Here’s a breakdown to help you navigate your first deal, incorporating advanced strategies, including 1031 exchanges, to attract a broader range of investors.Neighborhood Recommendations: Chicago offers a diverse range of neighborhoods for different investment goals:Wicker Park & West Town: These areas are known for their strong rental demand among young professionals and offer good potential for cash flow.Lake View: Ideal for attracting tenants who want to be close to downtown while enjoying local amenities.The Loop: A prime location for high-income renters, making it an attractive option if you’re planning to house hack and generate a steady stream of rental income.Property Types: Opt for properties that align with your investment goals.

Have them transfer security, advanced rents, rent rolls, contact info, keys, leases, and any other pertinent data.2.

Thank you in advance and look forward to connecting with you all!

Thanks in advance!

As a Banker my advice is to always have several conversations prior to and be very transparent with your Banker or Loan officer.You can use real estate to position yourself into a better or bigger home buts is like chess there are rules and you have to know in advance your next few moves. 

. - Make sure you get a security deposit and perhaps do a surprise inspection of their current home.S8 requires an inspection (mostly health & safety) before approving a lease and then annually thereafter. - Not something most landlords taking care of their properties have to worry about.There are limits to clauses they allow in your lease.

Thanks in advance for your help. 

I guess I looked at this as more of an advanced strategy. 

Preferably someone patient who doesn't mind answering a million questions.Thanks in advance! 

Let me know if you have any questions  Hey @Connor Thomas, you're learning the #1 lesson of real estate investing, which is to run your financials carefully in advance!