DSCR loans are a great option for investors looking to scale their portfolio as they are property specific and allow you to close in an LLC

As mentioned above, they specifically allow this.  

We provide a complimentary property-specific analysis for investors exploring the benefits of cost segregation.

Additionally, lenders may require a release price (a specific amount to pay down the loan) for each property sold, which can complicate the strategy.It’s worth discussing these details with a trusted lender or mortgage broker to ensure the plan aligns with the loan’s terms.

- Are there specific areas of Chicago that you are more interested in than others?

Are you looking in a specific city/market?

@Michael ElliottSolara is just one of many resort communities that are specifically built for STR.

My background other than Real Estate is in Engineering, specifically Manufacturing Engineering. 

•Are there any specific neighborhoods or zip codes to target or avoid?

Of course your specific return requirements will vary, so figure out what the numbers are for your market, analyze them to determine margins and decide if that is an appropriate return for the risk you are taking.