

- May 16
- 2 min
Is Jewish Matchmaking a Mitzvah or a Shandah?


- Dec 11, 2022
- 1 min
Reasons men have apologized to me




- Sep 4, 2022
- 1 min
What I'm thinking when I'm on a first date


- Aug 12, 2022
- 1 min
Jew of the Week | Sex therapist Dr. Caleb Jacobson talks religion, modern dating, and love tips


- Aug 8, 2022
- 1 min
Stages of getting through a breakup


- May 22, 2022
- 1 min
Dating in NYC | The cutest New York City date ideas that went wrong in cartoons


- May 18, 2022
- 1 min
Reflections from early pandemic times | A cartoon about how weird life got in 2020


- Jan 21, 2022
- 2 min
The 'West Elm Caleb' furniture collection that I made up

- Jun 24, 2021
- 1 min
4 times I was awkward on a date


- Dec 27, 2020
- 1 min
The phases of 2020 in each month


- Nov 29, 2020
- 1 min
“The Queen’s Gambit” is like chess - challenging but rewarding at the end


- Aug 22, 2020
- 1 min
Dates where I was the problem


- Aug 18, 2020
- 2 min
20 reasons I didn't get past the first date


- Aug 18, 2020
- 1 min
16 reasons my relationships didn't work out


- Aug 8, 2020
- 1 min
The 9 types of Jewish guys I've dated in New York City