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    Can a Sole Proprietor Issue a 1099?

    Hello, I live in IL. I I'm just a sole proprietor with no LLC, S Corp, or EIN. My question is can I as a sole proprietor issue a 1099 for someone that has done work for me? I personally use TurboTax Home and office and it gives me the option to give someone a 1099. I am probably going to...
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    Too Late For S-Corp?

    Hello, Appreciate the advice in advance. I live in IL. Married filing jointly. I have self-employment income. I am just using my SS # and not an EIN. I of course receive either a 1099-K or 1099-NEC from companies I work with. All via direct deposit if that matters. My question is it...
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    Tax Deduction

    Hello, I didn't see a "Tax" section, so sorry if this in the wrong section. I am married and file jointly. My wife has a W-2 job and does Door Dash a little bit through the year. I do freelance I.T work and file a 1099-K or 1099-Nec depending on which companies I do business with. My...
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    Per Diem as Independent Contractor?

    Hello, I had a few questions about Per Diem. My State is IL. County is Cook. I do I.T work and a lot of the work starts in the evening and goes well into the next morning / day. I only bring this up because I am not sure how that would effect my Per Diem if I can take it at all. I dont have...
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    ST-556?

    Thanks for the help in advance. If it matters this is in Cook County in IL. I bought a new car in 2023. Traded in a car that I still owed about $300 on. (Trade in was $3700, I paid the $300 difference to the loan company that had the title ) I received a ST-556 from the Car Dealership...
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    1099-K Help

    I am on SSDI as well as Self Employed. I am asking this question because Social Security says they want the gross amount earned. That is what I am trying to figure out. To my understanding as an Independent Contractor there is no Gross and Net like a W-2 Employee. This all is filed just under...
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    SSI Reduction with Postal Federal Pension

    Hello, I wanted to know if SSI benefits would be reduced someone on SSI (Age of 54 years old) was to marry someone that has only worked for the United States Postal Service and only receives a Pension from the work done with the Postal service)? (Age of Retired Postal work with the Federal...
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    Section 179 Deductions-For Van

    Hello, I didn't see a tax section so I hope this section is fine to post in. Details: In the State of IL County: Cook Bought July of 2020 I am the first owner of the Van. Only had 4 miles on the odometer. Van is under 6000 pounds. Cost of Van with Tax, Warranty Ect was around $28,600 Placed...
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    Being Sued For Consumer Loan

    Hello, Thanks for the advice beforehand! I dont have that full amount to pay back at once. I am on SSDI and that is all my income coming in per month. No job income, W2 or 1099. I am being sued for consumer loan taken out that is currently at about $7500 according to the court document...
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    Can Collect Unemployment & Severance Pay?

    Hello, I was wondering if in the state if IL I would be able to collect Unemployment after I receive Severance pay. Possible Severance package my employer wants to pay me would bi-weekly for 20 weeks. Am I able to file for Unemployment pay as well during or after I sign the Severance...
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    Is there such a thing as self termination?

    Hello, I work in Cook County if that makes a difference at all for this post. I work at a hospital in the records department for over 10 years now. I am an hourly employee, working full time the entire time I have been at the job. Last week my entire department had to attend a mandatory...
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    Ex Spouse Passed Away... Have a minor Child together

    Hello, I am not Sure if this is this is correct section to ask this question. If not please feel free to move it. I just had my ex-wife pass away a few days ago. We where married 13 years. We got divorced August of 2018. We have one child together that is 8 years old that lives with me full...
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    Home Schooling Effect My SSDI

    Hello, I am on SSDI. My child recieves money under me as well from SSDI. My question is if I was to homeschool my child in the State of IL or in general would I lose any of SSDI Benfits for eiher myself or what my child draws under me? Do I even need to tell SSA that I am home schooling my...
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    Personal Bankruptcy Is Zero Down Legit?

    Hello, I have seen a lot of advertisements in IL for Chapter 7 bankruptcy zero down to file. I was told by a couple that I called that they would file for zero down to file, and then set up a payment plan for the fees spread out for X amount of months. I wanted to know if this was a sales...
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    When Can Minor Sit In Front Seat (2 Seater Car)

    Hello, Looking to buy a car. In IL I wanted to know what the law was for a minor to sit in the front seat? I am asking because a couple of the compact cars I am looking at dont have a backseat. So front seat sitting is the only option. My child is 9 years old and already 4 foot 8. My child...
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    When To File.. 2017 or 2018

    Hello, I am going to file for divorce in IL. Been married 12 years now. Both of us live in IL. She has already moved out. We have one child that lives with me. My question is either in my state or in general is there any advantage of filing for Divorce in 2017 before it ends or wait until...
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    Assault & Battery Can I press Charges?

    Hello, Had an incident at my house this month. My wife came home at 4am severly drunk. (She drove our car this way as well) She was so drunk you could smell the alcohol Coming from her pours. She told me she had taken some amount of cocaine just a couple hours before coming home. She has...
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    Alcohol & Drugs: DUI, DWI Credit Place To Obtain Criminal Records Online

    Hello, I am looking to obtain Criminal records for 2 people. I have already went to the highest court in my county which is Cook County Court in Downtown Chicago. I used there free to public computers and was able to bring up some criminal information but not a lot. This is for 2 people...
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    Cheap or Free?

    Hello, I have made some long posts. I will keep this one as short as I can. I live in IL. I am in Cook County. I am on SSDI and Make less than $35K a year from SSDI and some small part time 1099 I.T. Work. I have googled and searched but I could not found a phone number or an actual advice...
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    How is my "avg" income determined for Almony?

    Hello, Thanks in advance. I will try and keep my questions short. I made a couple large posts already. Sorry about that. So many unknowns out there. People on the fourm have sent me links to Almony calculator's. I appreciate it. It helps give me more of a clear idea of what I am looking...
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