[2025] Smooth sailing at karaoke and work! Safe, fail-proof songs that won’t miss when singing karaoke with your boss or at business entertainment
Unlike karaoke with friends of a similar age or close coworkers, when it comes to karaoke as a second round after client dinners or drinks with bosses who are one or two generations older, you can’t help but be careful with your song choices.
Many new professionals are probably wondering what songs they should sing.
In this article, we introduce foolproof karaoke picks: timeless classics loved across generations—centered on the hit songs from your bosses’ youth—as well as recent buzzworthy tracks widely known even in mainstream households.
We’ve also selected Showa–Heisei era songs familiar to younger people via TikTok and more, so you’re sure to find something you can sing!
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[2025] Smooth sailing at karaoke and work! Safe, fail-proof songs that won’t miss with your boss or at business-entertainment karaoke (21–30)
That's important.Daiji MAN Brothers Band
A heart-stirring message song about what matters in life! Released in 1991, this track is memorable for its lyrics emphasizing four key points: never giving up, never throwing in the towel, never running away, and believing to the end.
It was featured in a Fuji Fire and Marine Insurance TV commercial in 1996 and in a Sokenbicha campaign in 2005.
It’s also been used as a walk-up song by professional baseball players, becoming so popular that it sparks rhythmic clapping across the entire stadium.
A perfect pick to liven up parties or office gatherings.
MarigoldAimyon
When it comes to female singers who made a huge splash in 2018 and now lead the J-POP scene, Aimyon is the one! Since Marigold was played in all sorts of settings on TV and around town, it’s a song many people have heard.
Even though she’s a woman, the pitch isn’t too high, so it’s easy to sing even for those who struggle with high notes.
If you want to choose songs that incorporate current trends yet are familiar to older generations as well, Aimyon is highly recommended!
Until the world ends...WANDS
A signature song by WANDS released in 1994.
It gained popularity as the ending theme for the anime Slam Dunk and is well-loved not only in Japan but across many Asian countries.
Its fleeting, delicate melody leaves a strong impression, making it a safe choice that won’t miss the mark even at company or work karaoke.
The lyrics resonate with working adults, so if you sing it passionately, listeners are likely to be drawn in.
dogwood (flowering dogwood)Yo Hitoto
Hanamizuki is Yo Hitoto’s fifth single, released in 2004.
Although she’s an artist popular among younger generations, the song became widely listened to across all ages after being used as the theme for Tuesday Suspense Theater.
It features a beautiful melody and a gentle wish for people’s happiness.
If you sing it in a moment when you want to move someone, it’s sure to tug at their heartstrings.
Sign of LovePUFFY
Here comes a timeless gem, charming for its restrained tenderness.
Known as one of PUFFY’s signature songs, this heartwarming love tune portrays an introverted young man falling in love.
In karaoke settings, its approachable vibe appeals to a wide range of ages.
Since its 1998 release, it has been featured in numerous commercials and films, and in 2016 it was used in a Kirin Beer commercial.
It’s a safe choice even for karaoke at drinking parties with your boss or clients.
With lyrics by Masamune Kusano of Spitz and arrangement by Tamio Okuda, this work has earned love across generations.
Why not soothe the atmosphere with your own voice?
HANABIMr.Children
Mr.
Children, commonly known by their nickname “Misuchiru,” sing HANABI, a popular song that also served as the theme for the Code Blue drama series! The intro and chorus are very famous, and even people who haven’t heard the full track can’t help but get into the rhythm.
The key is high, so it’s fairly challenging to sing, but Misuchiru has so many consistently great songs that this one is highly recommended!
astronomical observationBUMP OF CHICKEN
Speaking of “Tentai Kansoku” (Stargazing), it’s one of the signature songs by BUMP OF CHICKEN, a rock band formed by four childhood friends who made their major debut in 1999.
The song was released in 2001, and the following year a TV drama inspired by it was produced, creating a buzz.
It was later used in a mobile carrier’s commercial, and because it’s widely recognized across generations, it’s also an ideal choice for karaoke in business entertainment settings.