Coming into this conversation a bit late. 

If they were married, I'd think it would be more of a conversation about their future, but I can understand that if you are only with someone for 1-2 years they might not be willing to pack everything up and follow you on your real estate journey right away.Any thoughts or ideas to help us sort through the weeds on how to go about finding a house hack with these constraints? 

One of my recent failures was underestimating the importance of clarity in conversations with potential investors.

Conversely, if new houses are being built frequently, older properties may struggle to maintain their value.Property taxes also play a significant role.

This just protects our investment until probate is finished.Get creative with your offers you never know what will interest a seller.Have a conversation and find out their needs if you can before making offers.

Humans are highly influenced by recency bias thus the cash vs equity conversation swings back and forth.

I kept trying to steer the conversation back to the fact that he hadn't paid me rent for 4 months.   

Let's grab a coffee.These went on sale during black Friday and figured to share: https://www.amazon.com/stores/Arcade1Up/page/72239652-B330-4...

As though my phone conversation with them had never taken place.5) There was an applicant who signed the lease and was supposed to move in Nov 15th (by now).

At a minimum, having viable plans in place for development will make these lots more marketable and valuable to potential builders when we have conversations.