My 2023 Dating Wrapped in Doodles
Is Jewish Matchmaking a Mitzvah or a Shandah?
Reasons men have apologized to me
Life Lessons From My Late 20s
What I'm thinking when I'm on a first date
Jew of the Week | Sex therapist Dr. Caleb Jacobson talks religion, modern dating, and love tips
Stages of getting through a breakup
Dating in NYC | The cutest New York City date ideas that went wrong in cartoons
Reflections from early pandemic times | A cartoon about how weird life got in 2020
The 'West Elm Caleb' furniture collection that I made up
4 times I was awkward on a date
The phases of 2020 in each month
“The Queen’s Gambit” is like chess - challenging but rewarding at the end
Dates where I was the problem
20 reasons I didn't get past the first date
16 reasons my relationships didn't work out
The 9 types of Jewish guys I've dated in New York City