Buying, registering, insuring, selling, buying another moto and all that over again is a pain in the ass. If your friend had bought a 250 ninja or honda, sounds like he would have wanted to sell immediately then, considering a r60/5 has a higher top speed and hp. It also has more torque and a more usable, linear powerband, for new rider friendliness. Just another reason I think a 250 is a waste of time to purchase and inevitably resell when a 500/600/750 twin would hold you over longer before feeling the need to upgrade, and poses almost no higher risk. Recommending a 250 is like recommending every 16 year old drive a 3 cylinder Geo Metro as a first car. Sure, it is the least risky option to recommend, but I think it's silly to ignore there are viable alternatives that come with marginally more risk. If a r60/5 is too low on power, then I'd recommend an r75/6. They're usually $3k-4k on cl and ebay, all day long, for nice examples. My Dad bought his new in '75 and rebuilt the carbs once a few years ago. The thing fires right up after sitting for years at a time. They are extremely easy to learn and ride, and I still refuse to accept that they are anymore dangerous than a Kawasaki 300, especially given that it has nearly identical acceleration and power:weight figures. It's borderline moronic to make that claim. ^This. The short wheel base was unstable at speed.