"I had Now 5, 6, 7, 8, 9," the 24-year-old music star said with a smile. "I think now we're at 'Now 1,002,042.'"
The series has reached No. 50, a serious milestone for a physical sales survivor that's managed to navigate changes in a digital world to remain relevant, profitable and consistent since its U.S. debut 16 years ago. Despite the availability of popular singles and the general erosion of physical album sales, installment No. 50 was expected to debut atop the Billboard 200 this week, marking the series' 18th No. 1. Only the Beatles have more with 19.
"It is confirmation of making a song that has become part of the social fabric and will likely remain that way for a while," said Aloe Blacc. His song "The Man" is on No. 50. "When popular songs are compiled in the Now series, you get a snapshot of a moment in time, and to be part of that picture is an honor."
The series – based on a popular British run of the same name that has reached No. 87 – is likely the most successful in modern music history, selling more than 76 million copies in its numbered U.S. series alone, according to Nielsen SoundScan.
Over time, though, the reasons behind that success have changed. Now filled a gap when it debuted in 1998 that no longer exists.
"People have to remember back in the day before iTunes, before YouTube, the only way you could actually get the song that you wanted, that you enjoyed, was to purchase it as a CD single in the store or to purchase an album that had the song on it," Caulfield said. "And a lot of the singles from the late '90s were not released as commercial singles."
These days, that's not a problem. So who's buying Now discs? And why?
First, they know the line and count on it for cherry-picking hits. As Jeff Moskow, the Now head of A&R, puts it: "A lot of these fans have grown up with us. They've grown up with our sound, they've grown up with what we represent and they're very comfortable with our brand."
There's also the simplicity of the much-dismissed CD. And while much has been made about cars being built without disc players, most American cars still have them. "And the reality is consumers like having a CD they can pop in on a road trip. It has its place in people's lifestyle," Moskow said.
And there's the impulse buy. David Bakula, Nielsen's senior vice president of insights, said the series is shrewdly marketed and timed, colorfully hogging up a lot of space at your nearest big box store at key times of year.
"They come out around gifting time," he said. "You get one in the fourth quarter around the holidays. You get one in the first quarter around the Easter gifting time. You get one in the summer when everybody is singing the biggest summer songs of the year."
Photo Illustration by Linzi Silverman; Photos Provided by Getty