I know this may seem like a strange question, but did you enjoy chess more when you were a weaker player? Is ignorance bliss when it comes to chess enjoyment? After all, when you get to a certain skill level in chess, you have to deal with memorizing multiple openings and endgames, preparing for your opponent, and needless to say the sheer amount of calculatory "work" you need to do to grind out a win from your opponent. Of course there are also many pros to being a strong chess player such as the enjoyment of being able to outmaneuver your opponent in seemingly dead drawn endgames, or winning in spectacular style with scintillating sacrifices. For many people, the "work" is what makes chess fun, but does it really get more enjoyable with every rating point earned?