I don't think they'd be something I'd seek out. If I happened upon a dog that was a breed with well known health issues and fell in love, well, I wouldn't turn it away, you know? But I probably wouldn't actively seek out a "heart ache" breed. Although I may eat my words in a few years because I am really really interested in an English Mastiff one day and they are known to be an expensive breed.
I am attracted to a lot of the smaller terriers, maybe, for this reason. In general, I really want my dog to be around with me as long as possible. Westies, Yorkies, Silky's, Border Terriers, all seem to be breeds with relatively low health problems and longer lifespans. Usually the only things they deal with a lot are luxating patellas. Well, except maybe Yorkies, but again... since they've become more popular, their health has declined. A lot of Yorkies that I see on my yorkie forum have lived up way past the age of 13 and still going strong. There's one who is 19 and besides being nearly blind and a bit slow moving, he's in pretty good shape. I love a good small hardy terrier who is still going strong past 10.
But then again, I guess it just depends. I have a friend with a Boxer/Mastiff who is pushing 13 and still doing fairly well. Eats normally, poops normally, happy, etc, but of course he does struggle with his joints and weight. Also know of a Cane Corso who is around 11 or 12 and the owner got him chemotherapy and he's still pushing through like a champ... takes 3 mile walks every day. So I suppose you just never know.
I grew up with a Golden Retriever who by the age 7 started having lots of health problems and later got cancer. My dad did buy her another three years of life having all the tumors removed, etc, but she died by the age of 10. However, we also fed her a crappy diet (probably Kibbles n Bits or something), she hardly got any exercise in her later years, not from a good breeder, etc, etc. So I think there's a lot of factors that play into health things -- yes, sometimes genetics are just a crap shoot no matter what you do, but you could always be the odd one out who has a Mastiff live to 13 or something.
I guess I am kind of all over the place. But in general, I'd say, no I don't seek out the unhealthy breeds.