There are some very notable exceptions, and I'll send you a few deal syndicators from around the country that are reputable and 1031-friendly via PM. 

Valuation for Property Management 3X to 5X Seller Discretionary Earnings or 1X to 1.5X Annual Revenue, depending on how well established the brand and reputation is in the market, market share, number of units, scalability, etc...Transaction Structure, never buy a Property Management business for cash,  you must include an earn-out structure or provision to protect the purchase against clients/property owners leaving post-transaction.  

I agree with Min's suggestion to start with a reputable turnkey operator. 

Protecting one's digital reputation is important. 

Then I ask the CPA could I pay my kids to set up a rental website just like we pay a plumber to fix a toilet?

Despite its awful reputation, I see great potential due to its proximity to key attractions.I'm reaching out to ask: Are there any plans to revitalize this neighborhood?

But because Detroit has bad reputation in the media, I believe many investors would avoid it and I may have lesser competition, in comparison with Cleveland. 

I'm almost 50, too.I get up at 5:45am and walk for 45 minutes every weekday morning from where I live down to my plumber friend's shop.

We hired a plumber (that we have used for years) to fix a tub spout leak and toilet repair.

gonna update the property slowly but surely but i’m wondering something. would it be easier to find a handyman to put in my sink or a licensed plumber?