Season 2
Episodes
1. Mini Master
2018-11-05
Ruby Jade is back and wants to return to Josh's class, if not as a student, then as a teacher's assistant.
2. Salsa Sarah
2018-11-12
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.
3. The Groomsmen
2018-11-19
Ivan and his groomsmen try on their tuxedos for the big day. Ruby plays a nasty prank on Ivan.
4. Game Night
2018-11-26
After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.
5. A Tale of Two Evenings
2018-12-03
After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.
6. Escape Room
2018-12-10
Ruby attempts to impress his date with his intellect as they try to navigate an escape room.
7. Bachelor Party
2018-12-17
Ivan's bachelor party is in full swing when Ruby considers this his time to shine.
8. Dance Off
2019-01-07
Ruby and Raj square off in a series of escalating feats of stupidity.
9. The Wedding
2019-01-14
Ruby has a huge crush on somebody at Ivan's wedding but doesn't know how to let her know.
10. The Decision
2019-01-21
Ruby makes the biggest decision of his life.