Strategies include offering owner financing, allowing trade-ins, or providing lease options.

The more you pay down the more you own the asset like buying stock in a company, BUT your property COULD go down in value!

There is a "sponsor exemption" but that only allows an unlicensed person to raise money but it cannot be more than 50% of their duties and the pay they receive cannot be based on how much they raised.If you have never raised $, a family office will be off the table as they typically want the company to ahve atleast $50-$100M in assets. 

The insurance is for a rental condo property located in Madison, Wisconsin I’m wondering if anyone knows of any other insurance company.

When representing Buyers my goal is to explain why properties are listed the way they are, and where I think the property will trade for, or sale at.

The other quesiton i have is if private equity is starting to get involved in this market, companies like Apollo & Carlyle, does that change your feelings about getting involved in the space?

You could also do a 1031 and trade up, could get into a nicer area

How does the transaction work between me personally and my holding company LLC?

I am having trouble following you can always send the money to an insurance company. 

My insurance company sent guy to inspect once.