The high-flier used to "land" at Changi Airport in his younger days, joining many other students to study in the quieter spots.
Later, as JJ Lin's singing career took off, he was a frequent user of the airport as the Mandopop artist became popular in major markets such as China and Taiwan.
Changi Airport has flown high too, with Jewel's opening in April adding more lustre to its crown as a top passenger hub.
Now, the two high-fliers have teamed up, with Lin set to launch a song called The Right Time on Monday.
Changi Airport Group said the singer's inspiration came after he saw an artist's impression of the Rain Vortex waterfall feature, an Instagrammable feature of Jewel.
Lin, 38, said producing a song about the Rain Vortex "is an honour to me because I believe that Jewel is a landmark that will help attract tourists from all over the world to Singapore".
"I believe in life, there's always a perfect time and place for magical moments and things to happen; for dreams to take flight and for love stories to be formed.
"Through the song, I hope to share the beauty of unplanned encounters and for everyone to explore the connection between choice and destiny."
The theme is apt since passengers head off for dream adventures abroad and those who come to Singapore hope to create their own special memories.
Lin recalled hanging out with classmates at the airport, though he did not say if their conversations included sharing flights of fantasy, such as becoming a top singer.
If you cannot wait for the video's roll-out next Monday, you can catch a teaser on social media channels linked to Lin and Changi Airport.
The number of views has exceeded 4.9 million since Monday evening.
Going by the comments, one can expect another wave of visitors to head to the Jewel.
On the subject of unplanned encounters, Lin has also posted a video in which he surprises two women at a Taipei cafe by going to their table, after he spotted one of them wearing a T-shirt with Lin written at the back.