Footsoldier, Congrats on your next big move. We look forward to a similar set up when we retire as well. I recently looked at the 2016 and 2017 Class C Jayco Redhawk and Greyhawk and where pleased with the new towing abilities and ratings. Keep in mind when you go from a standard Class C, to what they call a Super C, like the Seneca you are getting into a true motorhome that comes with the additional costs. (RV tires versus light duty truck tires). I love the Super C, and have friends with them who really like them, but they are a lot of truck/motorhome versus the standard class C. I'm sure there are others here that can give much better details.
We continue to flat two two of our jeeps depending on what we are doing for the trip. I have also trailered my jeeps as well when doing cross country travels. Both have their pros and cons, including four more tires to maintain, storage and maintenance. (I have not trailered with the class C, but I have friends who do)
2003 Ford 450 Jayco Greyhawk 25D
1986 Jeep Renegade
2011 Jeep Unlimited Rubicon JK