Grant Delpit
In December 2023 they signed him to a three year $36m extension, he is in a difficult spot where he isn't an elite player but you could also do a lot worse at the position. He will turn 28 at the start of the season, if he fits Mike Rutenberg plans then it makes sense to extend him. Guarantee him during 2026 and 2027, then have team options to get out of the deal in 2028 and 2029. The decision could be when to do this, most extensions tend to take place in June or July time between the draft and the start of training camp. Currently he is tied 17th for highest paid safety in the league, anything between his current pay and $15 a year makes sense.
Ronnie HickmanThere is no need to rush to a decision with Hickman until we see more. His 2025 season saw ups and downs, if we look at his PFF grade (50% min snaps) before and after the Cleveland Browns' bye week we see two very different seasons. Before the bye 3rd out of 67, then after the bye it was 55th out of 65. They will add more safety talent, it is just a case of finding out if this is via the draft and free agency. Reworking his deal to bring down the total number and add guarantees is very likely. In terms of a long term deal, this could be one to keep an eye on during the bye.
Maliek Collins
He will turn 31 before the draft, an extension during the season is very unlikely. If the Browns get to the end of the season and Hall hasn't taken a step forward then an extension is possible next offseason. Since Graham can't be extended until he has completed his third season they have some financial flexibility.
Teven Jenkins
As things stand Elgton Jenkins and Zion Johnson are both starting on the interior. The final spot is between Teven Jenkins or Luke Wypler, I would give Teven the advantage. If he starts and does well then an extension is possible during the bye. If they draft a guard high then it is likely his final season in Cleveland as he would have a better shot at another team in 2026.