Season 2

1. Mini Master

Ruby Jade is back and wants to return to Josh's class, if not as a student, then as a teacher's assistant.

2018-11-05 • 10 min

2. Salsa Sarah

Ruby learns that the dating climate has changed in the last few years and uses his newfound knowledge on an artisan salsa maker named Sarah.

2018-11-12 • 10 min

3. The Groomsmen

Ivan and his groomsmen try on their tuxedos for the big day. Ruby plays a nasty prank on Ivan.

2018-11-19 • 10 min

4. Game Night

After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.

2018-11-26 • 10 min

5. A Tale of Two Evenings

After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.

2018-12-03 • 10 min

6. Escape Room

Ruby attempts to impress his date with his intellect as they try to navigate an escape room.

2018-12-10 • 10 min

7. Bachelor Party

Ivan's bachelor party is in full swing when Ruby considers this his time to shine.

2018-12-17 • 10 min

8. Dance Off

Ruby and Raj square off in a series of escalating feats of stupidity.

2019-01-07 • 10 min

9. The Wedding

Ruby has a huge crush on somebody at Ivan's wedding but doesn't know how to let her know.

2019-01-14 • 10 min

10. The Decision

Ruby makes the biggest decision of his life.

2019-01-21 • 10 min