I was under the impression that the choice of the 315 engine came about with the change of the boat in 2003....so not sure there there are 2002 1st generations pilots powered by the 315 Yanmar. I may be wrong. You would also be giving up the improvements to the hull and draft...which are think are very worth it.
As far as handling the boat by yourself....the 34 would be almost no different than the 30. ANd I will say handling the 30 is an absolute joy and a breeze...which adds to its attractiveness. I actually toyed around with the idea of getting another Pilot and keeping my current boat. Then my friend conked me over the head to remind me all of the expenses that would be doubled...slip...insurance.,.etc!
Prairie 29...Perkins 4236...Sold
Mainship Pilot 30...Yanmar 4LHA-STP...Sold
Carver 356...T-Cummins 330B...Sold
Meridian 411...T-Cummins 450C