It's crucial to establish your investment requirements, investigate various avenues, connect with local investors, take into account innovative financing possibilities, carry out exhaustive due diligence, and bargain skillfully in order to locate a lucrative multi-family property for house hacking.

However, life can get complicated, and if you find yourself needing more time to gather your documents and complete your tax return, there’s an option available: filing for an extension.Understanding the Extension ProcessTaxpayers who require extra time to file must submit a request for an extension by April 18.

In addition the Tenant may require 6 months of a ramp up/build out period before paying rent.  

When I wholesale a deal I require the buyer to pay all closing cost.

There are things that you can do as part of your lease requirements to lessen your liability or shift the coverage to the Tenant. 

**Not Accepted for Loans**: Lenders typically require a full appraisal, not just a BOV/BPO, when approving commercial mortgages or other loans secured by the property[4].3.

Would you rather be left a retirement account with a $1million in it with required minimum distributions that are added on top of your regular income.

As far as your specific question goes, I don't think the banks will count the rental income on the house in FL towards your income requirements for the new mortgage because you are still living in it, but that's a question you'll need to ask your lender to be sure on.

A wholesaler has a property that requires $30,000 cost of entry.

Also, since you will be doing short-term private lending you should consider a Checkbook IRA (which is basically a self-directed IRA on steroids).