In late 2003 Sam Walker, a sports writer for the Wall Street Journal, set out to join a competitive Rotisserie Baseball league called Tout Wars, comprised mainly of writers and analysts from various baseball analytics websites/publications. The title of the book calls it the most "compulsive" fantasy baseball league, and Walker frequently says that it's the "best" such league in the country (more on this later). Walker had never participated in a Rotisserie league before but he was able to use his baseball connections to convince league founder Ron Shandler to allow him to join the league when there was an opening in 2004.
Once he was in, Walker was ALL IN in his pursuit to not only hold his own among the pros, but to win. Although he never explicitly says this, I imagine that writing this book was the goal all along, despite the fact that it wasn't published until 2 years after his first Rotisserie season. I don't really see any other way he would have spent the money he spent traveling all over the country and even hiring 2 interns at about $3k/month to help him out. It's also unclear how complicit his employer, the Wall Street Journal, was in this. Did they pay his expenses and give him permission to spend the time doing this? Was he publishing updates of his pursuit in the WSJ (I supposed I could figure that out with a Google search)?
In any event, the result of Walker's dedication was a very entertaining book, if not filled with a bit of embellishment and hyperbole. Walker was convinced that his press pass, which gave him open access to baseball clubhouses all over the country, would give him an edge in scouting players. Both in Spring Training and throughout the regular season, he would speak with players, managers, and GMs in an attempt to gain an edge over his Tout Wars counterparts, who were mainly using statistics. Walker thought that a marriage of the qualitative and quantitative would be the best way to win the league. One of his interns, NASA scientist Sig Mejdal, actually went on to become a baseball analyst with the Cardinals, Astros, and now my hometown Orioles. Needless to say, Sig handled the quant side of things. Walker's other intern, Nando, was in charge of gathering as much qualitative intelligence as possible.
When talking about his interns, his Tout Wars competitors, and even many of the players he met, Walker treated them almost like characters in a fiction story rather than real people. This added to the entertainment value for sure, but was also cringeworthy at times--especially when it came to the unflattering way that he described some of his opponents' appearances. His interactions with the players, where he would openly tell them they were on his Roto team, were also very amusing to read about. That said, I don't buy that more of them didn't just tell him to "F off" because they don't care about someone's fantasy team.
Getting back to my comment at the beginning, I also didn't fully buy into Tout Wars being the "best" fantasy league in the country. Perhaps it was the best known at the time (the draft and ongoing results were public, though it doesn't sound like they had a ton of followers) and, yes, consisted of people who make a living off of baseball analytics. However, I don't doubt that there are hundreds of unknown leagues throughout the country where "non-professionals" pour every bit as much time into managing their teams. And I believe that time spent and luck (and experience playing Roto) are much bigger factors in being successful than simply being a "pro". Walker came into Tout Wars after allegedly never having played fantasy baseball before yet, by his own account, he held is own and even managed to "fleece" some of these pros in trades. He finished in the lower half of the standings but, per the afterword of this book, went on to win the league the following year.
I found Walker's tone to be self-aggrandizing and condescending at times but still found this to be a quick and entertaining read. Most importantly, it has given me the itch to play fantasy baseball again, which I haven't done in many years.