Just a heads up, we don't post our prices publicly because we raise them frequently given our growth, and don't want potential members to get outdated pricing information. 

If it has significantly deteriorated, accelerate her move out date.

However I did note that houses are mostly really old, e.g. 100 years or older... any idea if this poses challenges in things like lead paint presence, outdated wiring, rusty plumbing, etc., or have many of the homes already been updated?   

It might be worth a follow-up closer to the move-out date to confirm their plans, but avoid excessive contact to prevent escalation.

I do think some of your points are outdated though.

She had a move out date of June 30th.

It's my understanding that REIA is decentralized, they allow almost, if not everyone to teach or give instruction at these meetings, I don't care if someone made a million of contract for deeds and did them for 25 years, they aren't experts today nor should they be teaching out dated strategies, which is what you'll usually find with old timers. :)

I'm thinking of giving Propstream a try because of the outdated data I'm encountering with Deal Machine.

Most inspections are exterior only so insurance is going off of insured/agent application and any visual cues such as an outdated electrical meter.Also, while it's been difficult to insure these things for many years now it's gotten tighter over the last 5 years in this hard market.

If I see the kitchen is outdated and I know that spending $10K on a remodel will increase the property value by $30K, then that’s real equity—not just talk.Same with a roof.