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Idon't know about a 1995 Polaris 300 Sportsman, but I have a 2008 Polaris 300 Sportsman and the main particular oil I use for mine is Polaris brand oil. If your not satisfied with my answer, call your Polaris Company.
Yes, as long as you use the correct SAE weight oil. Polaris oil is regular oil.
Polaris four stroke oil is a 0-40w synthetic.
you would use polaris specified AGL fluid in the transmission
0W-40. I use the AMZOIL blend in mine.
No, they do not interchange.
SAE 10w30 synthetic is a great choice.
2 stroke-NOT outboard, but the same type such as used in chainsaws
0W-40. I use the AMZOIL ATV blend in mine.
You can use the factory oil change package that is about $30 or you can use a 0W-40 oil mobile one makes it and there are a few others.
0W-40. I use the AMZOIL blend made for ATV's in mine.
Polaris Premium 4 Synthetic 10-40 or a good quality oil like Castrol Gtx for motorcycles some walmart stores carry it .