I don't think you're being too ambitious, I think its a very smart Idea especially in Chicago where there are an abundance of 2-4 unit buildings!

I’d love to hear more about your goals and where you see yourself starting in the investment space.Looking forward to connecting and sharing insights as you grow your expertise—don’t hesitate to reach out if you ever want to chat or bounce ideas around!

Hello investors, I am reaching out to get a few ideas/information.

Your idea to begin with wholesaling and then expand into rental properties is exciting! 

Do you have an idea of how much money you're looking to spend on/invest in a property?

@Vincent WeselakIt’s a good idea to get an estimate for your insurance costs upfront since this can vary based on the property type and location, and it’s a key factor in evaluating your cash flow. 

The idea is it will be clean and level and the buyer can do carpet, tile or laminate.  

Do you recommend I property manage this myself, or would that be a bad idea. 

As a courtesy it might be a good idea to let that agent know regardless.  

Again, the BiggerPockets store has some books on this topic, or you can learn about it by watching podcasts, reading blogs, and interacting on the forum.