I pulled the trigger and bought the DK40se HST with AG tires, 60" FEL with welded hooks, backhoe, 12" & 24" BH buckets, and free delivery all for 28,450.  They also threw in a full day's DK45se hst rental, including gas & delivery (I need to test it to see if it fit in the barn).  I also had them set the AG tires at 64 inches for a little extra breathing room.  The extra 6 inches of width clearance made all the difference.  Now I'm happy, really happy.  When they dropped off the wider rental DK for me to use for a day I didn't like driving it.  Too close for comfort and I'm the type that really likes to the limits on anything I drive / operate...  "How close I'm I too the edge?  No no, I can get closer."  I actually dreaded the thought of driving the wider DK which is why I kept going back to the CK. 
Anyway, thanks so much for all the great advice.  I wouldn't have made the step up without it.