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I picked a 49, 249 vertical twin in a box for 400 a while back to build a bike for my son. After a bunch of research I found it just was not something I wanted to get involved in. They have a ton of known problems and weaknesses. There are many modifications you can make to better them but I was told they were still a bit unreliable. I Ended up making good money selling off the parts on craigs and e-bay in the end.

There is a Yahoo group for them full of very enthusiastic owners/collectors if you get involved in them (Indian Vertical Twins) I would highly recommend the Group. There are people there that Know of ALL the Mods you will need to do.
 
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