I thought Four Winds was a great comeback single and for me it still remains to be one of the high points of Cassadaga.
Used to listen to it everyday on my walk to work. I only had about five songs on my phone so I played it to death…
I feel like his fan base grew up with his music and have stayed loyal with each release. So finding an entry point at a later age might be tricky. I can appreciate that a lot about Conor can be off putting, as @Aggpass mentioned with his lyrics plus his voice is a bit Marmite.