I just git done talking to an agent and she asked me to send my offer via email for her to relay to the seller.

When they're done with your taxes you should meet with them to go over your return, ask any tax questions, discuss any advice they have based on the return they just prepared and share your plans for the next year so they can give you advice on them from a tax perspective. 

My current tax preparer does not seem to offer much of a strategy with regards to real estate and long term planning. 

Would he have offered you a discount On his services if there was a downturn in the market and you lost money?

We have actually had multiple offers on a few of our rentals with one going $200 over list and that was listed $700 over 3 years ago.

I'll maybe cash flow negative 100/month for a year based on Hud and housing authority rates.

Seek a landlord attorney in your area to draft the agreement based on your needs.

Not sure if some PMS for smaller operators offer similar workaround?

If you press 1 you go to a "special offer" you have no choice to refuse, if you do you get disconnected. 

(Hard money) We have put our offer in, waiting to hear from the seller.