I'm glad you enjoyed it!
The question of whether to make the date actually 'hard' or not was definitely something I grappled with at first, but I ultimately decided to keep it so that you could reasonably finish it first try - the intention was for the choices / score / rewind ability to represent Saul's own anxiety and constant second-guessing surrounding the date, rather than him actually struggling to get Alan to enjoy his company.
After all - online drama aside, the two are were meant to be quite compatible.