In my humble experience, most multi-engine jet fliers are no longer happy crossing the channel in a SEP. Which leads me to think that as you progress in aviation, your limits raise up. It is certainly true of me, I used to fly dodgey old PA28's and C172 over the mountains of california at night. Nowadays I use a twin.
But I would take something like a Cirrus and then if the donk failed and I pulled the chute, you could discuss on here how it pushed me to make a bad decision. Had I been in the PA28 all you'd be saying is "lets wait for the AAIB report" and "My condolences" etc. and had I been in the Twin you wouldn't be any the wiser. This leads me to believe that all the parachute does (apart from save lives) is draw attention to the fact that someone survived.