In my families' now several-years-past experience with gate-checked strollers to/from DUB, LHR and elsewhere (JNB, CPT) and the USA on US and non-US carriers, I find it's basically a series of heads-tails coin tosses at gate door/boarding, bottom of jetway staff, staff on plane, departure airport luggage loaders, arrival airport staff (service agent), arrival airport ground staff, arrival airport luggage unloaders, day of week, time of day, weather, and sun-moon alignment. At each coin toss, you have the chance to have it appear at the jetway as you deplane, see it come out of the oversized luggage door, see it come onto the carousel first, see it come out on the carousel last. Take your pick. Also found it didn't make a difference if the stroller was packed in a special bag, packed in a janky clear plastic bag (from home or provided by airline) or just left "unwrapped."

Best results usually came from (1) speaking (begging, imploring) directly to the ground staff "collecting" things at the end of the jetway/plane door prior to departure and (2) asking (begging, imploring) ground staff "greeting" the flight on arrival (if they're still there when you're getting off the plane). But, as described above. YMMV.