For what it's worth, the contractor I'm currently with informed me that by next week he should have everything he needs from the building inspector, so I'm looking forward to a solid update before making any big decisions.

Yup, that's a pretty no-brainer financial decision, there's been a lot of people doing that.

If you think renovated units will get $400-$500 more, maybe you offer existing tenants to stay in non-renovated units for a $250 rent increase) and create a "win win" for you not matter their decision.

You have to be patient and take the time to make an educated decision.  

There are many podcasts and posts on this situation.If he wants to be a true partner and be involved in the deal with responsibility and some key decision-making involvement, you can set up a partnership.

People who made money and decided to passively invest it, but still work hard staying on top of it all.It's not just a dashboard, but rather a digital service that essentially acts as our virtual family office - It automates our workflow, analyzes performance, and has a ton of features in the road map to help make better decisions. 

We made a decision to do a DSCR loan and our lender asks us to redo the percentage of membership on the operating agreement.

Good for you on your first deal and honestly, everyone feels different, some people do a ton of research to make their decision feel more confident and some just randomly jump into it and let the experience build their confidence.

Stupid implies you are slow to learn and make bad decisions.

Covid-era) NYS eviction regulations for illegal tenants, or have any related experiences/thoughts that could help sway our decision?