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All Forum Posts by: Ashley Rothacker

Ashley Rothacker has started 6 posts and replied 32 times.

Post: Deducting Startup Costs for STR Taxes

Ashley RothackerPosted
  • Investor
  • Boise, ID
  • Posts 33
  • Votes 10

Hello! We purchased and started renting out a short term rental in 2019. There was about a period of 1-2 months that we worked on getting the house fixed up and furnished prior to listing aka the pre-revenue stage. 

I'm trying to understand how to properly write off/capitalize these expenses on Schedule E. From what I understand, you can write off up to $5000 in startup costs and depreciate the remaining?

Where is Schedule E do you write off the $5000? Is it under miscellaneous expenses? Thanks!

Originally posted by @John Underwood:

As @Luke Carl said, all money received in 2019 is taxable on your 2019 tax return, it doesn't matter when it was for just when you received it. Maybe this will make your numbers match?

Yeah I was able to figure out how to make it match based on that logic. I'll just have to update my spreadsheet I use to track monthly/year performance. It really only affects December/January numbers so not a huge deal. Thank you both! 

@Luke Carl I'm actually referring to income tax and not so much month to month but what's reported from an annual standpoint. For example earnings from a reservation on December 31st weren't included in Airbnb's reporting earnings for me in 2019 (because it was paid out in January) but I include it in mine since I technically earned it in December. Again, it's a really small difference (about $300) but figured I'd pose the question. 

This may be a silly question but for tax reporting purposes does your earnings need to match exactly to what Airbnb is  reporting? Reason I ask is that I've been tracking earnings based on when they are earned whereas Airbnb seems to base it off of the actual payout date. Really the only discrepancy comes when a reservation takes place over two months i.e. 30th-2nd so not sure if it's a big deal or not!

Thanks!

@Andrea Cole Going through the same thoughts right now as I just got my first cancellation request due to the virus. They were coming into town this month for an event at the local college, and that college unfortunately closed for the rest of the semester. A lot of guests come in for similar reasons so worried this is just the start. I feel like it'd be hard to get the guests to understand the rationale behind not giving a full refund though unless they are a host themselves...

We use the Nest/Yale lock and iGMS for our automated messages. iGMS has the capability to pull the last 4 digits of the guest's phone number for the code. Then you'll have to set it up in Nest each time. We were doing that for awhile but there were a few times we ran into an issue where the code just flat out didn't work for check in. Not sure if Nest couldn't handle the volume of all the different codes, or if it was human error...but we ended up switching to one code and haven't had issues since. @Luke Carl

Originally posted by @Jacci Konkle:

Yes, I like the idea of setting up the REIT, etc but I just don't think it's worth the hassle unless you're going to have lots of investors and lots of properties. Doing a separate agreement for each property will make more sense. Just make sure you know the limits of the lender and at what ownership point they will require the other parties to guarantee the loan. Most are 25%, but it can change if you are getting some portfolio loans. By the way, I recommend finding a small local bank who can lend in-house and get you a portfolio loan. They can be more flexible, can consider the income from the property into your DTI, and generally just meet across the table with 4-6 people on the board to decide if they will lend to you or not. They look at more than a FICO and a DTI and give you the opportunity to tell your story and create a relationship!

Good luck and Happy investing!

Hey Jacci! Yeah that's what I was thinking that a REIT may not make sense at this point since we are still small. When you say to do a separate agreement for each property, are you talking about a separate LLC for each or something more simple like a personal contract (if that's even an option)?

Doing a separate LLC for each property feels like a bit overkill. Could you not have one LLC and then separate agreements under that for each property? I guess the risk is higher when everything is under one though..

Post: Insurance issues with STVR

Ashley RothackerPosted
  • Investor
  • Boise, ID
  • Posts 33
  • Votes 10
Originally posted by @Mark Miles:

Yup they do. As long as my underlying insurance covers short term rentals then they do as well. I may end up switching over to Proper or Foremost anyways just to have less insurance companies to deal with :) 

Originally posted by @Mark Miles:

 Hey! I’m glad to see this thread has progressed so well, but I do have some strong advice for you Ashley: seek out an attorney who is experienced in this as you can quickly get in over your head and create some sort of arrangement that is either incorrect or disadvantageous or possibly even illegal.

Keep in mind that once you start taking in outside investors, you’re now under the purview of the SEC securities laws and you don’t want to mess with the SEC, so better to take the advice of an experienced attorney than to follow the advice of a bunch of strangers on a message board. Just my two cents, trying to save you from a potentially scary situation.

I have no problem seeking advice on message boards like these, in order to give you some ideas about how to proceed, but absolutely be sure to run any and all suggestions by an experienced attorney before you actually proceed with taking in outside investors. As the laws can be very strict in this area and you don’t want to mess with the SEC with severe penalties possibly leading up to jail time


Would it be more a securities attorney versus a real estate attorney that could help out with this? I do still feel a little lost on how to properly go about it, especially since we're borrowing smaller amounts at this point and from friends/family members. 

Originally posted by @Anand S.:

Yeah it's definitely a good deal for him as we are taking on the burden of the loan. However, we do take a management fee off of his profit so it helps our return as well :)