He would be mostly learning and not contributing a whole lot besides some onsite coordination, surpervising and probably some input on design and materials.

Here are two real world strategies that I used with my clients:Success story AStep 1: Bought a condo for $175,000 in 2013 in an up and coming area that cost less per month than market rent.

Being aware of your multiple exit strategys is important to know going into deals.

Just make sure to have designated parking.

Also, have you considered other strategies like multi-units or STR/MTR? 

Look at their marketing strategy.

If I have some insight into the general strategies of how to do what I am asking (which is what I was trying to get asking these questions) it would help me during that conversation.

Your strategy of converting the garage into an additional dwelling unit (ADU) and using the property for short-term rentals (STRs) sounds like it has paid off well, especially given the unique aspects of the property and its location.Your approach to identifying a unique investment opportunity that was overlooked by others, and your patience in securing the right deal, are key takeaways for anyone looking to invest in real estate.

Homeowners can rent their house to individuals looking for vacation opportunities or they can rent their house to a business owner who intends to use it for business purposes.Shifting Income from Your BusinessIf you are a business owner and do not use your home as your primary place of business, employing the Augusta Rule can be an effective strategy for moving income away from your business and shifting it to personal income, where there would be no tax consequence.For example, as a business owner, you host a monthly meeting with your Board of Directors.

Like you I fund many deals a month in the 8 markets I work wholesalers put up very little EMD and many times NO deposit.. maybe in High priced markets were the dollas are bigger but to me there just is not enough potential clients of quality to make this a viable strategy for someone and doubly dangerous for those with basically zero RE experience and got their training from a course.