I had a cute rangela idea
so, Randall was going to propose to Angela before he fell, right? What if he had the ring on him when he fell, and it somehow stayed on him even after he awoke. But, of course, after he wakes... he has no idea who it's for.
The only clue is an engraving on the inner band of the ring, which reads for my princess
(HEAR ME OUT. He was 17 and also I know Randall likes fairytale shit bc of his book riddle thing when he was the masked gentleman which literally has angela as a princess okay moving on)
he spends his days on the farm sappily daydreaming about who his princess must have been, if he'll ever find her again, etc. He keeps the ring in his room all those years, hoping one day to give it back to her.
of course later 'finding out' that his princess 'betrayed him' by 'marrying another man' hits really hard but I think after all that, and after some more time together... he'd propose to Angela with the ring he'd kept on him for all those years- in a way, he was waiting for her just as much as she was for him. Despite the only thing he remembered about her was that he loved her.