If he leaves I wish him all the best.
Rangers have too many midfielders, especially with the trimming of the squad that´s imminent in the summer, so I think it´s highly probable that Barry will leave. Rangers could get a decent fee for him, he´s one of the top earners in the team, he´s clearly struggling to recapture his form and top cap it all off he´s been in Walter´s doghouse for the past few weeks.
All in all I think it would be best for all concerned if he moved on in the summer, but I will always remember him as damn good midfielder.