Challenges?

This isn't to say you can't flip properties part-time, but it will come with challenges.

As someone who occasionally works with these investors, I always try to emphasize the challenges that come with real estate like managing renovations, dealing with tenants, and navigating market fluctuations.

Unique situation that I’d like advice on.

Based on the numbers seems like it was a straight forward conventional loan...any challenges?

Helping others navigate this unique and impactful business model has been a rewarding part of my journey.Now, I’m looking to scale by incorporating the BRRRR strategy—acquiring undervalued properties, rehabbing them to meet care home standards, and refinancing to reinvest.

If Oak Park allows STRs, leveraging that history could make the property stand out.That said, unless the home has been preserved as a landmark or has unique historical features, the value boost may be more about novelty than a significant price increase.

If you are making a unique stay, you can almost 3-4x their estimate in my experience.  

It's always a little more challenging investing in out of state (I invested out of state for 15+ years) but you can still be successful doing it. 

Challenges?