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Preparing to pay taxes as a freelancer

I’ve just started freelancing as a copywriter and have some questions about preparing to pay taxes, and what I can claim as expenses. [more inside]
posted by cosmic osmo on Jul 13, 2014 - 16 answers

Boston Logan Rental Car Taxes!!

We go see my mom in Welfleet, Cape Cod once a year and usually spend the night in Boston after the flight, in which case we pick up a rental in Cambridge where it is hundreds of dollars cheaper a week due to airport taxes (or so I am told by the rental car agencies) [more inside]
posted by silsurf on Jul 10, 2014 - 17 answers

HSA Employer Overcontribution

My new employer is adding what looks like a pre-tax contribution of an extra 1k to my paychecks monthly to pay for health insurance and the remainder is meant to be put in to an HSA. My wife's insurance plan only costs us $210/mo and the HSA contribution limit for a family is $6550/yr what is going to happen to the remainder of the money? [more inside]
posted by jojomnky on Jul 1, 2014 - 3 answers

How do I get "certified" as having a disability?

I'm better now, but I feel that I was disabled before and want to re-file my taxes. Do I need to prove this, and how does that work? What does it take to prove disability, especially retroactively? [more inside]
posted by anonymous on Jun 24, 2014 - 6 answers

more money more cash more chilling

I'm having trouble keeping my finances organized for tax purposes. Special considerations: renting out a property, medical expenses. [more inside]
posted by unannihilated on Jun 14, 2014 - 5 answers

I need helping know how to deal with this debt collector letter.

I recently received a letter from Pioneer Credit Recovery, informing me that my debt of ~$1500 in state taxes has been assigned to them. There are some details that make me unsure how to respond. [more inside]
posted by anonymous on May 27, 2014 - 19 answers

Asking for Kind-of-ex-husband: how to deal with large federal tax debt?

I am writing this on behalf of my almost-ex-husband. He has owed between $80,000 and $100,000 to the IRS since 2003 and has done almost nothing about it. More details inside. [more inside]
posted by anonymous on May 21, 2014 - 15 answers

Buying a used car in California, then moving to Minnesota

I'm planning to buy a used car in the Bay Area soon, then a month later use it to drive across the country to my new home. Do I need to consider anything special as far as taxes, licensing, insurance, etc? I haven't had a car for nearly a decade, so just buying one is daunting, let alone worrying about any additional financial or legal concerns. Is there anything I should know about?
posted by chriswarren on Apr 26, 2014 - 12 answers

Best way to plan for tax season?

I’m about to become a contractor. I live in Canada. When I get paid, there will be nothing automatically deducted in the way of income tax, CPP, etc. How should I handle this? [more inside]
posted by rabbitfufu on Apr 26, 2014 - 7 answers

Additional withholdings calculator for California

Is there an easy to use withholdings calculator for California? I want one that works like the IRS calculator does for Federal Withholdings. [more inside]
posted by Arbac on Apr 22, 2014 - 1 answer

How can I pay my US taxes online after the due date?

I e-filed my tax returns by the due date but couldn't pay them because I didn't have the money yet. Now I have the money, but am running into the bizarrely antiquated IRS payment system. [more inside]
posted by karakumy on Apr 20, 2014 - 6 answers

I didn't document all my donations.How do I handle the tax deductibles?

I donated four large bags of clothes to a Goodwill. They gave me a general signed receipt that confirms I donated something, but it is not itemized or contain a value on it. Should I just estimate this value when doing my taxes next year? Or will that be problematic? [more inside]
posted by WCF on Apr 17, 2014 - 9 answers

How do I file back/prior-year taxes with a IRS Wage & Income Statement?

After filing my US taxes for 2013 on time, I've decided to bite the bullet and file my delinquent 2008 tax return. I am disorganized and no longer have any of my paperwork. I got a Wage and Income Transcript from the IRS site, which has all the info I need. Do I just file this transcript with my return in lieu of W-2s and 1099s? [more inside]
posted by anonymous on Apr 16, 2014 - 4 answers

Do condo associations have to file tax forms?

We just found out that there is such a thing as the 1120-H tax form for condo and homeowner associations, and the previous owners of our building have never filed. Great. We're going to start, but is this something that all condo or homeowner associations do? Were our previous owners unusually lax? [more inside]
posted by anonymous on Apr 11, 2014 - 7 answers

When to report mutual funds sold in late December

I'm Canadian. I redeemed some mutual funds in very late Dec 2013. The redemption appears on my Jan 2014 statement. I have capital gains from the redemption. Should I report these capital gains now on my 2013 tax return, or next year on my 2014 tax return? [more inside]
posted by tracert on Apr 6, 2014 - 5 answers

Where to go for tax advice online or irl?

Where do I go online or irl to get specific federal income tax questions answered? [more inside]
posted by vincele on Apr 6, 2014 - 10 answers

Writing off expenses: LLC -vs- C-Corp -vs- Non-Profit edition

I'm planning on starting both a nonprofit and a business (LLC or C-Corp) before the end of summer, and I'm uncertain as to my ability to write off expenses. Each would be run with a small (<5) group of investors/friends. [more inside]
posted by NYC-BB on Apr 5, 2014 - 4 answers

Property taxes on a new house in New Jersey

Hi, I'm doing my 2014 taxes. I moved to New Jersey on Dec. 13, 2013 (from New York) and during the closing I paid the property tax for December, as well as 3 months of property tax in advance for the first Q of 2014. My question is: one my taxes, do I claim just the December taxes, or can I claim all the money I paid in 2013?
posted by to sir with millipedes on Apr 5, 2014 - 2 answers

Is an accountant obligated to report unreported income to the IRS?

Is an accountant obligated to report unreported income to the IRS, if the conversation is not pertaining to the completion of my tax return? [more inside]
posted by anonymous on Apr 3, 2014 - 4 answers

Can I convert from LLC to S-Corp to avoid paying self-employment taxes?

Is it possible to convert my LLC to an S-Corp to avoid paying $10,000+ in 2013 self-employment taxes? [more inside]
posted by anonymous on Apr 1, 2014 - 10 answers

Taxes and credit cards

I owe the IRS a not-insignificant chunk of change. Is there some way I could benefit from this? [more inside]
posted by null14 on Mar 27, 2014 - 8 answers

Didn't do US taxes for 2 years. What now?

Every year, I've done my taxes myself, and on time. But, I didn't do my taxes last year. Or the previous year. The reasons are personal and ones that I would imagine the gov't may not care about - a breakup with my partner of 9 years one year + the crush of a big move and job transition the next. I knew there would be complicated tax things to sort through since I was living in corporate-funded temp housing (and also, each year I get $ back, but I think I would have actually owed this time around due to the temp housing deal). I let it build up into a huge scary tower of overwhelmingness. The months ticked by, and it was easier to push to the back of my mind. Essentially - I. just. didn't. do. them. I would imagine that I could be fucked. But I'd like to take a deep breath, take this one on the chin, pay whatever horrible fines I may owe, and get it sorted this year. Pre-April 15th. How fucked am I? Things I should know? Will I need to tell my job about this? I've never used an accountant before - tips for finding one? I'm in Portland, OR.
posted by red_rabbit on Mar 23, 2014 - 19 answers

Questions on Bizarre W-2

I was filing my taxes online when I saw my W-2 was extra confusing. The online tax website even flagged the data I entered saying there were probably errors. I'll talk with my employer about this if necessary, but is it actually invalid information or just unusual circumstances? I've provided all the information I could think was relevant. [more inside]
posted by Green With You on Mar 23, 2014 - 3 answers

Canadian taxes: Do I need to keep paper receipts for all this?

Short version: As a Canadian Freelancer, if I track all my expenses carefully in mint, and pay for pretty much everything with credit/debit cards, do I still need to keep all those paper receipt? [more inside]
posted by ManInSuit on Mar 22, 2014 - 6 answers

Tax me

How do relocation expenses paid directly to a 3rd party work on your taxes (US)? We received the relocation expense breakdown from employer today and there is about $15,000 listed as w-2 reportable income, that was strictly the cost paid directly to the movers. Will we be paying taxes on that? Will our total income be our regular taxable income plus this $15000? Should we start having more taxes taken out of the paycheck to avoid any yucky surprises next year at tax time? Everything I find online talks about deductible expenses, but I don't see how that even applies to this situation because we weren't reimbursed for anything, the employer handled everything with the movers directly. We meet all the requirements for qualified moving expenses (time, distance and start of work), but again, don't know where that fits in. This will apply to the 2014 taxes, so we have plenty of time to get a better grasp of how it works. You are not my CPA or TA (we may get one, but I would still like to understand and prepare accordingly if we will be getting pounded at tax time).
posted by MayNicholas on Mar 18, 2014 - 16 answers

Here's your work and, oh yeah, your bill ...

On Monday, I start my first non self- or under-employed job in five years. It is with a very large (4000+ employees) company that's a big player in their field, and I am very happy and grateful to have the job. But, as I'm sitting here filling out the employee paperwork I'm faced with a "New PC Employee Acceptance Form". It seems I will be issued a company laptop, but I will also be charged $70/month that "covers XXX Company's standard for PC hardware, software and maintenance". This was never discussed in my salary negotiations. Questions: Is this normal? and, Is this an expense I will be able to write off at tax time?
posted by Benny Andajetz on Mar 11, 2014 - 37 answers

Canadian freelancer here. What do I need to know about taxes?

I've just signed on with a couple of online firms that have a team of freelancers and then assign work to them. What do I need to know about taxes? [more inside]
posted by synecdoche on Mar 8, 2014 - 5 answers

Marriage and the tax penalty.

Should we get married this year, or will that end up in a tax penalty, considering our incomes are similar and we would end up in a higher tax bracket? [more inside]
posted by anonymous on Mar 7, 2014 - 14 answers

YANMTA. You are not my tax accountant.

Am I saving enough for taxes from my second job? I live in the US and have no state income taxes. My main job is W2. I make around $56k and usually end up close to even on my Fed return. I now have a second job that's 1099. I get paid $150 a week and set aside $50. Is this probably enough for Fed (income/SS) taxes?
posted by 1066 on Mar 7, 2014 - 5 answers

I won a prize! Now, how much will I pay in taxes?

I won a prize in an online drawing from a small business. (The prize is something I want, and I don't want to sell it or give it away.) The stated value of the prize is $750 (and I've confirmed that is what it would actually cost if I were paying for it—the price is not inflated for the prize). How can I determine what taxes I will need to pay on this, given that I pay taxes in NYC, New York State, and federally?
posted by ocherdraco on Mar 7, 2014 - 3 answers

1099 contract when I was told I'd be w2, how do I navigate this?

On Tuesday I drove across country to start a new role in the Bay Area. Prior to this I was working on a year-long contract which wasn't renewed. During the interview process I was looking for a full time role, but was convinced that this was a good opportunity, particularly to get my foot in the door back in the Bay Area where I'm originally from and still have family. During the interview I was asked specifically what type of contracting I would be open to and said that I was only interested in W2ing to a new role rather than becoming an independent contractor and billing, and I stated that I wasn't interested in 1099ing. The rate I provided reflected this as well. Turns out I've been onboarded as a 1099 and the rate that I was looking for as a W2. [more inside]
posted by anonymous on Mar 7, 2014 - 33 answers

Business Taxes--How do they work in smaller towns?

I am self-employed in Philadelphia and will soon be moving to small-town Michigan. I grok the business taxes here. I can't figure out the taxes there. Specifics inside. [more inside]
posted by misanthropicsarah on Mar 6, 2014 - 7 answers

Tax Question: How best to split up rent/mortgage/repairs?

TaxFilter: Partner and I own multi-family home. How best to split up $$$ from rents, repair costs, mortgage, etc for taxes this year? [more inside]
posted by amicamentis on Mar 6, 2014 - 11 answers

1099s sent off to IRS, 1096 left behind. Now what?

Theoretically, say you are a small business/non-profit and you mailed off ~150 1099 forms to the IRS last week (deadline was 2/28). Say you came into work this morning and the 1096 summary form that is supposed to accompany the 1099s was found to have fallen out of the envelope and onto the floor before sealing. How would one go about resolving this?
posted by mandymanwasregistered on Mar 3, 2014 - 2 answers

Years I did not file taxes

There were a few years when I did not pay state or federal taxes. I'm not sure exactly which years, but probably 2001-04 is the window of time I'm looking at. I put it off until the last minute, then got overwhelmed by the paperwork and the forms and just gave up. I didn't make much money any of those years. I'm not even sure I owed taxes - in most cases I probably was due for a (tiny) refund. For the past several years I have worked on becoming more financially responsible and have regularly paid my taxes on time. I tend to forget about those years but when I do think about them I'm concerned. I'm just not sure what steps to take to resolve this. I'm not even sure which years I did not file. [more inside]
posted by anonymous on Mar 1, 2014 - 26 answers

HRA for self-employed spouse, good idea or not?

I've had a HRA administration company contact me selling their HRA administration plan. Is this a good idea for a spouse who is self-employed. [more inside]
posted by diode on Feb 28, 2014 - 0 answers

Transit Benefits and (US) Taxes

Does being enrolled in a pre-tax transit benefits program affect how much you owe/get back when you do your taxes? [more inside]
posted by anonymous on Feb 28, 2014 - 7 answers

Do I have to pay capital gains tax if I made no profit?

Taxfilter: I sold a condo in April. I sold it for $5,000 less than I bought it for, but I walked away with some money because I had owned it for 10 years and paid down the principal. I had been renting it out for 4 years before I sold it because I moved to a city nearby. I also put about 10K into renovations over the past few years. Do I have to pay any capital gains taxes? Is it worth it to try to get any kind of credit for the loss I took when I sold it for less than I bought it for?
posted by Clustercuss on Feb 26, 2014 - 8 answers

Notice of Grant of Stock Option?

I've received a "notice of grant of stock option" from the company I work for, with a place for me to sign. [more inside]
posted by zeek321 on Feb 25, 2014 - 13 answers

Help me undersand taxes. Where did my refund go?

I need help understanding taxes. I have a very standard tax situation, with two W2s as a result of a mid-year job change. I left Job A three weeks into January 2013 and started Job B two weeks afterwards. I entered my info into TurboTax. Job B: ~$800 refund. Job A: ~-$800 refund. Now I'm back at 0. I'm confused and disappointed, and apparently I don't have any ideas how taxes work. [more inside]
posted by anonymous on Feb 22, 2014 - 14 answers

What kind of tax help should I be getting?

I'm a roughly average taxpayer who doesn't know very much about American tax law or the tax preparation industry. Should I keep ignoring it and filing my taxes by myself, or will I benefit from looking for professional tax advice? [more inside]
posted by value of information on Feb 19, 2014 - 6 answers

I don't live there! I've never lived there!

The mailing address on my W2 is incorrect and the employer refuses to amend it. How big of a problem is this going to be when I file my taxes? [more inside]
posted by thereemix on Feb 13, 2014 - 8 answers

Freelance / self-employed tax deduction for reimbursed travel expenses?

Can a freelance / self-employed person (filing Schedule C) deduct from her taxes the cost of business travel (airfare, lodging) that she was later reimbursed for? [more inside]
posted by toomuchkatherine on Feb 9, 2014 - 3 answers

I don't mind paying taxes, I just want them to be predictable.

This question is about taxes, withholding, and multiple W2s. Can you help? [more inside]
posted by anastasiav on Jan 28, 2014 - 14 answers

Spousal Support & Taxes

My mother receives spousal support from a divorce, but it was as a separate contract between her and her ex-husband, not included in the divorce order. She's been having sobbing fits, unsure if she owes the government taxes this year. [more inside]
posted by iarerach on Jan 22, 2014 - 14 answers

Tax obligation for housekeeper?

I have an occasional housekeeper who used to work for me very intermittently, and now it's becoming more of a regular thing. I estimate that in 2014 I will end up paying her approx. $2500. She is eager for me to report this income officially and do whatever my legal obligations are re: social security or whatever. I'm totally willing to do it - but have no idea how. [more inside]
posted by BlahLaLa on Jan 18, 2014 - 24 answers

Hello, Betrayal, your name is babymama (Tax Edition)

Almost 50/50 custody, and after a year of agreeing that we'd split the child tax credit, all of a sudden she announces that since she's pregnant with her new man's child, she's keeping all of it. Snowflake details inside - get ready for indigence. [more inside]
posted by assasinatdbeauty on Jan 13, 2014 - 37 answers

Boyfriend has garnished wages, can they garnish my tax refund?

I want to list my boyfriend as a dependent on my 2013 taxes -- but he has his wages garnished. I'm also wondering about him filing taxes. Even as a dependent, I believe he's able to -- and he needs to for FAFSA purposes. More details and questions behind cut. [more inside]
posted by camylanded on Jan 10, 2014 - 21 answers

Estimated taxes

I just started working for myself in September. before I was on a W2. There is a deadline on January 15th for paying estimated taxes for self employed individuals. Are those taxes for the earnings I made in the last quarter of 2013 or for what I expect to make in the first quarter of 2014. What's an easy way to figure out how much I owe (or would owe). I'd like to note I didn't make that much working for myself yet so it's possible I don't even owe anything for Q4 of 2013. but I have no idea.
posted by spacefire on Jan 10, 2014 - 7 answers

not playing around

How do I pay taxes on the game show winnings I received? [more inside]
posted by anonymous on Jan 5, 2014 - 17 answers

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