There is one very good reason for thinking long and hard about grass departures and arrivals. A number of types, such as the Seneca, have very limited prop clearance, and bouncing along on the turf can have serious consequences to ones health, as a good friend of mine found out, to his grave cost, in the Newmarket crash in June 2000.
http://www.aaib.dft.gov.uk/bulletin/feb01/gbmnt.htm. Although not the complete reason for the accident (as usual it was a combination of unfortunate events) the low clearance of the props was a factor.