So it seems that in the first loop, he hires a dual swordman, an unknown mage, and Fiona's cleric teacher.. which I guess if the loop started where Demon King didn't take both Fiona and Ryan as a vessel, there was no need for Fiona to go to her teacher (Byron I believe his name was). So he instead went on the hero journey with Rayman.
Seeing Rayman use his loops like that is really tragic because you know he wants create the cure to save Risa before she dies as the time limit but he also refuses help and was even skeptical of the messenger's warning and even when he told him about Albus (which is understandable somewhat). But I think he could have also tried making the medicine for others to try before looping so he at least gets a definitive chance of saving Risa... But he was so focused on saving Risa because that's his life goal, that's who he devoted himself to 🥲 It's just a heartbreaking cycle of wanting to save your loved ones but becoming a little blindsided from it...
So Albus kind of became his last resort...