Furthermore, what are the regulations regarding security deposit?

Additionally, I appreciate the note on Madison's strict short-term rental regulations for non-owner-occupied properties.

If it was built before, say, 1960 there may be a slew of electrical work you'll need to do to stay in regulations with current times and, of course, for the safety of a future buyer.

City regulations aren’t allowing for any more str licenses, but we could still rent it out as a 30-day rental without needing a license. 

If you want a lender for a property on the island, they must have an established bricks and motor bank on the island.

Hi everyone,As a newbie in the world of Real Estate Investing (REI), I'm eager to establish a strong foundation for managing my finances.To streamline this process and stay organized, I'm seeking recommendations for user-friendly online bookkeeping tools specifically designed for REI.

Is this possible even without already having an established business? 

Before you are allowed to see an offering structured as a 506(c), securities regulations require that an advisor determine your suitability for an investment, disclose investment risks and give you a chance to ask questions.  

Also any STR locations that are viable options fron cash flow perspective and friendly regulations?  

I have established a group of professionals that are a phone call away when I need service.