A WORD FROM OUR SPONSOR, MASTERS OF TRIVIA
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—— ON THIS DAY ——
FEBRUARY 23, 2000
Staples Center, Los Angeles, California
26 years ago
A veteran guitarist, a modern sound, and an audience watching a second act become the headline.
On February 23, 2000, the Grammys became a lesson in reinvention. Santana—already a legend—walked into the 42nd Annual GRAMMY Awards and walked out with eight trophies, powered by his comeback album Supernatural.
What made the night feel bigger than “award season” was the storyline: a career revival that didn’t trade authenticity for relevance. Santana fused his signature guitar voice with contemporary collaborators, and the result wasn’t nostalgia, it was a new peak.
—— MARQUEE EVENT ——
When a “comeback” isn’t a return—it’s an upgrade.
At the 42nd GRAMMY Awards, Santana won eight awards, including Album of the Year for Supernatural and Record of the Year for “Smooth.”
That total tied the one-night record famously set by Michael Jackson (eight GRAMMYs in 1984).
—— WHY THIS MATTERS ——
It redefined what a “second act” can be.
Supernatural wasn’t a safe legacy lap—it was a strategic, artistic leap into the present.It showed collaboration as a force-multiplier.
Santana’s sound stayed unmistakable, but the record’s cross-genre reach made it a cultural event.It turned the Grammys into a narrative moment.
Some ceremonies crown a year; this one crowned a comeback myth.
—— THE TAKEAWAY ——
February 23, 2000 stands as a rare pop-culture pivot: a veteran artist didn’t just get honored; he dominated, tying the all-time one-night GRAMMY record and proving relevance can be earned again, at the highest level.
At Masters of Trivia, with our MOT utility token, we turn turning points like this into daily interactive learning, so curiosity becomes a habit, and history becomes something you can use.
—— QUOTE OF THE DAY ——
“Your heart is your compass.”
— commonly associated Santana-style sentiment.
—— OUR QUIZ OF THE DAY ——
Today’s Daily Quiz explores Carlos Santana, the Supernatural era, the 42nd GRAMMY Awards sweep, and the record-tying moment that made music history.
