. - Not spring chickens (mid 40's and early 50's respectively). - Upper limit budget for our first rental: 150,000- We can put up to 60,000 cash down payment.-  We have been cautious with properties in areas that are clearly not so ..."

I am running into the issue of getting the right address to send a letter and even less able to get a correct phone number unless the people that are answering are lying to me.

Don't mislead or lie to your seller. 

I'm not gonna lie, I am a bit concerned about the market currently.

It is like the many complaints voiced, he lies, misrepresents, does not take responsibility and will leave you in a bad way.

The problem lies in, I haven't been able to find two other tenants to fill the 2 available bedrooms.

I’d be lying if I said I wasn’t growing weary of this particular investing style and process.

When I researched this carefully a few years ago, I ran across some guidelines for use by auditors to try to disprove this classification ("real estate professional") that basically said "rental property management is easy, anyone who makes this claim based on managing a few properties is lying."

My mental struggle lies with dropping circa $150k constructing the ADU vs dividing into 4 or 5 down payments for turnkey properties.  

I'm not going to lie, I had a virtual assistant set up my Pipedrive account, but it's everything to our business.