I'd move him. Health and safety are my first concerns for both you and Roman. With no shade in the pasture when it gets to hot it's not good for him. Also if there's not even a lean to/run in shelter for the elements then you could have a sick or injured horse on your hands. Plus if you are boarding your horse you need access to him 24/7 in case something happens. With her gate being locked and dogs loose that's a big no go for me as well.

Here is another vote for moving. Honestly, this is supposed to be a fun and relaxing experience for both you and Roman. It is extremely obvious that it has turned into the opposite for you, and with the no shade/shelter situation, possibly for him as well. I would move him based on those facts alone, give it a few months to settle and just enjoy “plodding” the trails and chilling together. Once that time is up, you should know what the trainer situation looks like and be able to make your decisions about your future in a happy (and safe!) environment.

Thanks for all of the thoughts guys. I’'m going to stay long enough to hopefully use the prepaid lessons I have up so I’'m not out money. I have 4 left, if I can ever get anything scheduled. I asked if she’'d put a ride or two on him this weekend while I’m out of town instead of a lesson, we’ll see if she does. Once I’'ve used them up we’re gonna get outta there.

I'd definitely move. The dogs alone would be a no-go for me. I'd constantly worry that they'd get into my horse's pasture, get loose and attack us while riding, etc etc.