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All Forum Posts by: Nathan M kiefer

Nathan M kiefer has started 11 posts and replied 341 times.

Post: 400k bonus - tax mitigation

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217
Quote from @Gregory Wilson:

This depends on what level of control you can exercise over the W-2 employer. If its your own company or your father-in-law that gets one answer. If its General Electric it is another.


 family owned company and i can time the payout of the bonus

Post: 400k bonus - tax mitigation

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

If you were to receive a 400k bonus from a w-2 employer what is the best way to legally avoid as much tax as possible?

Post: The Short- Term Rental Loophole Explained

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217
Quote from @Michael Baum:

Sorry @Nathan M kiefer, tax laws aren't loopholes. There are loopholes in tax laws but the entire system isn't a loophole.

Again, here is the definition -
Loophole- A way of avoiding or escaping a cost or legal burden that would otherwise apply by means of an omission or ambiguity in the wording of a contract or law.

Child deductions aren't a loophole. They are part of the law. Now if it didn't say the age of the child and you were deducting when they are 29 years old, that would be a loophole in the law. The law itself isn't a loophole.

Everything is spelled out but it is a slog to work through all the info. Anyone can read up and there are tons of resources to help with tax law.

I am a big advocate of getting a good CPA. They are well worth the cost in the long run.

I wouldn't say that I am triggered by the loophole statement. I am just out to keep people from thinking that they are sneaking around a tax provision when it is perfectly legal and working as designed.

Plus none of us want this part of the tax law eliminated because some eager beaver IRS person keeps hearing of this "STR loophole" and decides to take steps to either change or get rid of it.


 agree to disagree-a loophole in tax is both, its not just a gap in the law.

A tax loophole is a tax law provision or a shortcoming of legislation that allows individuals and companies to lower tax liability. Loopholes are legal and allow income or assets to be moved with the purpose of avoiding taxes.

I just want to make sure that people don't get the connotation that using a loophole is illegal, it is not. 

Post: The Short- Term Rental Loophole Explained

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217
Quote from @Michael Baum:

TLDR: @Julio Gonzalez. I tuned out when you said loophole. It isn't a loophole. It is just the tax law. It is working as intended and is not a way around things.

Loophole-
A way of avoiding or escaping a cost or legal burden that would otherwise apply by means of an omission or ambiguity in the wording of acontract or law.

I understand calling it a loophole as it is a simple thing to say. Seeing as STRs started long before VRBO (1995) and AirBNB (2008) or HomeAway (2004, now part of VRBO) this was considered when it was created.

The "Augusta Rule" was a driving force. This refers to IRS Code Section 280A which allows up to 14 days of rental income without paying at taxes. This was written into law in 1976. Augusta, GA is the home of the Masters and a lot of folk vacate their residences in order to make some cashola.

I don't mean to bust your chops on this as the info was great, but it isn't a loophole and the IRS doesn't consider it a loophole. If it did, you can bet they would have closed it after VRBO started.


 The irony is the whole tax system is a loophole, don't know why its so triggering? If you file your taxes and you have 5 kids and you don't take that deduction, you missed out on the loophole- the IRS designed it this way- the ENTIRE system is a loophole and those that know how to navigate it reap its benefits and of course some of us miss them and find them later. Tax loopholes are provisions in the tax code that allow taxpayers to lower their tax liability. The IRS designed it this way so that the "average joe" misses out on deductions. Its all how you look at it. As with everything "always and never" is proven wrong because there is someone out there right now making sure of it. 

Post: best modem and WiFi Router for STR's

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

we use spectrum and pay for there supplied router and modem, if thats an option for you, you can go in within there app on your account and reset it from there.

Post: Tips - Long Distance Self Managing

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217
Quote from @Jon Greves:

What are some tips/suggestions you'd offer for Long Distance Self Management?  I am semi retired at age 44, I sold my franchise business 1 year ago and have a very good idea of what it takes to operate a business successfully. I have the time to self manage but not too sure what I'm getting into.  Any Tips or Suggestions are appreciated. TIA.  With property prices, rates, and available software platforms it seems to me self management right now is the only way to save on costs.

 Hey Jon,

very similar paths on this side as well. 45 years old still running a business but we have 18 LTR's and 2 Higher end STRs. Ltr's are local, STR's are 14 hours away in South Carolina.

Reading books, blogs, forums and all that is great but the bottom line is we got into it before we ever did any of that. Get your own boots on the ground, meet the people you will rely on aka the cleaners two handmen, meps(mechanical, electrical, plumbing) contractors. We also commit to going to our STR every 4-6 weeks and checking in, it is an extra cost but has bore fruit for us. Bookings and all that is simple- AIR,VRBO, we do a direct site we built but you can get by without. Most areas we have found that are hot spots have some sort of quasi "local" booking entity, we try to belong to them as well if they are credible.

As in anything with being in business almost 25 years, the better your relationships the better the response, this is no different. I have good relationships with all the people I rely on at my STR's and that makes all the difference.


Good luck and congrats on the sale of your franchise business!

Post: Short Term rental and Use as second home in Florida

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

Invest in some oars

Post: Finding STR's that work with a mortgage

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

we do all our STR's as cash deals with 10% finance as a baseline. We have also used a portfolio loan on LTR's to pick up one because we didn't have leverage on around 14 houses so the cash flow from those 14 definitely cover the payment on the str.

In my experience this is the only way to go one or the other. financing a STR and trying to cash flow and appreciate is a crap shoot right now.

Post: Thoughts on these Airbnb messages

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

It's a scam, have received same message 

Post: When your Cleaners don’t go until 1 or 2 days after check out

Nathan M kieferPosted
  • Rental Property Investor
  • south carolina and michigan
  • Posts 342
  • Votes 217

happens all the time with us, not a big deal if its a day or two.