared their experiences here - this community is invaluable for navigating these bureaucratic challenges!