Trust me, I know that feeling. It took me 2,100 tickets to find Lucky. Fortunately for me during that hunt, I found Judy multiple times, and Audie multiple times to fund the hunt. When I finally found him, I couldn't believe it (literally months later). It was definitely a SUPER satisfying feeling to finally encounter him though, rather than just buy him from Nookazon.
During that entire time I never ran into Raymond either. I finally got Raymond for the first time at around 3,200 total tickets used (which was earlier this week).