Thank you Bruce for the information provided, yes it makes a lot sense.  

Could you provide any insights or recommend a realtor specializing in STR investments in these regions?

I provide STR funding. 

The $50k cash flow by itself does not provide the full picture.If you are making $50k cash flow on a highly leveraged property, you should definitely repeat the process and hope to achieve similar results.  

Say I met with him and i referred you.Also, he does "double closing" which means he will provide you the funds to do it but obviously it will cost you a %.

I want to put in place some incentives for new tenants and want to know if anyone on BiggerPockets has done something similar.Here are a few ideas I have had:First Month Free: Sign a 13-month lease and get your first month freePets: No pet fee for the first 6 months, year, etcRent Discounts: Offer a discounted rent for the first month or two fortenants who sign a pre-lease agreement before a certain date.Waived Fees: Waive application fees, administrative fees, or securitydeposit for tenants who pre-lease.Free Utilities: Offer to cover utilities such as water, electricity,or internet for a certain period for tenants who sign a pre-lease.Upgrade Packages: Provide upgrades or amenities such as free parking,access to a fitness center, or a smart home package for those whopre-lease.Gift Cards or Vouchers: Offer gift cards or vouchers to localbusinesses such as restaurants, cafes, or grocery stores as a signingbonus.Flexible Lease Terms: Offer flexible lease terms, such as shorterlease lengths or the option to renew at the same rate, to incentivizetenants to pre-lease.Refer-a-Friend Program: Encourage current tenants to refer friends orfamily by offering them a reward if their referral signs a pre-leaseagreement.Early Move-In: Allow tenants who pre-lease to move in a few days earlyat no additional cost.Guaranteed Parking: If parking is limited, offer guaranteed parkingspots for tenants who sign a pre-lease agreement.

If it is per building how do I answer the other questions about rental days (most critical) or rather rental income so as to ensure i am providing the information the IRS requires.

Because the data they provide includes sensitive information like SSN, DL number etc...it's considered GLBA data which has strict legal guidelines on how it's used.If you're curious about how much I truly understand about skip tracing data and different strategies on how to implement it into your marketing, just google Larry Higgins Skip Tracing and you'll find some podcasts I've done on the subject.Good luck on your search.

@Sumit Verma - we provide SBA loans for gas stations. 

I'd plan to pay off both loans within 5-7 years with cash flow from the rental and other income and assets.I'm an accredited investor and will still have more than a year of expenses covered in liquid assets and additional funds to buy another 1-2 properties in the next 2 years, which is my goal.I don't know if I've provided enough or the right information to get some opinions if what I'm planning to do with my current house and new home purchase makes sense.