Can you lease a secondary residential apartment for a job in NYC, and declare it as expense in tax return?
As I understand it... Generally housing can't be considered a business expense unless taken at your employer's explicit direction, for the good of the business rather than the employee. Temporary assignment far enough from you home office that commuting or occasional hotel nights are impractical,  maybe.  In other words, if they wouldn't be (at least theoretically) willing to let you put it on an expense account, you probably can't claim it here.
"It is definitely legal, however none of such expenses will be allowed as a tax deduction for the corporation. Basically, you'll end up paying more to maintain the entity and pay taxes on its income (the rent you're paying to yourself as a corporation) at corporate rates, for no apparent benefit. Being the director/executive in the corporation will make you liable for whatever the corporation is liable, so liability isn't going away. The reason corporation is considered ""limited liability"" for owners is because shareholders are shielded from the corporate liability. Not directors or executives (which are explicitly not shielded)." Yes, use a separate Form 8829 for each home used for business during the year. The top of 8829 includes that exact instruction. "DirectGov has a good overview here: http://www.direct.gov.uk/en/MoneyTaxAndBenefits/Taxes/TaxOnPropertyAndRentalIncome/DG_4017814 and answers to your specific questions here: http://www.direct.gov.uk/en/MoneyTaxAndBenefits/Taxes/TaxOnPropertyAndRentalIncome/DG_10013435 In short, you do need to declare the rental income on your tax return and will need to pay tax on it (and note that only the mortgage interest (not the full repayment) is deductible as an ""allowable expense"", see the full list of what is deductible here: http://www.direct.gov.uk/en/MoneyTaxAndBenefits/Taxes/TaxOnPropertyAndRentalIncome/DG_10014027 )." The answer on the Canadian Government's website is pretty clear:  Most employees cannot claim employment expenses. You cannot deduct the   cost of travel to and from work, or other expenses, such as most tools   and clothing. However, that is most likely related to a personal vehicle. There is a deduction related to Public Transportation:  You can claim cost of monthly public transit passes or passes of   longer duration such as an annual pass for travel within Canada on   public transit for 2016. The second sleeping residence is hard to justify as the individual is choosing to work in this town and this individual is choosing to spent the night there - it is not currently a work requirement.  As always, please consult a certified tax professional in your country for any final determinations on personal (and corporate) tax laws and filings. "I'm not a tax professional, but as I understand it, you are not expected to commute from San Francisco to Boston.  :) If your employer has not provided you with an external office, then yes, you have very likely met the ""convenience of the employer"" test. However, to take the home office deduction, there are many requirements that have to be met. You can read more at the Nolo article Can You Deduct Your Home Office When You're an Employee? (Thanks, keshlam) The home office deduction has many nuances and is enough of an IRS red flag that you would be well-advised to talk to an accountant about it.  You need to be able to show that it is exclusively and necessarily used for your job. Another thing to remember: as an employee, the home office deduction, if you take it, will be deducted on Schedule A, line 21 (unreimbursed employee expenses), among other Miscellaneous Deductions.  Deductions in this section need to exceed 2% of your adjusted gross income before you can start to deduct.  So it will not be worth it to pursue the deduction if your income is too high, or your housing expenses are too low, or your office is too small compared to the rest of your house, or you don't itemize deductions." "If all of the relocation expenses are paid by your employer to the moving companies, then you should not have any tax liability for those payments. Relocation expenses should be treated as normal business expenses by your employer. Note I emphasize ""should"" because it's possible that your employer ""could"" consider it income to you, but companies generally do not go out of their way to classify normal business expenses as income since it costs both them and you more money in taxes. As a side note, the reason your company is paying these expenses directly is probably to lessen the likelihood of these expenses being questioned in an audit (in comparison to if they cut you a reimbursement check which could get more scrutiny)." "It is legal.  They're probably going to give you a 1099-MISC, which is required of businesses for many cash payments over $600 in value to all sorts of counterparties.  (Probably box 3 of 1099-MISC as is typical in ""cash for keys"" situations where one is paid to vacate early)   A 1099-MISC is not necessarily pure income, but in this case, you do have money coming in.  This money isn't a return of your security deposit or a gift. The payment could possibly be construed by you as a payment to make you whole, but the accounting for this would be on you.  This is not a typical situation for IRS reporting.   However, if you are uncomfortable with potentially explaining to the IRS how you implemented advice from strangers over the internet, the safest course is to report it all as income.  Look at it this way: you did enter into a mutual contract, where you were paid consideration to release your leasehold interests in the property." "For Non-Resident filers, New York taxes New York-sourced income. That includes: real or tangible personal property located in New York State   (including certain gains or losses from the sale or exchange of an   interest in an entity that owns real property in New York State); services performed in New York State; a business, trade, profession, or occupation carried on in New York State; and a New York S corporation in which you are a shareholder (including   installment income from an IRC 453 transaction). There are some exclusions as well. It is all covered in the instructions to form IT-203. However, keep in mind that ""filing"" as non-resident doesn't make you non-resident. If you spend 184 days or more in New York State, and you have a place to stay there - you are resident. See definitions here. Even if you don't actually live there and consider yourself a CT resident." "I disagree with BrenBran, I don't think this is qualified as unreimbursed employee expense. For it to qualify, it has to be ordinary and necessary, and specifically - necessary for your employer. This is not the case for you, as there's no such necessity. From employer's perspective, you can work from your home just as well. In fact, the expense is your personal, as it is your choice, not ""unreimbursed employee expense"" since your employer didn't even ask you to do it. You should clarify this with a licensed tax adviser (EA/CPA licensed in New York)." "When I have a question about my income taxes, the first place I look is generally the Giant Book of Income Tax Information, Publication 17 (officially called ""Your Federal Income Tax""). This looks to be covered in Chapter 26 on ""Car Expenses and Other Employee Business Expenses"". It's possible that there's something in there that applies to you if you need to temporarily commute to a place that isn't your normal workplace for a legitimate business reason or other business-related travel. But for your normal commute from your home to your normal workplace it has this to say:  Commuting expenses.   You cannot deduct the costs of taking a bus, trolley, subway, or taxi, or of driving a car between your home and your main or regular place of work. These costs are personal commuting expenses. You cannot deduct commuting expenses no matter how far your home is from your regular place of work. You cannot deduct commuting expenses even if you work during the commuting trip." For stocks, bonds, ETF funds and so on - Taxed only on realised gain and losses are deductible from the gain and not from company's income. Corporate tax is calculated only after all expenses have been deducted. Not the other way around. Real estate expenses can be deducted because of repairs and maintenance.  In general all expenses related to the operation of the business can be deducted. But you cannot use expenses as willy nilly, as you assume. You cannot deduct your subscription to Playboy as an expense. Doing it is illegal and if caught, the tours to church will increase exponentially. VAT is only paid if you claim VAT on your invoices. Your situation seems quite complicated. I would suggest, get an accountant pronto. There are nuances in your situation, which an accountant only can understand and help. It is not a question of where you have your driver's license.  It is a question of the states' tax related residency rules.  (Though a driver's license can be a part of that question.) Since you likely have a residence in NYC and so can prove residency through a lease, bills, etc., you probably have to file as a NYS/NYC resident.   I do have to question your maintaining a California driver's license if you are not a resident.  If you are attempting to maintain dual-residency, look into both states' residency rules to see if you are liable for taxes in both states.   California seems particularly picky about these types of situations, probably due to concerns that you may be trying to circumvent California taxes.  That said, it usually revolves around income in the state.  Of course, if you maintain residency in California as well, the argument can be made that you owe some taxes due to the fact that you take advantage of state services.  (E.g. you drive on California roads.) I suggest you consult a tax professional knowledgeable in these issues to sort out the details. "You will need to see a tax expert. Your edited question includes the line For the short term, we will be ""renting"" it to my wife's grandmother at a deep discount. According to the instructions for schedule E If you rented out a dwelling unit that you also used for personal   purposes during the year, you may not be able to deduct all the   expenses for the rental part. “Dwelling unit” (unit) means a house,   apartment, condominium, or similar property. For each property listed on line 1a, report the number of days in the   year each property was rented at fair rental value and the number of   days of personal use. A day of personal use is any day, or part of a day, that the unit was   used by: I have no idea how this will work for Schedule C." Schedule E is the form you'll use. It lists nearly all deductions you can take for a rental. TurboTax Deluxe will handle it and it includes State Filing. "You owe taxes to the state where you earned the income, and also to the state where you physically live. Most, maybe all, states have laws that let you claim credits for taxes paid to other states so that you're not paying double taxes by living in one state while working in another. Most states have deals with all their neighboring states so that you only have to file taxes in one. For example, I live in Michigan, and Michigan borders Ohio. Lots of people who live near the border live in one state but work in the other. So the two have a deal that anyone who lives in Michigan but works in Ohio just has to file a Michigan tax return and pay Michigan taxes, and anyone who lives in Ohio and works in Michigan just has to pay Ohio taxes. Oh, I should note that these adjacent state deals apply only to employment income, not business income. If you own a business in another state, you'll still have to file taxes in that state. You still should get tax credits in your residence state. In general the fact that you use a server in another state doesn't make you liable for taxes in that state. I understand that New York says that if you work from home and the company headquarters is in New York, you have to pay New York taxes. Maybe there are a few other states who do this. But just because a server is in their state? I've never heard of this. If I order business supplies that are shipped from a warehouse in Arizona, that doesn't make me liable for Arizona income taxes, etc.  You are legally a ""resident"" of the state where you actually live. If you have a home and live in it most of the time, then you are a resident of the state where that home is. A ""home"" doesn't have to be a house. It could be an apartment, an RV that you live in in a trailer park, a tent, etc. If you don't own any sort of fixed home and you travel around a lot, this could be tricky. You mentioned Oklahoma. Oklahoma defines ""resident"" as follows:  An Oklahoma resident is a person domiciled in this state for the entire tax year. “Domicile” is the place established as a person’s true, fixed, and permanent home. It is the place you intend to return whenever you are away (as on    vacation abroad, business assignment, educational leave or military assignment). A domicile, once established, remains until a new one is adopted. (https://www.ok.gov/tax/documents/511NRPkt-14.pdf) I'm not sure that that clears things up for you. You can't just pick a state with low taxes and claim that as your residence. No way is the state where you actually live going to accept that. If you are in an ambiguous situation, like you spend 6 months per year in state A and 6 months in state B and you have no fixed home in either -- maybe you stay at motels or live in your minivan -- you might get away with picking the state with the most favorable tax laws as your residence. But if you spend 7 months in state A and 5 months in state B, state A will almost surely claim you are a resident and owe them taxes. If you regularly wander the country, never spend more than a few days in any one place, and rarely come back to the same place twice, then you have a complicated situation and you probably need to talk to a tax lawyer."