"We've had a pretty good understanding, despite what people think, of what was going to happen," Gruden told reporters Tuesday.
He added he expects Brown to play when the Raiders open the season Sept. 9 against the Denver Broncos.
Brown has been absent from much of Oakland's offseason activities.
ESPN's Adam Schefter reported he suffered "extreme frostbite" on his feet when he didn't wear the right kind of footwear during a cryotherapy session. His agent, Drew Rosenhaus, provided an update Tuesday:
The seven-time Pro Bowler has also been embroiled in a dispute with the NFL regarding the style of helmet he's permitted to wear. According to Schefter, he was prepared to retire from football altogether if he wasn't allowed to use his preferred Schutt Air Advantage helmet.
The helmet in question was more than 10 years old and thus lost its National Operating Committee for Standards and Athletic Equipment certification.
Brown filed a grievance as a result, with an independent arbitrator ruling against him, per USA Today's Mike Jones. As a compromise, Pro Football Talk's Michael David Smith reported the NFL will allow Brown to wear a newer version of the Schutt Air Advantage, which the company ceased production of in 2011.
Rosenhaus confirmed Tuesday that Brown has found a helmet that falls within the 10-year window and that he needs to get it "reconditioned and recertified" before he can wear it on the field.