It's also questionable when Sherman would actually be available to play.
First, the tweet proves that Winston is very familiar with Richard Sherman.
Sherman is also expected to undergo a physical and meet with team doctors to talk about the Achilles tendon he tore past year, NFL Networkreported.
Sherman hasn't attracted much of a trade market because teams know he is likely to be released, he has an $11 million salary entering the final year of his contract and is recovering from a season-ending Achilles tendon injury suffered in November.
The release means Sherman - who is acting as his own agent - can get a head start on finding his next team.
The talented, brash defender has been one of the faces of a team that appeared in two Super Bowls and won one, success built on a hard-hitting defensive identity and the vaunted "Legion of Boom" secondary.
After Sherman went down in 2017, Chargers cornerback, Casey Hayward took over as the player who many considered to be the league's best cover CB. Sherman expects to be ready for the regular season but could be limit in August for training camp and parts of the preseason.
Asked by Tom Pelissero of the NFL Network on Friday what he wants out of a new team, Sherman said: "Looking for a great fit". If he can return to form he is still one of the best cornerbacks in the NFL.
Sherman has been a free agent for less than 24 hours.
Sherman, a Stanford graduate, comes with health concerns, and a trip to his alma mater is likely in store for him Saturday for an exam with the 49ers medical staff. The 49ers have over $60 million in salary cap space after re-signing six players this offseason, including Sherman's former Seahawks teammate Cassius Marsh, a defensive end.