Ranger Tugs has provided something along with a plush interior for customers to move up to: customer service. They return phone calls and e-mails. They listen to their customers to continue to refine and add to the line.
Take a look at a Ranger 29 in comparison to the Venture 29, and you'll see an island bed (a real plus compared to a v-berth) and more amenities, not just the same only bigger.
I think the reason more than a few C-Dory owners have moved to the Ranger is as much for the customer service as the diesel and more finished interior. Personally, I like my outboard, and the CD-25 suits us. If I were looking for a bigger boat, it would be to get a layout that would better suit us for extended time aboard.
Though mostly unproven, I think the boat would be a good buy for someone who wants what that particular boat offers.
As I stated before, I don't think the 29 was a bad boat. It was bad timing and a vast departure. It answered the question no one asked. AND, there wasn't customer service at the time to back it up. The C-Dory line really is unique (I know I'm preaching to the choir here) - the various factory owners since we've owned our boat pissed away good customer relations, in effect providing more of a market for Ranger. No consideration was given to customer input. They seemed to be at odds with their dealers. I have had no contact with the current owners, but I still see the "I can't get phone calls or e-mails returned" posts here. You'd think they'd learn from the past. Had the factory (at the time) provided decent customer support, they likely could have sold a bunch of 29s. They may have been able to hang on, maybe even flourish... just like Ranger Tugs.
C-Dorys are fine boats. Not fancy or frilly. They do what you ask of them. Stout and seaworthy. We all seem to make changes and mods to best suit our own needs. If the factory (past and present) wanted to improve the line and give folks a reason to "move up," all they'd have to do is look here to see what we do to make our boats even better. The difference between the 22 and the 25 isn't just a bigger boat - there are appreciably more amenities in that extra length and beam. The 29 seemed to me to be just bigger than the 25, with an inboard diesel. The bow thruster would be a very welcome addition with the turning limitations of a shaft and prop vs an outboard.
Whew... sorry; I didn't mean for that to become a rant.

Back to the topic at hand: the Venture 29 isn't my cup of tea, but I have little doubt that it would be as good as the rest of the C-Dory line, just a different approach. To paraphrase an old movie line: it coulda been a contender.
Best wishes,
Jim B.