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All Forum Posts by: David Cherkowsky

David Cherkowsky has started 12 posts and replied 56 times.

Post: New Investor Looking to Learn & Connect!

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22

@Jamal Kamara I think there's better folks in BP that can be speak to different areas of DC better than I could. I'm closing on a duplex at the end of this month and will be househacking in the Bloomingdale neighborhood of DC. I could provide better insight in a few months after getting some experience, but happy to answer any questions.

I think rent by the room is a good strategy in Alexandria because it allows you to house hack.  The main benefit there is house hacking allows you to put down a lower down payment than an investment property. You'll have to live in the property for a year before turning it into a full time rental, but you can rent it portions of the house the first year as long as you live there. Lots of good info on househacking on BP.

A traditional rental in this area probably won't cash flow at today's interest rates, and will require 20% down. I have one that I bought last year, and knowing what I know now, I may not have bought it.

Another strategy to consider close to Old Town is short term rentals. I think that's a way to get potentially positive cash flow in an appreciation market like northern Virginia. Only thing to be cognizant of is that laws vary by city. Alexandria city is the least restrictive area in the DMV for it, but if you're looking for something more active, a house hack with STR seems like the best option in the area to me. That's what I'll be doing in DC.

Post: New Investor Looking to Learn & Connect!

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22

Hi Jamal, from what I've seen, duplexes are pretty hard to find in northern Virginia, but DC has a lot. Have you considered expanding your search to across the river?

The best strategy for househacking in Alexandria seems to be a rent by the room strategy. Not that I have too much experience, but happy to chat more.

Post: How to Calculate DTI with Schedule E

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22
Quote from @Jay Hurst:
Quote from @David Cherkowsky:

Hi All,

I purchased an investment property in the middle of last year and to this point have been using 0.75*lease value in my DTI calculation. I have just received a draft of my tax return with the schedule E. I'm wondering how rental income is now calculated. I have heard the value from the schedule E is used (rather than 75% of lease). Can someone explain how the calculation works?

Thank you.

 @David Cherkowsky    This form is used:  https://content.enactmi.com/documents/calculators/Form1038.C...    This is what I recreated for you the other day. 


 Thank you Jay. This is exactly what I was looking for. Appreciate it!

Post: How to Calculate DTI with Schedule E

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22

Hi All,

I purchased an investment property in the middle of last year and to this point have been using 0.75*lease value in my DTI calculation. I have just received a draft of my tax return with the schedule E. I'm wondering how rental income is now calculated. I have heard the value from the schedule E is used (rather than 75% of lease). Can someone explain how the calculation works?

Thank you.

Post: Creative Financing for Airbnb in Northern Virginia

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22
Quote from @Jay Hurst:
Quote from @David Cherkowsky:

Hi all, I'm interested in thoughts on creative financing options for an Airbnb in Northern Virginia. A property is available off market that seems to be a great deal. I am interested in living in the basement, and renting out the upper unit on Airbnb. The property is likely a little too expensive for me to qualify for with a conventional loan based on DTI. However, I'm wondering if anyone has thoughts on creative financing. Maybe a DSCR loan? Any thoughts would be appreciated.

 @David Cherkowsky The above is absolutely correct, BUT do not assume you cannot qualify for a conventional loan. Make sure a competent LO with a NMLS number runs the numbers from you. My team has conversations all the time with borrowers, especially those that own real estate, that thing DSCR options are their ONLY options. But, guess what they are not loan officers or underwriters so they turn out to be wrong. (do not trust me to build the house, but I do know how to qualify you FOR the house.) Don't disqualify yourself without talking to an expert.


 Thanks for the response Jay. Just sent you a message.

Post: Creative Financing for Airbnb in Northern Virginia

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22
Quote from @Sasha Mohammed:

Hi David,

There are lenders that will allow you to purchase via a DSCR loan using STR income to qualify. However, they will not allow you to live in the property at all, full stop.

This is because DSCR loans do not follow/ pass consumer protection laws. when you live in the property, it creates massive problems for this loan type and the lender which would issue it to you.

For that reason, most of these lenders want to ensure you OWN your primary residence. Some will let you rent your primary and still do a DSCR loan on the subject, however, this would come with the added scrutiny of really documenting and evidencing you have no intention of moving in to the subject.


Thanks Sasha. So I guess one option could be to do a DSCR loan, Airbnb the property in full, and then in the future, refinance into a conventional when my DTI allows me to down the road. For the property I'm considering, I think another year or so would allow me to qualify for a conventional.

Post: Creative Financing for Airbnb in Northern Virginia

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22

Hi all, I'm interested in thoughts on creative financing options for an Airbnb in Northern Virginia. A property is available off market that seems to be a great deal. I am interested in living in the basement, and renting out the upper unit on Airbnb. The property is likely a little too expensive for me to qualify for with a conventional loan based on DTI. However, I'm wondering if anyone has thoughts on creative financing. Maybe a DSCR loan? Any thoughts would be appreciated.

Post: Contractor Recommendation for Bathroom Addition in Northern Virginia

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22
Quote from @Greg W.:

Try both Old Glory Property Construction and Oakwood Builders. 


 I'll give them a call. Thanks Greg!

Post: Contractor Recommendation for Bathroom Addition in Northern Virginia

David CherkowskyPosted
  • Investor
  • Alexandria, VA
  • Posts 56
  • Votes 22

Hi all, I am looking for any contractor recommendations for installation of a bathroom addition in Alexandria VA. Earlier this year I reached out to a handful of contractors and was ghosted by most of them after a few emails or in most cases, after they came to view the house in person.

If anyone has recommendations, it would be greatly appreciated.

Thanks!

Quote from @Patrick Roberts:
Quote from @David Cherkowsky:

@Brittany Minocchi, @Patrick Collins

I have owned the rental property since June of 2024. So I do not have a tax filing with the rental income on it yet. I was told that I have to use the lease value * 0.75 until there are two years of rental income. Then I can use the rental income from my tax return.

I talked to the one lender and said that I have no interest in buying down the rate on the FHA with points.

The DTI however does not work unfortunately with the conventional with a lower down payment I am being told.


 For Conventional, you can only use 75% of the gross rent until you have Sched E history for the rental for a net rental income analysis. Also, you will likely only be able to use the rent to offset the mortgage pmt debt on the rental property to $0 since you dont have any Sched E history yet. 

For FHA, I would ask your lender to confirm that they considered the 100 mile rule in calculating DTI. I've seen lenders miss this and blow up loans on several occasions, and Im getting a little of that vibe here.

 Thanks Patrick. I will ask that. I appreciate all the help and info.