While the property has demonstrated tremendous potential for us to this point; acquiring it came with many hurdles.

I would go with a company who has multiple properties under management (ideally over 500 to really get the benefits a scale, think cheaper maintenance visits, experience placing tenants, lots of investor experience, ability to find deals within the brokerage, massive marketing channels for properties, systems in place to handle problems, experience handling a massive amount of problems, discounts for bringing multiple properties to manage).Also, make sure your property manager is motivated, experienced, and growing! 

Do I discount the rent from the escrow automatically?

However, it would be a 1-time reimbursement/discount, not a permanent one. 

There are no magic discounts for "flippers" or "investors" .

Currently struggling through quick books  Sorry hear, but once set up it's pretty much a breeze and tremendous help. 

For example, wholesalers are great because generally their properties are off market and you get them at discounted prices.

However at any given time liquidating these RE assets if your moving to cash is going to cost you 8 to 20%..  8% sales costs if nothing needs to be done and values are exactly what you state.. 20% or more discount if you have to rehab or market price softens at the time you have to sell.. 

Use one that has flexible pricing/spending options, memberships for discount pricing (these often pay for themselves with your first list). let me know if you need specific information about skip tracing

Highly unlikely anyone would be able to buy that particular note, and if they could, it wouldn’t necessarily be at a discount.