Can't speak to the Corvette. I'm sure it's a nice car but one in which I have no interest. I know reasons for ownership vary among owners, but my primary interest in the Roadster is an environmental one and to support sustainable transportation. Performance of course is important, too. I actually used to drive a Honda S2000, not the fastest car, but a really fun one with incredible handling and a great clutch. I got into the EV game with a LEAF, got a Volt for more range, and have now gone all EV with a Roadster and Model S.
Model S is huge, a much bigger car than what I'd normally drive, but it's very comfortable and is a technophile's dream. Supercharging is a game changer, too.
The Roadster is very spartan but a lot more fun to drive. It's crazy fast off the line, but at higher speeds it feels like it needs a second gear or something for more high speed acceleration. There is no power steering, so you need to provide the power when turning which can be a pain when parking in a tight space. Taking the top off and on is not difficult but it's cumbersome. I'd prefer the convenience of a power top or one arm manual top (e.g. Miata) but the car looks so much nicer with the top down. No convertible top is visible and a great looking carbon fiber roll bar is exposed. Getting in and out if the car take some practice and can become annoying if you make a lot of stops during the day and have to get in and out often. The stock headlights are awful. Get the Xenon upgrade. For daily driving, another consideration is that it gets a lot of attention. I don't know if my orange one exacerbate the issue but every day people stare and gawk or take pictures on their smartphone.
For smartphone features, thankfully we have Mark's wonderful OVMS. It's a low cost and IMHO essential upgrade. It has made my ownership experience so much better.
Overall, though, I love the Roadster and think you'd be very happy. I struggle sometime because I want to baby it and keep the miles down. So few were made and helped launch a company I admire. I truly think it will be a collectible one day. Every time I drive it, I have a big smile on my face and feel lucky to own one.
Good of luck with your decision. Choosing between a Corvette and Roadster is an awfully nice decision!