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All Forum Posts by: Lyndsay Zwirlein

Lyndsay Zwirlein has started 4 posts and replied 317 times.

Post: Running out of time for 1099s

Lyndsay ZwirleinPosted
  • Lender
  • Posts 331
  • Votes 209
Quote from @Linda Weygant:
Quote from @Travis Reed:
Quote from @Linda Weygant:

Please read the instructions for 1099s. 

While yes, it's true you're supposed to test for 1099s for anybody you paid more than $600 to, it's not as simple as >$600 = 1099!

First of all, why isn't your CPA guiding you on this?  My clients receive a full article in a newsletter or uploaded to their document portal every December.  

Here's how it works:

1.  Test for dollar amount.  Great than $600, move to step 2.  Less than, stop - no 1099 needed.

2.  Payment method.  Paid with credit card, paypal or venmo?  If yes, stop.  No 1099 needed - those processors will send the 1099K to the vendor.  

3.  Paid with check, cash, zelle or cashapp?  If yes, proceed to step 4.

4.  Request W9 from any vendor who has made it as far as step3.  If vendor a corp or S-Corp?  If yes, stop.  No 1099 needed.  If any other vendor type, then send the 1099.

Going forward - never issue any payment to a service vendor if you haven't received both W9 and proof of insurance (if a tradesperson).  In fact, don't even let them on a jobsite without both documents.


 Linda great info! I was going to send a 1099 to the local lawn mower on my small commercial priperty. Would you ask him for proof of insurance also? I am betting he does not have any kind of liability insurance which I think is what you are referring to. 


 What do you think will happen if he runs over his own foot while mowing your property?  Or, more likely, what if he runs over a rock and it launches into somebody's car window.  Or somebody's head?

Yep - ask for the insurance.  


Hey Linda! Does #2 apply only if they go over a certain dollar amount? I read an article today specific to Venmo stating they would only send 1099 if it was over $20k I believe.

Post: Best bank accounts?

Lyndsay ZwirleinPosted
  • Lender
  • Posts 331
  • Votes 209

You guys are awesome. Thank you so much for this!!

Quote from @Michael Weir:

Hello, I'm looking Into expanding my STR portfolio with a condo down in Hollywood Florida, but just found out from my lender these are usually non-warrantable due to more investors owning them than owner occupancy. Although he does have programs for those, they are at 30% down... and as you can imagine the less out-of-pocket the better.

Does anyone know somone or know of any other solutions for non-warrantable properties will less out-of-pocket down payment?

Thank you for any direction around this.

Yes we have lots of options for this. Many DSCR lenders will do nonwarrantable for 20% down. Rates will be higher than conventional though. Feel free to reach out if you’re still looking!
Quote from @Kyle Nigro:

Hi all,

I just had an accepted offer on my second BRRRR in STL. I've been hearing rumors that many banks will not give out cash out refi's at six months? Is there any truth to this?

Thanks,

Kyle

Like others said, Fannie/Freddie is tightening requirements. Many DSCR lenders offer cash out refis. However they are tightening requirements too. I would recommend teeing up options now so you know your exit strategy. Some lenders are reducing LTV especially if it’s an STR, seasoning requirements to be aware of, etc. 
Quote from @Jason Voskuhl:

Hello everyone my name is Jason Voskuhl, I am currently being pre approved for a loan. I have a pretty solid lender that is working pretty close with me to finance my first home. I ideally would like to do a brrr on my first personal property, and be able to buy a distressed property so that I can create equity to do more deals in the future. Right now my lender is leaning more towards FHA loan but my question is since FHA is a lot more stricter about the conditions of the home would there be any complications trying to use FHA for distressed properties. Curious to hear what you guys did for your first deal or maybe what you wish you did. Thank you a ton in advance!

FHA is awesome, especially if you buy anything up to 4 doors. It’s the lowest down payment option. I wish I had taken advantage of this in my 20s! You can google “FHA guidelines” to familiarize yourself with how distressed they allow. 

alternatively if you’re looking for low down payment options and are worried FHa is too restrictive, most lenders allow down payments as low as 5% on owner occupied. 

Good luck!

Post: Short Term Rental Mastermind

Lyndsay ZwirleinPosted
  • Lender
  • Posts 331
  • Votes 209
Quote from @Ben Scarborough:

Seeking out STR mastermind recommendations... Please drop suggestions below with links to the sign up pages, thank you!

@Jason Knight  hosts one!

Quote from @April L.:

It has gotten increasingly hard to find the kind of property I want on my budget. But my friend is interested in investing and she has about the same amount to put down on a property.  Together, we can double what we can afford on our own and get something people would actually want to rent. 

Neither of us has experience with rental property yet.

Can someone convince me that it is a bad idea for a first-time investors to partner up? Is it better to buy a boring, "uninteresting" property that I can afford and get my feet wet first? Or, is it worth the risk of partnering with another newbie to purchase an amazing mountain property with stunning views? 

I actually considered this a couple years ago when I was looking to buy my first STR. At the time,  I thought we had complimentary skills (me finance, her with guest experience/marketing) plus we could split the expenses. I ended up buying on my own and am glad I did. You don’t know what you don’t know and for me it was better to find that out on my own versus with a partner. What if you end up having different visions? Or one of you doesn’t like it? You won’t know until you’re in it. 

however I’ve helped many clients who go in on it together. If you decide that route, my best advice whether it’s real estate or business is to know the exit strategy. 
Quote from @Grant Vincent:

Anyone have any takeaways from your own experiences that may apply? Creative strategies, wins, nightmares are welcome.

Nuanced situation. Context:

A house on our family farm is soon to be vacant. My extended family still operates the farm surrounding it.

Renting out as a long-term rental, STR, or medium term rental seem to be obvious strategies; however the family is exasperated from the previous tenant, an aunt w mental health issues who has lived there for free since my grandparents died. Also, they can be a bit fussy about minor issues impacting their farming operations…reasonable people, reasonable gripes, but a bit tunnel visioned about operational stuff…small but legitimately annoying stuff like unintentionally parking somewhere that blocks their equipment ingress/egress; driving too fast down their long gravel lane, which makes dust, throws gravel out of place, leads to potholes that become rain puddles, and legitimately increases the $ they have to spend on gravel. Classic examples of important farmer stuff town people don't think of…

I have no ownership interest in the property. I visit the area 3-5+ times/year and have been looking for creative strategies, including STR, to invest there that could offer lodging for my wife, kids and dog when we visit.

I’d really like to come up with something that makes the the owners some $ and keeps the house from being neglected. They don’t need the money but would like to keep the house from falling apart.

Any ideas?

Could you set up an arbitrage type agreement with the family? Pay them a flat fee each month to use the property and then rent it out as an STR to earn income. It’s tough because you don’t have ownership so you want to make the juice worth the squeeze for yourself!

Post: Advice on STR in Myrtle Beach, SC

Lyndsay ZwirleinPosted
  • Lender
  • Posts 331
  • Votes 209
Quote from @Chana Perel:

I’m looking into investing in STRs in Myrtle Beach. Can anyone tell me if they have experience with owning and renting a unit in a “condotel”, good idea, bad idea, why?

Also, is it better to be near the beach or near golf?

Thanks in advance!


There are lots of great STR friendly agents you can find via the “network” tab. You mentioned condotel which is a different animal from a single family home, townhome or condo. I would recommend researching loan options on that property type too! Many lenders will do them but can have higher LTV and other requirements. 
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