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  1. Comedy Family Game-Show. Suit up for our first-ever edition of "Win A Date with Jill." These 24 charming bachelors will do their best to impress our lovely co-host, Jill Wagner, as they showcase their dynamite personalities while tackling the world's toughest obstacle course.

    • (12)
    • 2014-07-13
    • Comedy, Family, Game-Show
    • 43
    • Overview
    • Trivia

    Win a Date With Jill is the fourth episode of season 7. Here, 24 bachelors run for a chance of not only winning $50,000, but also a date with sideline host Jill Wagner.

    This is the third gender-exclusive Wipeout competition, after Ladies’ Night and Beauty Queens. However, it is the first competition to be male-exclusive.

    •Qualifier

    •Pillars of Atlantis

    •Sucker Punch

    •Big Balls

    •Both Josh Clark and Joe Woods won $500 for tagging Smallsy in the Qualifier.

  2. Dec 24, 2018 · On Christmas Eve, these contestants face-off to win a date with Jill! First up: retired baby model, Ethan! Let's see who gets cute and who gets to move on to the second round. Make sure...

    • 5 min
    • 52.8K
    • Wipeout
  3. Jul 13, 2014 · Wipeout S7 E5. Suit up for our first-ever edition of "Win A Date with Jill." These 24 charming bachelors will do their best to impress our lovely co-host, Jill Wagner, as they showcase...

  4. Jul 13, 2014 · Win a Date with Jill. Available on iTunes, Disney+, Hulu. S7 E5: Suit up for our first-ever edition of "Win A Date with Jill." These 24 charming bachelors will do their best to impress our lovely co-host, Jill Wagner, as they showcase their dynamite personalities while tackling the world's toughest obstacle course.

  5. Jul 13, 2014 · Twenty-four bachelors try to impress Jill Wagner as they tackle obstacles that include Pillars of Atlantis, Jill's Apartment and The Classic Sweeper.

  6. Suit up for our first-ever edition of "Win A Date with Jill." These 24 charming bachelors will do their best to impress our lovely co-host, Jill Wagner, as they showcase their dynamite personalities while tackling the world's toughest obstacle course.