dice the strawberries and put them in the blender with the sugar
blend until pureed and then set aside, if you like you can strain out the seeds, set the puree aside
pour the heaving whipping cream in the bowl of a stand mixer fitted with a whisk
whip for 4-5 minutes until you get soft peaks
add the vanilla
slowly beat in the sweetened condensed milk while the mixer is whipping, if you add the vanilla and throw the sweetened condensed milk into the soft peaks you'll deflate the ice cream mix, if that happens you'll have to start again
keep whipping until the mixture forms stiff peaks
once the mixture forms stiff peaks it's time to fold in the strawberries, fold half of the berries, stir to combine, and then stir in the remaining berries
spoon the mixture into the popsicle mold, bang them on the counter to release air bubbles, use a knife as well to poke down in the mild and make sure the mixture is all the way to the bottom of the mold
freeze for 6-7 hours
meanwhile, put the Oreos in the bowl of the food processor, pulse to chop
take out half the cookies, add freeze-dried berries to the bowl of the food processor, pulse to combine, pour them in a bowl and stir in the remaining chopped cookies and then the melted butter
place the crumbs on a plate or pan until ready to use
when the popsicles are frozen and easily removed from the molds slide them out
press the popsicles into the crumbs on the plate and then put them on a baking sheet, if the crumbs don't want to stick lightly wet the ice cream bars and then press in the crumbs
when all the popsicles are coated in crumbs in the freezer for at least 30 minutes to an hour