That would be my concern

Step into their shoes, listen to their concerns, and meet them where they’re at.

I would give them a list of what you’re looking for/at ahead of time and obviously not linger in areas where this couldn’t be a concern.

What are your concerns?

For example, a property in San Diego may lose $500 per month ($6,000 per year) but gain $60,000 per year in value, making it worthwhile to "lose" money each month in exchange for long-term gains.I recommend you start with BiggerPockets Ultimate Beginners Guide (free).

Again, if you learn some of the basics, you won't be so nervous about the problems you will eventually face.Start with BiggerPockets Ultimate Beginners Guide (free).

Are there any key resources, platforms, or strategies you’d recommend for a beginner? 

Should I be concerned the bank may have issues with this? 

I would encourage you to read this beginners guide from BiggerPockets, it's a good bit of information so pick and choose what you want to read or read it all.

I really wanted to convert the residence to a rental property, but everything I have heard about doing so in Cook County has been very concerning.