However, the tenant calls very frequently in regard to non emergency issues ex : Can I cut the front bush, it’s ugly or what should I use to mop the floors.

You also want to educate yourself about a market before entering it because many deals look good on paper, but the area's occupancy can be at an all-time low.

EDUCATE YOURSELF - yes, it will take time, but will lead to a selection that better meets your expectations & avoids potentially costly surprises!

More people are doing residential real estate nowadays due to online education, social media promotion and community like BP and deals are harder and harder to come by. 

He does have a couple half siblings, but they are in another country and not in frequent contact with his parents, so from their perspective all they would see is that the parents are living in an investment property that we own, and they are paying rent.  

That means I have a court date within 30-40 days of the rent being late, I win the case, and the tenant is out within 48 hours, minimizing losses to the owner.I recommend you consider educating yourself on what a good PM does, then consider moving your rentals to someone else.

You probably recoup the 5k in ARV, but Old North Milwaukee is an economically challenge neighborhood, so manage your expectations.Avoiding frequent turnover, tenants who don't pay, damage property or cause other issues is the name of the game to achive long term profitability.

Frequently the price is higher than a consumer would get if they contracted directly with a contractor.  

Many will be well educated on their housing options guided by their brands, teams and universities, and are well capitalized and qualified on a short term 3-6-12 month basis, and I actually had a client purchase a newer townhome in Tallahassee for lease to a football player at FSU..Keep in mind the top earning NIL athletes stretch across multiple men's and woman's sports. 

It is a great tax benefit and, as any great benefit, it is frequently abused.