Wow Brad! An Agreement? I knew you would come my way one day!

Anyway, it should be a policy or an agreement that there are 3 bids whenever the amount of work needed to be done is over say $100 or $500 depending on what one may consider a "large" job. Lawncare and Management companies take the largest amount of any HOA budget when it comes to contractors. Be careful in signing deals/contracts lasting more than one year terms.
Another issue, is be careful with VERBAL agreements. Apparently, the first board of our HOA 15 years ago told a lawncare contractor they had the contract for $40K a year but HIRED someone else. That other lawncare contractor sued the HOA for the terms of the contract. ($40k). I believe the lawncare contractor won. They NEVER cut a blade of grass in the HOA!