Any insights, advice, or strategies from those who’ve been in a similar position would be greatly appreciated.

That style of learning and introduction to true industry catches my attention as having someone in the space that understands the space to bounce things off of and learn from seems to be the ideal way.I have through a handful of the webinars and follow up calls with different companies and they all basically pitch similar ideas and strategies.

I realize I am not cut out for the entire REI process of consistently finding multiple properties for particular exit strategies. 

Provide them proof of your ability to find, fix, flip (or whatever strategy you plan to use), and then start with small amounts of their money.

There are often local Facebook groups for specific strategies 

Depending on what the potential jobs offer in terms of income, does this seem like a realistic strategy?

You either need to find a way to make and save more money or look into owner occupied investment strategies like a live in flip or house hack.

Tools like the BiggerPockets calculator and books like The House Hacking Strategy can guide you further.

Here are some practical steps and strategies to consider:## Single Family and Small Multifamily HomesWhen looking at single-family and small multifamily homes in northern Illinois and southern Wisconsin, make sure to analyze the local market trends, rental yields, and property appreciation rates.

If you hate the process of placing tenants, it may be worth it to hire a property manager to handle tenant placement for you.I think finding a new tenant is a better long term strategy if you're confident you can find a higher quality tenant that will cause you fewer headaches.