[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 at work! Safe, reliable songs that won’t miss the mark for company bosses or client entertainment at karaoke (71–80)
My Dear EllieSouthern All Stars
A classic song that captures a passionate, heartrending love, it’s been a karaoke staple beloved for many years.
Released in March 1979 as Southern All Stars’ third single, it was a huge hit—reaching No.
2 on the Oricon charts and holding the top spot on The Best Ten for seven consecutive weeks.
It was also used as the theme song for the TBS drama “Fuzoroi no Ringo-tachi,” which further ignited its popularity.
Keisuke Kuwata’s skillful lyrics and the band’s exquisite performance weave a captivating melody that resonates across generations.
It’s a great song to remember for business karaoke settings as well—a safe choice that’s widely accepted across age groups.
POISON ~A world where you can't even say what you want~Takashi Sorimachi
This song, with lyrics written by Takashi Sorimachi himself, features a relatively low key and showcases his distinctive deep voice.
Its candid lyrics, which raise social issues and express a sense of loneliness, captured the hearts of many and became such a massive hit that it could be called a social phenomenon.
Released in 1998, the track was also used as the theme song for the drama GTO, starring Sorimachi, which further boosted its popularity.
It’s a great pick when you want to liven up karaoke with your boss or clients.
If you tackle it with a cool, rugged vocal style, it’s sure to elevate the atmosphere in no time.
Voice of the SeaUrashima Taro
A song by Kenta Kiritani, the actor who plays Urashima Taro in au’s “Santaro Series” commercials.
Because it became popular as a commercial jingle, many people across generations will likely recognize it.
With an Okinawan-inspired melody and the sound of the sanshin, it’s arranged to be pleasant for listeners of any age, making it a foolproof choice for karaoke with older bosses or clients.
The key is low and the melody is simple, so if you know the song, you can handle it even if you’re suddenly asked to sing.
[2025] Smooth sailing for karaoke and work! Safe, fail-proof songs that won’t miss at company karaoke with your boss or client entertainment (81–90)
single bedSharam Q
“Single Bed,” the sixth single by Sharam Q with Tsunku♂ on vocals, was released in 1994 and became a million-selling hit.
It has been featured as theme and insert songs in dramas and remains a long-loved track.
Since it’s a love song, you’ll want to pick your moments when singing it at work-related drinking gatherings, but it’s a great choice if there are folks who were the perfect age in the ’90s!
Let's become a familyMasaharu Fukuyama
A song by Masaharu Fukuyama that celebrates love and family bonds.
His warm vocals and the sound of acoustic guitar resonate deep in the heart.
Released in August 2011 as his 27th single, it was also used in a commercial for the wedding magazine Zexy.
Written during his tour after the Great East Japan Earthquake, the lyrics convey the importance of living side by side.
It’s a perfect track to play at weddings or family gatherings—any moment that highlights the ties with your loved ones.
Beloved across generations, it’s also a recommended karaoke staple.
I’ve always liked you.Kazuyoshi Saito
A heartwarming love song that gently sings about feelings for a first love.
Sparked by a reunion at a school alumni gathering, its lyrics—openly expressing long-held feelings—have resonated with many.
Released in April 2010, the song also drew attention as a Shiseido commercial tune.
The music video, inspired by the Beatles’ Rooftop Concert, was reportedly filmed in Utsunomiya, the hometown of Kazuyoshi Saito.
It’s a perfect track for when you want to bask in nostalgia or convey your feelings to someone special.
Sing it at karaoke, and it’s sure to warm the room across generations.
Fortune Cookie in LoveAKB48
This AKB48 release captivates with its exhilarating disco-style sound and uplifting message.
The lyrics are memorable for celebrating a spirit of moving forward—believing in a bright future despite romantic missteps and everyday setbacks.
Released in August 2013, the track features Rino Sashihara as center, with lyrics by Yasushi Akimoto.
It has been used across various media and has won multiple awards.
It’s an essential pick for karaoke with your boss or clients, guaranteed to liven up the atmosphere with its universally loved melody and easy-to-learn chorus choreography.