A successful comedian, and a professional critic trained in the classical arts, both go to rate a painting.

Some of the most critical elements to understand are the timeline for investment realization (example: 5-10-20++ years) the leverage and borrowing capacity and the age, income and portfolio of the investor.Investments and lives change.

Of course reliability and reputation are critical factors as well.Any recommendations would be greatly appreciated!

As @Henry Clark mentioned above, there are a lot of factors to consider in underwriting a commercial property and getting yourself educated is critical to avoid very costly mistakes. 

I will take any guidance and criticism as I am learning.

I started learning about real estate as a hobby not to lose my mind in the early pandemic, and it is so complex and multi-faceted I will be learning until the day I die.

Understanding real estate tax is very critical as you can do something completely innocent that costs you 10s of thousands in extra tax.

Like others have said...due diligence is critical whether you're choosing a house, a contractor or an investment partner.

It is critical they have their own investment properties or at least know what makes a great investment property.

This is a great forum and I am sure it will help you learn many facets of the real estate investment world.