I had something a little odd happen and I thought you all might get a kick out of it.
One of our neighbors, who is also a good friend and my "go to" plumber, went to my H the other day with a business proposition. He wanted us to buy a piece of land and then rent it to him in a "rent to own" type of set-up. What he wants to do with the land is build one of those wacky "small houses", that are created from things like an old shipping cargo container or whatever and then live in it.
So, the obvious question I asked my H, "What's the problem he can't get a loan from a bank for the land?" Do you see how smart I am, lol?, I just cut right to the chase and know there must be a story as to why he isn't going the traditional route for his land.
My H: A bank won't give him a loan because he doesn't have two years of taxes returns.
Me: (Totally misunderstanding, maybe I'm not so smart) "What? So what? If he is late filing his returns. Why doesn't he just get them filled out and then apply for the loan.
My H: "No, you don't understand. He doesn't file taxes."
WOW!!! The basic gist is, since he works for himself and is primarily paid in cash by homeowners and businesses, there is no one reporting his income to the IRS...so he doesn't either. In fact, doesn't even file returns at all. Well, obviously that saves a lot of money (eye roll). But now isn't so grand when you want a loan from a bank.
Needless to say, I put the kibosh on any idea of buying land for him. I mean, if things went south, what I'm going to do with a piece of land? It's not the type of real estate I deal with. Sell it. Probably at a loss after fees. No thanks!
Re: When not reporting/under reporting taxes can rear its ugly head
I made the same comment to my H. Yeah, someone can get away with that for awhile. Probably QUITE awhile. But eventually you are going to get caught.
I wouldn't whistle-blow on him, but I didn't even realize there was a program with rewards for that.
Years ago I worked for a small company, owned by a fairly young guy (early 30s). I knew his father had been in the business before him and assumed he had sold it to his son to semi-retire.
I found out later, that was not the case at all! For something like 25 years, the father had been paying his employees under the table...and then he got caught. He filed taxes for his business, but I think there were some shenanigans with that also. It was disastrous financially. He had to liquidate his business and even sell off some of his personal assets, including his house. He was able to avoid going to jail, but barely.
Plus there is always the old, but true joke, about all the years the FBI tried to put Capone away but never had enough evidence for trial in regards to his criminal crimes. But it was the IRS that was able to finally send him to prison on tax evasion.
I know someone who hasn't filed taxes in at least 10 years. He claimed more dependants then he had (he technically had zero) so that he would get more of his paychecks. Knowing then he would owe if he filed, he didn't file. It will come back to haunt him. If he ever tries to buy a house, he won't be able to for the same reasons.
Also it will come back to haunt him if and when he tries to go file for Social Security benefits when he is 65. Since it's federal funds they will see that he hasn't filed. He will probably be looking at jail time for tax evasion & all the fines & interest to go with it. They may keep some of his social security check but they won't keep all of it as they have to give you a little something to be able to live based on the rules/laws I've found. Fines and interest are paid enough when you have to do payments for owing, I can't imagine what it would be like for not filing for 10+ years.
I think when you're totally self employed, which he is, SS is handled differently. It's the same idea, but it has a slightly different name/form. But, yes, totally self employed people are required to pay their version of SS into the system.
I never even thought about the SS angle. If he's not paying income tax, I highly doubt he is paying into the self employed SS bucket. I doubt he has much in the way of retirement plans and plumbing starts physically becoming a tough job to do long before your 60s.
Lots of interesting stories on here!
I don't think that's true, at least in this case, because he does own his own business. So he is neither an independent contractor nor a sub-contractor...at least for the jobs he has done for me. Technically, I've hired his business, not him personally. Though certainly if the IRS ever audited me, I have a stack of receipts from his business for the work he has done for me.
@MommyLiberty5013, despite my rolling my eyes at people who don't live up to their end of society, I'd still use him for plumbing work. I'm not saying I'm proud of that, but you roll some SERIOUS dice with home repairs. So, when you find tradespeople who are reliable and great at what they do (he is both of those things), you hang on to them for dear life.
So there's a lot of debate about this, but I think it is safe to say you are 'in the business of renting properties'. I think you might be required to file 1099's for the service providers you pay more than $600 (but not if they are incorporated). Ask your tax professional. Here's some links. But maybe Hoffse has an opinion. https://ttlc.intuit.com/questions/2624495-do-i-need-to-issue-1099-misc-to-my-investment-rental-property-manager https://www.irs.gov/businesses/small-businesses-self-employed/am-i-required-to-file-a-form-1099-or-other-information-return
@smerka and @hoffse, thanks for your all's input. I guess this is something I need to double check on, just to be safe. Also, even in the example in the link, it does state that if the property management company is a corporation, than the property owner does NOT need to file a 1099 back to them.
I've always thought of 1099's as being almost, but not quite, an employee of a business. Until this discussion, it never even occurred to me I might have to file 1099s for businesses I hire to do work. It just seems weird I might need to start querying "mom and pop" type businesses I hire on how they have their business set up? Or maybe it might also depend on how I have my business set up?
And here I thought I knew all about 1099s, because I've been on the receiving end for 1099s for years!!! Some from companies where I see myself as being a service they have hired...like mystery shopping. And some companies where I see myself as being very close...but not quite...their employee. For example, one company that pays me, I do very specific work for them on a very regular basis...versus the "one-offs" that are mystery shopping. I even think of them as a "part-time job". But I am an IC for them. Just like I'm an IC for my mystery shopping companies.
Although I was speaking about my plumber friend specifically, anyone who underreports their tips is another example of where that can bite one in the butt if they go to buy a house. Or are involved in a lawsuit that involves lost wages.
It's tough to prove to either a bank or an attorney/court that your income is REALLY "X", even though it's always been reported to the IRS as "Y".
TTC since 1/13 DX:PCOS 5/13 (long, anovulatory cycles)

Clomid 50mg 9/13 = BFP! EDD 6/7/14 M/C 5w6d Found 11/4/13
1/14 PCOS / Gluten Free Diet to hopefully regulate my system.
Chemical Pregnancy 03/14
Surprise BFP 6/14, Beta #1: 126 Beta #2: 340 Stick baby, stick! EDD 2/17/15
Riley Elaine born 2/16/15
TTC 2.0 6/15
Chemical Pregnancy 9/15
Chemical Pregnancy 6/16
BFP 9/16 EDD 6/3/17
Beta #1: 145 Beta #2: 376 Beta #3: 2,225 Beta #4: 4,548
www.5yearstonever.blogspot.com
TTC since 1/13 DX:PCOS 5/13 (long, anovulatory cycles)

Clomid 50mg 9/13 = BFP! EDD 6/7/14 M/C 5w6d Found 11/4/13
1/14 PCOS / Gluten Free Diet to hopefully regulate my system.
Chemical Pregnancy 03/14
Surprise BFP 6/14, Beta #1: 126 Beta #2: 340 Stick baby, stick! EDD 2/17/15
Riley Elaine born 2/16/15
TTC 2.0 6/15
Chemical Pregnancy 9/15
Chemical Pregnancy 6/16
BFP 9/16 EDD 6/3/17
Beta #1: 145 Beta #2: 376 Beta #3: 2,225 Beta #4: 4,548
www.5yearstonever.blogspot.com