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- Season 1
- Season 2
- Season 2 overviewSep 4-Oct 23, 201835 episodesSeason 2 episodes
- Steve introduces single women to 20 eligible bachelors; viral video star Cecily Hennigan performs.
- A viral-video dancing dentist tells what he is up to next; The Kingdom Choir performs.
- Steve helps viral-video job-seeker Ja'Naea get a career reboot; a homeless college graduate.
- Daymond John ("Shark Tank"); panel: Tamar Braxton, Kim Gravel and Kimberly Caldwell-Harvey.
- Steve surprises a woman with 50 bachelors; a memory match game.
- A homeless man saves another man's life; Judge Marilyn Milian ("The People's Court").
- Steve decodes guy text talk; a YouTube star helps Steve blast his social-media haters.
- Advice for newlyweds who have a special announcement; Steve surprises a man who worked three jobs.
- Steve helps a mom expand her daughter's dating pool; a boy helps others feel included.
- Steve coaches a young man preparing to meet his partner's parents; the art of compromise.
- Tennis champion Naomi Osaka; a custodian goes to great lengths to help at-risk high-school students.
- Dr. Drew Pinsky and Shan Boodram talk relationships; Howie Mandel discusses matters of the heart.
- Newlyweds get a surprise after the groom saves a drowning teen on their wedding day.
- Uniondale New York's Rhythm of the Knight show choir; Julissa Bermudez, Tamra Judge, Lynn Whitfield.
- Lonnie Chavis ("This Is Us"); Parkland shooting survivors mobilize Americans to vote.
- Carrie Ann Inaba ("Dancing With the Stars"); Teddi Mellencamp.
- A CEO helps an entrepreneur; big, messy, crazy challenges; dating in the digital age.
- Tim Allen ("Last Man Standing"); celebrity stylist Joe Zee unveils the latest fashion trends.
- Kevin Hart ("Night School"); a relationship dilemma involving two cats.
- Quitting; singer Paula Abdul; an audience member from X plays a game; chef David Rose.
- Annoying travels; Golnesa "GG" Gharachedaghi ("Shahs of Sunset"), Brooke Burke.
- Haters; Iain Armitage, Montana Jordan and Raegan Revord ("Young Sheldon").
- Siblings; Steve gives dating advice to the mother of Indianapolis Colts player Tarell Basham.
- Job interviews; Carrie Keagan ("Up Close With Carrie Keagan"); Dr. V.
- Financial expert Lynn Richardson on debt and marriage; preparing young men of color for professions.
- Hey Steve; divorce attorney James Sexton; how blended families manage to create harmony.
- Steve helps men improve their dating game; a boy who created an invention to prevent hot car deaths.
- Hey Steve; Marjorie and Steve Harvey share what it takes to create a successful marriage.
- Drew and Jonathan Scott ("Property Brothers") help a couple; an audience member plays a game.
- A relationship intuitive helps a woman who cannot find love; an audience member plays a game.