However, I did take issue with the tone of the message, especially the part where they told me how they’d be paying rent.For context, there are no outstanding maintenance or repair issues, so I’m unsure what the tenant is referring to. 

Have you run to ground all the more common issues?

Quote from @Robyn Henderson: My family's 3 unit prewar building in Brooklyn recently had plumbing issues and I'm debating renovating each of the bathrooms.

So what exactly is your issue here?

I cant speak for every deal they have ever done, but I will say that any deals That I was involved in with safeguard and there was any issue whatsoever they jumped in and worked diligently to solve the issue as if it was there own money. 

My tenant had an issue with the 1-year old dryer working.

For the proceeds I have to pay seller I would have to issue him a 1099 right?

There's a good chance the issue(s) you face has already been discussed and answered.Ask questions in the appropriate forum.

Maybe call those owners and see if they've had any issues?   

If you sell directly to a homeowner, the issue can come back on you and bite you in the a...