Ellsbury is nearing a Minor League rehab stint after suffering a partially dislocated right shoulder in April.
"He's to the point where he's taking live batting practice," Boras said. "When you've had players that have been away for a while, you really can't make a lot of judgments until they've had three or four consecutive batting practices. Then you kind of know, if you get really sore, the soreness goes away. Once you're able to put away a number of consecutive batting practices, you get more of an idea of what the timetable may be from there. So I think, usually the format is you have a BP, rest, have a BP, then rest, then kind of see how you feel from there."
Boras said there have been no issues with Ellsbury's handling by the team and its medical staff, after there was a rift in 2010 when Ellsbury missed most of the year with broken ribs.
"Ben's been communicating with me," Boras said. "Jacoby's happy. The medical people have been great."
Perhaps in a show that the past is indeed the past, Boras asked "Was there a problem before?"
Boras and Cherington are no strangers. Despite this being Cherington's first year as Boston's general manager, he was fully involved with past negotiations with Boras and others. The two chatted Wednesday at Fenway Park with Boras in town for the introduction of Boston's top pick from the First-Year Player Draft, shortstop Deven Marrero.
"Ben and I have been working together for -- we were running the streets at 3 in the morning in Boston. That was for [Kevin] Millwood," Boras said. "We were meeting in one of the hotels here, going back and forth. Theo [Epstein] was home sleeping. He made Ben do all the work. He and Jed [Hoyer], we've actually worked together a great deal. He was doing a lot of things for Theo and communicating with me a lot."
Another Boras client, Daisuke Matsuzaka, is set to become a free agent after the season. The right-hander wants to remain in the United States instead of going back to Japan's professional leagues.
"He wants to stay in the Major Leagues. That I know," Boras said. "He tried to pitch here, we really didn't know he was pitching hurt that long."
Boras said he feels Matsuzaka has come back from Tommy John surgery with a "renewed attitude."
"The stuff's better. He's come back stronger," Boras said. "I've been very encouraged by his fastball, obviously expect the command to improve as he does more. The main thing for him is to establish his durability, keep the team in games and take the ball every five days. I think he is really really encouraged to be back pitching. His attitude is very, he's really pleased about being back and performing. Which is common when the game's taken away from you the first time."