The New York Yankees are within striking distance of first place in the American League East -- three games behind the Tampa Bay Rays. Right now, the organization's plan is to figure out how their postseason roster will shake out, all while trying to win the division.There are plenty of questions from fans about what the roster should look like in the final weeks. And if you're curious about that, reach out to Joseph Randazzo on X or Instagram at @YankeeLibrarian. Fans can ask anything, from questions about George Lombard Jr. to Brian Cashman's status in the organization to José Caballero's role moving forward.Moving on upNeed to leadoff George Lombard Jr.? What do you think? @ehc____04 on InstagramGeorge Lombard Jr. hit fifth on Sunday. That was a good spot for him. They probably won't outright put him in the leadoff spot until Trent Grisham really craters from here on out, though.Grisham, despite all his struggles, is one of the best at getting on base on this team. Since the Atlanta Braves series, which accounts for his most recent 64 plate appearances, Grisham is slashing .281/.359/.667 with six homers and 13 RBI. He has a 10% walk rate over this span, and that probably goes up when Aaron Judge is back in the lineup.They probably shouldn't play around by moving him off that spot, but Lombard does deserve to move up. He should be in a place to help drive in runs.New York Yankees shortstop George Lombard Jr. has lived up to expectations thus far and is producing at the plate. | IMAGN IMAGES via Reuters ConnectWhen is it time to cut the cord on Anthony Volpe?Is it time to get rid of Anthony Volpe? @certified.sebas04 on InstagramVolpe is hitting pretty well in the minors. That doesn't mean it will translate into big-league success. The best thing that the Yankees can do at this point is keep him there and see if they can deal him in the winter.Of course, the Ryan McMahon injury changes things a bit. Jazz Chisholm Jr. has been hitting better. Let's say he falls off again or they don't want him hitting against lefties in the postseason. There's a chance for Volpe to play second this year, and Caballero at third. Even with that, they should probably still trade Volpe in the winter.The roving infielderWhat role will Josè Caballero have for the rest of the season? @mattman1199 on InstagramJosè Caballero is best suited to play second base a bit for now. It's just hard to trust that Chisholm, who has been playing better, will keep it up. This can change week to week. If Chisholm struggles, Caballero will get more playing time. If he goes on a little bit of a hot streak, he might get less playing time. It all depends on everything happening around him.New York Yankees Jose Caballero (72) steals third base against the Toronto Blue Jays during the third inning at Rogers Centre. | IMAGN IMAGES via Reuters ConnectThe end of an eraBrian Cashman's best replacement? @alvabrya on InstagramRealistically, Brian Cashman will go out on his own terms. He won't ever get fired, and Hal Steinbrenner is probably happy that he keeps them in a position to win. A change of the guard could put that in jeopardy, and then that might get in the way of all those seats being filled.It shouldn't surprise anybody if Cashman ends up helping the Yankees find his replacement. It could come in-house. Andrew Friedman or Theo Epstein probably isn't walking through the door, even if they are somehow available.Get Yankees On SI straight to your inbox: sign up for our free newsletter here.Add us as a preferred source on GoogleFollow