The last person to die that played for the 1908 Cubs was lefty pitcher Bill Mack, who tossed 6 innings in two relief appearances and died in 1971 at the age of 86.
The last person to die among those that played more than two games for the 1908 Cubs was infielder Heine Zimmerman, who played 46 games that year (he wouldn’t become a regular until 1910 and won the Triple Crown—but not the MVP—in 1912) and died in 1969 at the age of 82.
And the last 1908 Cub to die among those that participated in the 1908 World Series was righthanded starting pitcher Big Ed Reulbach (one of the greatest pitchers outside of the HOF; he won 182 career games with a .632 winning percentage and a 2.28 career ERA), who died in 1961 at the age of 78.
Oh, and when did Harry Grossman die? He should have refused to turn the lights on at the last minute, saying “I was supposed to say ‘one-two-three, let there be light,’ but Wrigley with lights is an insult to the team and the city, so they can pay Bill Murray to do it for all I care.”
8/8/88.