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All Forum Posts by: Jacob Morgenstern

Jacob Morgenstern has started 3 posts and replied 38 times.

Post: Advise on Purchasing my first STR in Kissimmee Florida

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

Short Answer. Kissimmee/Davenport is an oversaturated market. If you have a Plan B to flip for a profit then go for it.

Post: Yet another interesting STR article!

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

Thanks for sharing Michael. Truly inspiring how she can put $730K into a $50,000 house. That takes guts! 

Post: STR - Poconos/Lake Naomi

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

Scott Asbell from Savvy Realty can you help you with this. They specialize in UW vacation rentals and actually (surprisingly to me) like the Poconos market. They can help you purchase a vacation rental anywhere in the USA and make sure you don't overpay for your investment. 

Good luck! 

Post: short term insurance what are the must have items ?

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

Check out Steadily. I use them for all of my policies. They specialize in vacation rentals and they are affordable compared to others in this industry. 

Post: Airbnb new review system - update

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

If you have just 1 star review you should reply with your side of the story and then add that you are glad they decided to leave a 1 star. This just shows how all the other positive reviews are legit and not manipulated. 

Post: Need Suggestions for a Remote Noise Monitoring Device

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

I agree with Michael. I used to use Noiseware but Minut monitors for smoking as well. AND its compatible with by Hospitable!

Post: The Secret to Success in Real Estate? Mindset Over Everything

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

🔥 100% agree Jeremy! Mindset is everything in real estate (and life). Deals fall apart, unexpected expenses hit, and most people quit. The winners? They adapt, stay consistent, and push through. Surround yourself with the right people, stay disciplined, and keep learning. Success isn’t about avoiding failure—it’s about pushing forward no matter what. 👊🚀

Post: Underwriting STR vacation rentals? Best software or excel template you can share?

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

For accurate STR underwriting, you'll want tools that can provide real-time market data. Here are some solid options:

AirDNA & Rabbu – Provide estimated ADR, occupancy rates, and revenue projections (though they often underestimate actual performance—we’ve consistently outperformed their projections at Stayshores).
Pricelabs Market Dashboards – Great for dynamic pricing insights and real occupancy trends.
STR Insights – More tailored for finding the best-performing STR markets.
For underwriting, I use mypropertystats.com. They have an option where you can input daily rates if you are underwriting a short term rental.

Debt & Loan Terms

STR financing is slightly different from traditional long-term rental loans:

📌 DSCR Loans (Debt-Service Coverage Ratio) – Lenders will look at projected STR income instead of personal income to qualify. Rates are slightly higher than conventional loans, but terms vary.
📌 Conventional Investment Loans – If the property qualifies as a second home and meets occupancy requirements, you may secure a better rate.
📌 Portfolio & Commercial Loans – Good for scaling multiple STRs under one loan, though they usually require stronger financials and reserves.

Loan terms? Rates tend to be 0.5% to 1% higher than standard investment loans, and lenders may require 15-25% down. Loan lengths vary (15-30 years), and interest-only options are sometimes available for cash flow optimization.

Post: Doing MidTerm on Airbnb

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

Thank you all for your responses! I tend to agree with Andrew Steffens that Airbnb can be a great platform for mid-term rentals. However, I believe small apartments work best on Furnished Finder if they are located near a university or hospital, where demand is more predictable. Airbnb, on the other hand, performs well in less-defined markets by appealing to a broader audience.

Post: Doing MidTerm on Airbnb

Jacob Morgenstern
Posted
  • Rental Property Investor
  • Rockland County, NY
  • Posts 41
  • Votes 16

One of my landlords would like me to manage a property in Newark NJ, where the laws dictate a 30-day minimum. Any advice on how to operate a mid-term rental on Airbnb and having a full calendar? What rules can be implemented to ensure  the calendar remains full with no gaps in it?