OK, the truth - people who don't know Bullets say that they are not very good, not reliable, and not worth buying.. So, they don't buy them. I have one, that is a '99 model, that I am very happy with,despite the kickstart only.. I am buying another, in January, that has an electric start, and converting the '99 to a trials bike - that must show that I trust the machines.
Commuting to work - on side roads, keeping the speed down, no racing like a crotch rocketeer, and you will do fine - The Bullet doesn't like freeways, racing the engine, or running at WOT.
Give it proper maintenance and it will last you forever - there are 1950s enfields running round asia, doing far more work than most in the west ever do, and they are still doing it. I would, at a moments notice, go on an extended trip, on my Bullet, without hesitation - I trust it completely - it is more stable than most bikes I have ridden, and the engine is simple.
So, you have the opinion of a person who admires Royal Enfields, But, I would not go on a freeway, or treat it with negligence.