Skip to content
×
PRO
Pro Members Get Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
$0
TODAY
$69.00/month when billed monthly.
$32.50/month when billed annually.
7 day free trial. Cancel anytime
Already a Pro Member? Sign in here
Pick markets, find deals, analyze and manage properties. Try BiggerPockets PRO.
x
All Forum Categories
All Forum Categories
Followed Discussions
Followed Categories
Followed People
Followed Locations
Market News & Data
General Info
Real Estate Strategies
Landlording & Rental Properties
Real Estate Professionals
Financial, Tax, & Legal
Real Estate Classifieds
Reviews & Feedback

All Forum Posts by: Jay Chekansky

Jay Chekansky has started 12 posts and replied 47 times.

Quote from @Jeff S.:

Failure to maintain adequate insurance puts your collateral at risk and is a big deal, @Jay Chekansky. Your borrower is in default of the mortgage and should be notified of that. Upon default, our deed of trust specifically allows us to require the borrower to prepay into an account to cover insurance, taxes, or any other unpaid obligations. Your mortgage should have words to that effect.

Either way, I would send a demand letter by certified mail for reimbursement of all your insurance expenses. I’d also be clear that you expect him to bring his insurance current within 10 days so you can cancel your force-placed policy. Be clear that failure to do so will result in foreclosure. The next letter should be a notice of intent to foreclose. Let him know you are serious and that he must communicate with you. Unless you are tough, these things always get worse.

 Great info here.  I appreciate the feedback and details.

Luckily, my messages to him regarding the start of foreclosure got him to act and obtain an HOI policy without matter escalating any more.

This was a breakdown/oversight on my part.  I require my borrowers to pre-pay the first year of HOI.  I took a look at the EOI in a rush, assumed the payment had been made, and created this mess for myself.

Hey All,

I am seeking advice on the proper way to charge back my borrower on a seller finance deal in which the borrower has allowed the insurance to lapse. I have a force placed insurance policy now in place to cover.

This sale closed in early Feb 2024. The buyer was to provide proof of insurance paid in full for the first year. I received an EOI from the insurer, but turns out that he had only paid for 1 month (ultimately my oversight). The insurer says that the CC on file keeps getting denied.

The borrower is failing to respond to calls/texts/emails/letters regarding the situation.

The mortgage that was signed/recorded permits the lender to recover any charges associated with the need to apply this type of insurance policy, but doesn't specify how those charges are to be recovered

In this example, the annual premium for the FPI that I (Lender) paid is roughly $1000. Should I break that into 12 month payments and add to his existing monthly payment? Demand a 1 time $1000 payment be made in 30 days?

Post: San Clemente Real Estate Investor MeetUp

Jay ChekanskyPosted
  • Flipper/Rehabber
  • Charlotte, NC
  • Posts 47
  • Votes 26

We'll see you guys and gals there tonight.  
Networking and chat from 5:30 - 6 while everyone rolls in.
We'll start the discussion at 6. 

Post: Confessions of a new landlord - How I overcame limiting beliefs

Jay ChekanskyPosted
  • Flipper/Rehabber
  • Charlotte, NC
  • Posts 47
  • Votes 26

@Robert Godfrey

The reason for exiting via seller finance was because it was the primary exit strategy going into the house.  I looked at my SF monthly cash flow at $210/mo with no expenses and the $7500 down payment vs holding the house and decided to sell.  The house itself was good - new roof, newer HVAC, New HW heater....so the heavy lifting had been done.  I just didn't care for the area and didn't think I'd be able to have better cash flow numbers as a rental. 

House 3 - when I bought the house, I expected the ARV to be $95k-100k. The house appraised at $104k. After looking at what I had into it, broker commissions, ST Cap gains taxes (ordinary income), making $10k for all that trouble just didn't seem worth it. I had created a nearly maintenance free asset at decent rents, so I figured I'd roll with it for at least a year. The house is also in an Opportunity Zone, so there are additional benefits to holding long term.

Post: Confessions of a new landlord - How I overcame limiting beliefs

Jay ChekanskyPosted
  • Flipper/Rehabber
  • Charlotte, NC
  • Posts 47
  • Votes 26

All-right BP,

I figured this would make a great topic for a post that I hope helps some people out. In my first few years as an investor, I mindlessly subscribed to the notions that all tenants are headaches, all landlords are slumlords, and that I don’t want to field 11pm phone calls about plugged toilets. So without a second thought, I stuck to deals that were only fix and flips or seller financing. As you can imagine, this leads to some sizeable short term capital gains taxes each year and no limited wealth building

I’m the type of person that, for better or for worse, chooses to challenge paradigms by taking action. I see opportunities, evaluate based on the level of knowledge I have, and decide to move forward. I chose to challenge my own beliefs and see how I could handle becoming a landlord; So I bought 2 rental properties right off the bat in 2019 and ended up with an unplanned 3rd.

I’ve made the move from doing deals for pure income, to a mix of income producing plus cash flow, and towards the end of 2019 I was considering how to start to mix in some wealth building activities. I found a few opportunities that presented me with the following:

  1. Cash flow off the bat
  2. Opportunity for 1+ year holding period for LT capital gains taxation
  3. Multiple exit strategies

Here’s a breakdown of each rental – why I did the deal, my landlording experiences, and how each turned out financially at the end of the year

- Property 1: Main Street

    I found Main St on the MLS – it's in a more rural area of North Carolina about 45 minutes outside of Charlotte. I knew I'd be able to seller finance the house if the rental business didn't work for me. I bought the house with the previous tenant in place, with the plan for them to stay as long as they are good stewards of the property and paid on time. We signed a new lease on January 2.

    Right off the bat, rent was late. I was paid for a few months of 2020, but eventually the tenant stopped paying and then voluntarily moved out. She even sold off the appliances before leaving!

    I took the time to refinance my all cash purchase with a private lender on terms with a 15 year amortization. I then had a qualified buyer with a decent down payment to buy the house seller financed and wrapped the private lender 1st lien.

    Purchase Price: $46,000

    Expenses: $2832

    Private Lender Refinance $38,000 on 15 yr AM

    End Buyer Down Payment/Sale Price: $7500/$67,500

    Total Income: $11,030

    Monthly Cash Flow: $208

    Cash On Cash Return: Inf (I have no money in the deal)

    - Property 2: Lowry

      Lowry was found on the MLS as well. It had been on the market for a while, so I made an offer that made sense to cash flow based on my private money loan rate and the existing rent rates. I knew this house could be flipped when the time was right and I'd have good margins there, so the immediate strategy was a little cash flow, depreciation, move to LT Cap gains, and hopefully some appreciation. In the meantime, the existing tenant was welcome to stay – I'm not in the business of displacing quality tenants who take care of the house and pay on time.

      After 1 year with Lowry, I’ve worked to find balance between being a good landlord, treating people well, and also establishing boundaries with tenants and enforcing lease terms.  Overall a good experience, even though monetarily this one hasn't been the best.   As of October this year, the 6 acres at the end of the street had been cleared in preparation for new construction.

      Purchase Price: $53,749. This was a mix of cash and a private money loan

      Rent (Month/Annual): $795/9520

      Expenses: $8274 including interest only note payments

      Net Income: $1245

      Cash On Cash Return: 7.8% - Not great, but I knew it coming into the deal

      - Property 3: Prospect

        Prospect was purchased as a flip. I have been very conservative the last 2 years with my house flips. If I can’t sell it retail, I want to be able to sell it seller financed or cash flow as a refinance/rental. The conservative nature has cost me in such an aggressive market, but it saved me in this case. I had a lot of issues with contractors, material prices, scope creep, and going over budget. Overall, I mismanaged the project. After finishing the rehab and looking at what I’d be making, net after taxes, it just didn’t make sense to try to sell this retail. My property manager suggested we list for rent at $100/month over what my initial idea was. It was leased up very quickly to a professional. I was able to refinance with a 30 year asset based loan. There is a much better feeling about renting a property that is “new” from top to bottom vs a rental with dated roof, dated HVAC, and old appliances.

        Purchase Price: $36,456

        Rehab Costs: $39,748

        $ Left in property after refinance: $5,059

        Net Income from rents (3 months): $2288

        Cash on Cash Return: 45% to date

        In conclusion, I am glad I decided to take action and face my limiting beliefs around owning rental properties. I had some good luck, some bad luck, some challenges, and some creative solutions. I built new relationships with property managers, lenders, and contractors. I learned and grew in a number of areas that make me a better investor – Based on my experiences in 2020, I have 3 houses currently under contract ready to be rehabbed for rental in January 2021.

        Challenge that voice in your head that is holding you back. Make a plan - Challenge the limiting beliefs - Grow!

        Post: Am I overlooking something while in DD?

        Jay ChekanskyPosted
        • Flipper/Rehabber
        • Charlotte, NC
        • Posts 47
        • Votes 26

        @Michael Noto Thanks for the feedback.  The tenants do pay for the utilities.  

        I'm hoping to hear back from the local housing authority to get a clear picture (sooner than later!)

        Thanks for the feedback.

        Post: Am I overlooking something while in DD?

        Jay ChekanskyPosted
        • Flipper/Rehabber
        • Charlotte, NC
        • Posts 47
        • Votes 26
        Originally posted by @Paul Chapey:

        Contact the Charlotte Housing Authority and ask what the Payment Standard is for a 3-bedroom house. That will be the maximum they will approve. It's probably $1300 or so. If your property is equivalent to or better than rental comps at the max price, you'll be able to get the Payment Standard. If the house would rent for some price below the Payment Standard, then you should be able to get whatever the fair market value is.

        If the current tenant is on a month to month lease, just give her 60-day notice and inform her and the housing authority of your rent increase.

        I live in Mooresville, NC, but I have a Section 8 tenant in Oceanside, CA. The housing authority there is exceptionally professional and easy to work with. Their inspections are not nitpicky in any way. I receive $2600 a month and the max for the Payment Standard for a 4-bedroom in Oceanside is $3460. My rental would only command $2500-2700 on the fair market. The tenant has been there for five years and is an excellent tenant.

         Thanks for the help @Paul Chapey

        This is exactly in line with what I was hoping for.  

        Post: Am I overlooking something while in DD?

        Jay ChekanskyPosted
        • Flipper/Rehabber
        • Charlotte, NC
        • Posts 47
        • Votes 26
        Originally posted by @Kevin Stringari:

        There is likely a HAP contract for a set term. Once that term is up you can request a re-evaluation for an increase. Do you know when the current term is up? They usually renew each year.

         Hey Kevin, The existing lease was up in October and automatically went to a month to month arrangement

        Post: Am I overlooking something while in DD?

        Jay ChekanskyPosted
        • Flipper/Rehabber
        • Charlotte, NC
        • Posts 47
        • Votes 26

        Hey BP,

        I have a property under contract right now and I'm in the DD process.  Since this purchase isn't as straight forward as all of my other vacant property purchases, I figured it'd be a good time to invite my "message board of directors" to chime in and provide help, guidance, and feedback.  

        I have contracted a property outside of the Charlotte metro area that is currently tenant-occupied, with the full $775/mo rent paid by HUD under Section 8. They have been there for 7 years and appear to have taken pretty good care of the house. In addition, the home has a newer 200A electrical service, new roof, but an old HVAC system.

        I have been researching Section 8 here on BP and found my way to HUD USER and the 2020 FMR Guide for my area. The guide states that the projected FMR for a 3BR house to be $1190. Are these rates later adjusted by the local/county housing authority? Is there a way to have that value re-evaluated?

        The tenants are on a month-to-month lease.  I have no plans for displacing them (not my business model) but at the same time I don't want to purchase this house if it won't cash flow or doesn't make sense financially, or leave meat on the bone in terms of having the rent rates adjusted.

        I have a major blindspot with the section 8 process and I'm trying to wrap my head around what my best next steps would be in order to maximize this opportunity, provide a great place to live for the tenants, and make sure I won't find myself in a trouble spot due to over looking something up front.  

        I look forward to and appreciate any help and guidance you guys and gals can provide

        Thanks,

        Jay 

        Post: Closing Attorney Never Bought Title Insurance Policy

        Jay ChekanskyPosted
        • Flipper/Rehabber
        • Charlotte, NC
        • Posts 47
        • Votes 26

        Hey BP - looking for some advice on this one.

        I bought a house at the end of June in an area I have not done business before. Through referrals, we settled using a local RE attorney. On the HUD and in the final settlements, I paid for buyer and lender title insurance.

        2 months later, I realize that I still haven't received the title policy in the mail - The title ins company has nothing on file for the property address or the attorney.  I reach out to the attorney and they say the have finally got around to "closing out the last 2 months and I should have it next week"

        As you can imagine, last week came and went with no policy.  Now the attorney and his paralegal are not returning calls or emails.  All of this trouble over $150.  

        What would you guys do in this case to obtain a title ins policy? Pay another firm to complete another title search and go from there?  

        Thanks,

        Jay