Soak cashews in boiling water for 15 minutes (or up to 2 hours). Drain well.
In a high-power blender or food processor, combine soaked cashews, coconut milk, medjool dates, vanilla extract, sea salt, and 2 tablespoons of the brewed coffee. Blend until completely smooth and thick like a smoothie.
Evenly divide the remaining 4 tablespoons of coffee among 7-8 popsicle molds. Spoon the cashew-coconut mixture over the coffee layer to create a swirl effect. Insert popsicle sticks, cover the molds, and freeze until firm (about 4 hours).
To unmold, run the molds under hot water for 10 seconds, then gently pull out the popsicles.
Dip each frozen popsicle into the melted dark chocolate, ensuring full coverage. Let excess chocolate drip off.
Place the chocolate-dipped popsicles back on parchment paper and freeze until the chocolate is set. Store in the freezer.