Is there such thing as a sheriff sale consultant- someone we could hire to guide a first attempt at a sheriff auction?

You can protest your valuation or hire a company like Five Stone to protest on your behalf. 

The property management company I hired for my rental has had very poor communication from the beginning.

Asking a lawyer or CPA to advise my little business would be like hiring a GC to reset a toilet. 

Or is he actually hiring and negotiating with the GC on your behalf.

Make sure the contractors understand they are responsible to remove snow to access their work.More cutting, prepping, etc. work will typically be done indoors so make sure you hire a contractor who likes to be clean and won’t turn the entire interior into a personal workshop/storage shed.Figure extra $$$ for temp enclosures and heat if you wish to do exterior painting, masonry, etc.It’s darker later in the AM and earlier in the evening so make sure you have a lot of good, temporary lighting so you can maximize the amount of time your guys are working when they are actually onsite.Planon missing a few days here and there due to a “snow day” when guys can’t make it to work due to a snow storm.

How did you go about hiring and trusting roofers to get the job done? 

I have some good tenants in there now that are fine and are able to fix easy things themselves, but the day they move out I am hiring a PM to manage.

I have some good tenants in there now that are fine and are able to fix easy things themselves, but the day they move out I am hiring a PM to manage.

- I manage over 100 STRs in Columbus and most of the owners hire me to manage those for them.