There is a TON of documentation out there on people WITHOUT leaks switching a high mileage/older vehicle to synthetic and then having leaks occur. I have had it happen to no less than 4 of my vehicles that I switched -- all with over 80k on the odometer. And all were maintained at a very high (my friends say anal) level of care/feeding.
I've also read post after post on multiple forums where others have had similar experiences. It's well documented that many people who accumulated high miles on dino oil without leaks suffer leaks after switching to synthetic.
The problem seems to be this -- over time, very small openings in various gaskets/seals actually don't leak because those small 'pores' become sealed with the additional sludge/gunk that can accumulate during lots of years/high miles with dino oil. Synthetic oil is known for it's better detergent properties and for being a bit more slippery than dino oil. After switching to synth, the detergents actually clean up some of that sludge which is serving to keep the engine from leaking oil past old seals/gaskets. With the tiny pores in old gaskets/seals 'unblocked' the new, slippery synth finds it's way out -- and voila -- you have a leak which wasn't leaking before the change. Some will say it's not really a new leak -- that the opening was there already. I'd tell you they've confused a 'leak' with a 'blocked opening'. If it wasn't leaking oil on the ground before, and there are drops after the switch -- well, it's hard not to blame that new 'leak' on the switch. The lawyers refer to that scenario as a distinction without a difference. As a practical matter - to the poor guy who now has oil drips on the ground under the car, the switch to synth caused the leak. I'd have to agree with him.
Now -- this won't happen to everyone. And it's COMPLETELY unpredictable - no way to tell if it's gonna happen to you. But -- the facts are very clear -- if the car's older, and has lots of miles accumulated with dino oil, there's a reasonable chance it's either gonna develop a leak where it had none, or existing leaks will be exacerbated. The only way to find out what's gonna happen with yours is to try it. No way around that little fact. What's happened on others is simply not predictive of what's going to occur on the next one. So, to paraphrase my buddy Clint -- "do you feel lucky"?
Having said all that -- if the car has been working well on dino oil for a good long time, why switch? While synthetic is good stuff with some properties that are superior to regular oil, the fact is that there are LOTS of cars that run up many hundreds of thousands of miles on regular old dino oil. In fact, most high mileage cars do it on dino oil. It's only us enthusiasts (for the most part) that are enamored with synth. The highest documented mileage car on the planet put all 2.3 million miles on with regular old dino oil.