As I'm in the beginning process of trying to purchase my 1st small duplex investment property.

Does he have 20% to put down on an investment property?  

The OP's premise is these properties are managed by a property manager versus the owner.

Congrats on your property purchase in Niles, a great NW Chicago suburb!!

Been a good experience so far but now I’m finding most of their other properties just won’t pencil for me.

A smart tenant will avoid a property setup like this.

https://www.har.com/content/department/mlsHouston Real Estate Highlights in September, 2024:-Single-family home sales increased 1.7 percent year-over-year;-Days on Market (DOM) for single-family homes went from 45 to 51 days;-Total property sales were down 3.3 percent with 8,228 units sold;-Total dollar volume was statistically flat at $3.3 billion;-The single-family median price was up 1.1 percent to $335,000;-The single-family average price edged up by 0.3 percent to $415,435; -Single-family home months of inventory registered a 4.4-months supply, up from 3.4 months last September.

Hi folks, I am closing on a property with my cousin and both of our spouses.

I usually text 10-12k property owners with 1-3 possible mobile phone numbers per month.

I have three investment properties that are occupied by tenants.