Reminds me of a recent Delay Repay I claimed for.
Was travelling Accrington to Scarborough, with intentions of changing at York as my wife has mobility issues and the platform change is easier. Obviously, we could also change at Leeds, but there is potential for a platform leap over the lift as it isn't always obvious which platform the train from Accrington comes in on.
Departure from Accrington was 16:00ish, arriving Leeds 17:20ish and York 18:00ish. The Transpennine departed Liverpool 15:22/16:22, Leeds 17:12/18:12 and York 17:40/18:40.
There were delays on all three services, so I was keeping an eye on whether we could get the earlier service from Leeds (Northern journey 40 mins, TPE journey 24 mins). As we approached Leeds, it looked like we had 7 minutes - tight but doable depending on platform. As it happened we arrived on 9D I think it was which I still thought riskable - a few seconds delay on doors opening, lifts in the wrong places, etc and it just pulled away as we were getting in the lift down to 15B.
The 18:12 was delayed by over an hour, so we had a long hang around in Leeds - got food in the end from the food stalls in the concourse.
Successfully got the full delay repay, but could they have been awkward and said we should have got the delayed 17:12 had the minimum 10 connection time been there?