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Exactly how rare is the cherry popper ice cream truck?
As far as normal traffic spawns it's among if not the rarest to spawn. That's why it's suggested to use Vigilante/Firefighter or kill the guys during the mission I Scream You Scream and use that truck for the Import/Export garage, or just for your personal collection.
Yes it will “pop” up as one of the cars you have to put out. IIRC
Securicar on the other hand ugh. I drove around the stadium for hours in a pickup truck to try to find one at the end. I almost bagged the effort at 99%. Kicker is I had one earlier in the game and I sold it to that stupid garage that gives you like $5k or whatever just to try it