The Great Indoors Season 1 Episode 22 The Company Retreat ( Air Date 2017-05-08 ) Genre Comedy category. Overview "At the magazine’s notoriously carnal company retreat, feelings resurface between Jack and Brooke as they work together to help Clark finally hook up with Emma – the same way they did five years ago. Also, Roland asks Jack to lead the staff in his absence after he accepts a once-in-a-lifetime opportunity to return to field reporting.".