They passed new loan regulations where I only need to put 3% down on owner occupied 2-4 units, which is where I plan to start.I do have skills.  

Pricing is typically based on loan volume.These solutions will help with automating tasks related to complying with your state's regulations around private lending.

Roseville and Rocklin are great areas for long-term stability and growth, but the prices are quite high and the rents are LOW, and they're not friendly in terms of regulations for STR. 

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.

Unless you can find somebody that isn’t concerned about all the regulations surrounding consumer loans … not suggested.

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. 

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?