I see you are from Illinois and here is a link to their state website explaining that the property tax exemption is only on the primary residence:https://www2.illinois.gov/veterans/benefits/pages/real-estate.aspxHere is a breakdown of these laws by state:https://www.hadit.com/disabled-veterans-property-tax-exemptions-state/Thank you sincerely for your service to our country!

There are no tax benefits for an LLC that are not there for a sole proprietorship as they are both "pass-through entities."

In the midst of the teacher walk-out, which we supported, we also received a pretty large tax benefit from selling a couple of properties and not having to pay Oklahoma capital gains.

And then yes, more tax benefits with more properties. 

There is a lot of turnover in contractors that work for HD, because HD really squeezes all the profit out and leaves the contractors with little $ for their effort, so they cut a lot of corners wherever they can in an attempt to actually make some $, and then they quit after a few poorly done projects that nobody except HD benefits from. 

With proper strategies, you can use the tax-sheltering benefits of such a plan to compound earnings over time and build a significant amount of wealth to draw on in your sunset years.Self-directed IRA and 401(k) plans are not for everyone. 

Essentially I would want them to be secure in knowing that they have a 50% piece in an asset.

This is essentially the same BRRRR strategy. 

He wants full control for the benefit of him financing the property. 

It's an awesome system if you get smart on manipulating your benefits to get the best redemptions.