It also makes me one step removed from the offer, as a lot of sellers are suspicious of offers from brokers representing themselves.

On the other hand, if you’re looking for flexibility or control, or you prioritize high resale value, it’s worth exploring alternatives like small multifamily properties or single-family homes in areas with broader market appeal.Coming here to see if anyone has suggestions or experience to share is a great first step!

This can be extremely costly.We have a two step program has no waiting period at all and will end up being quite a bit cheaper then the 3 month waiting period on closing costs, rate and NO pre-payment penalty. 

(Inspectors are generalists, so specialists are essential for plumbing and electrical issues in older homes.)Structural Concerns: If potential structural damage is spotted, hire an engineer to assess it properly.Be Diligent and Proactive: Old homes often require extra due diligence.

Every single step of the process was mismanaged and it all felt very amature.

To take your point a step further, not all businesses are sellable.

Aloha, In a market where the sale-to-list price is 97.9%, homes sold above list price is 18.7%, and homes with price drops is 51.4%, I’m exploring how to respectfully submit an offer with a 30% to 50% discount on the listing price.Beside from the following actions, are there any additional steps I can take to ensure my approach is considerate to both the seller and my agent?

What is the best way/approach to go about this step in the process? 

I would highly recommend proactive tax planning if you are in this situation.

You've already taken the first step toward becoming an investor.