Ask your people the lifespan of the old stuff and then go from there.

I've watched my parents reach great levels of success through real estate, and I've heard countless stories and witnessed first hand in other peoples lives the power of real estate.

Im not the greatest when it come to public speaking and things like that but I want to meet more people involved in business and real estate so I can network and keep bettering my self. 

I'm lacking a network and relationships with like-minded people.

It's paid for and the people across the street offered me $1800 to rent for her mother and brother.

Also what do people recommend for remodeling?

Areas that have been good 30 or 50 years ago are still good today.One wildcard though.The city of MKE has initiated a projected called GrowMilwaukee, which is based on the majors vision to increase population (for fiscal reasons, more people per square mile) and they have identified the lack of midrise mixed use districts - they call it the "missing middle".

I have been researching on how to start the process of investing and I’ve talked to a few people who are more knowledgeable than me in real estate.

Does anyone know of any people who have successfully navigated building an ADU on their property locally? 

Often, people like me surf several different jobs/careers, only to find themselves in their thirties without a vocation--something they can find truly fulfilling as well as profitable.