I love that you have specific goals for 2025 - I believe if we think it, write it, say it, and share it our goals are 10x more likely to come to fruition.Are you able to do option 2 and just house hack a 2-4 unit building and use a renovation loan which allows you to put down 3.5-5%I highly suggest getting to some local chicago meetup groups (we have an in person one on the 17th)...here is BPs list: https://www.biggerpockets.com/forums/521-real-estate-events-...I also have a full list of the chicago meetups that I can share with you too if that'd be helpful.

I'm just going to write up an addendum to terminate these addendums. 

On the other hand, I also did have that in writing and made that aware to all of my clients, As well as the service providing softwares Stating the same policy.

Be sure to follow all formalities, such as sending via certified mail if required.Transfer Rent Payments: Notify tenants in writing that rent payments should be made to the new property management company moving forward.

If you have questions, contact the residential tenancy office (write down who you spoke to and when in case there are problems).

I wouldn't accuse people that write listings to be knowledgeable in insurance. 

Our job is to rapidly identify, qualify and analyze all listings, tour the propsect as soon as possible and write workable and winnable offers.

I even do write ups on my blog where I share their performance and outline the challenges I faced with each one.Why do I do this?

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

Get everything in writing!