If you have a way to keep the EVSE that came with the car nearby, you could swap to it when this happens just to see if it is the car or the Chargepoint causing the issue. Even though one is 120V (or 240 if you use the dryer plug) and the other is 240V, they both use the same connector and should both engage the relays for the Leaf to begin charging. At least this is a way to quickly narrow down the cause, the next time it happens.
2020 Leaf SL Plus - (Manufacture Date March 2020)
2013 Leaf SV (8 faithful years of service before trade in at 75,679 miles)