Season 1 2018 | 10 episodes The season 1 of The Break with Michelle Wolf aired from May 27, 2018. Cast (1) Michelle Wolf Herself - Host Crew (4) Michelle Wolf Executive Producer.she Christine Nangle Executive Producer.he Daniel Powell Executive Producer.he Daniel Bodansky Executive Producer.he Images Posters Videos Trailer Published at May 18, 2018, 8:00:02 PM Trailer Published at Apr 29, 2018, 4:00:02 AM Similar Series Texaco Star Theater The Lively Ones The Blue Angel Man of the People The Rich Little Show Four Star Revue Charlie Lawrence The Revlon Revue