This area doesn't get much attention, so ill jump on. If he's hung up on a 2 stroke, that's going to narrow his choices down to basically the 250r (awesome!) Quadracers, tecate 4 (if they even exist anymore) or the blaster/banshees. Asside from the yamahas, the other bikes haven't been mfg in 20+ years, further narrowing down his choices. There are probably some other models ( I won't mention polaris) but those are the most popular I believe.
Now, if a 4 stroke is an option, I'm a diehard honda guy so I'll pony up and recomend a 400ex. For trail riding and woods mine has been perfect. Definately not the fastest bike, but plenty of power for me for wheelies and powerslides. Mines an 05, first year for reverse gear so that was the reason I chose it over the newly released 450r. I love mine, electric start, decent power, huge aftermarket support and typical easy 2 work on and reliable. Good luck
85 ATC250ES
85 ATC350X
85 ATC250R
85 ATC250SX
82 ATC70
84 ATC200X
79 ATC110
ATC500
81 ATC250R
87 TRX250
08 TRX700XX
96 TRX400FW
00 Rancher FM
05 TRX400EX
87 TRX330R
TRX600
01 Rubicon
00 TRX450S
88 Foreman
87 TRX350D
98 TRX300tw
05 TRX450R