Line a loaf pan with parchment paper and set it aside. Make sure there is room in your freezer for the pan to sit.
Whip the heavy cream until medium-stiff peaks form in a stand mixer with the whisk attachment or a hand mixer. Do not over whip the cream!
Combine the condensed milk, cocoa powder, vanilla, espresso powder, and salt in a separate bowl. Mix until well combined, and no clumps of cocoa powder remain.
Pour the condensed milk mixture into the whipped cream. Using a rubber spatula, gently fold everything together. Do not over mix, or the whipped cream will deflate (think how sad deflated whipped cream would be).
Fold in ¾ (about 1.5 cups) of the crumbed Oreos into the ice cream mixture and pour everything into the prepared loaf pan. Top with remaining Oreo crumbles.
Freeze for at least 12 hours before serving. Enjoy!