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Work It

My boss makes inappropriate jokes. Should I report it?

Jul 2, 2026 · 11 min · 8 segments

When inappropriate comments disguised as jokes become normalised in the workplace, it can be hard to speak up - especially if the person involved is your boss. How should you react? Have a…

When inappropriate comments disguised as jokes become normalised in the workplace, it can be hard to speak up - especially if the person involved is your boss. How should you react? Have a work-related question to ask a career counsellor? Email us at cnapodcasts \[at] mediacorp.com.sg See omnystudio.com/listener for privacy information.

When inappropriate comments disguised as jokes become normalised in the workplace, it can be hard to speak up - especially if the person involved is your boss. How should you react? Have a…

Speakers: Gerald TanHostNat FetalveroHost

Top entities: human resources×11 Personal boundaries Tiffany Ang

Ask WorkIt: Listener Q&A Kick-off0:00 – 0:28

Nat FetalveroHost

0:00

[typing] [chime] Hey, it's the Ask WorkIt segment of the podcast.

Nat FetalveroHost

0:07

If you have a question that you're struggling with in the workplace, why not write to us? We are at cnepodcast@mediacorp.com.sg, or you can just comment wherever you're listening from.

Nat FetalveroHost

0:18

Today, Gerald, we have an AMA that comes from Joey, who shared an experience that many people may quietly relate to but often struggle to speak openly about.

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human resourcesEntity
83%11 mentions
Personal boundariesEntity
50%1 mention
Tiffany AngPerson
17%1 mention

Society
Workplace StressPsychology > Mental Health
WorkplaceSociety
Mental HealthPsychology
Reporting MechanismsSociety > Workplace > Employee Rights
Sexual HarassmentSociety > Workplace > Harassment
Power DynamicsSociety > Workplace
Organizational CultureSociety > Workplace
HarassmentSociety > Workplace
Psychology
Employee RightsSociety > Workplace
Inappropriate CommentsSociety > Workplace > Harassment > Sexual Harassment
Gender InequalitySociety > Workplace > Power Dynamics
Female EmployeesSociety > Workplace > Power Dynamics > Gender Inequality
HR PoliciesSociety > Workplace > Employee Rights > Reporting Mechanisms
VictimizationPsychology > Mental Health > Workplace Stress
EmpowermentPsychology > Mental Health > Workplace Stress > Victimization
Normalization of MisconductSociety > Workplace > Organizational Culture
Bystander EffectSociety > Workplace > Organizational Culture > Normalization of Misconduct