"I Always Lie to Strangers," which Mellencamp teased a one-minute snippet of on his website on February 3, 2021, is a slow piano ballad that Mellencamp was inspired to write after finding out that the average person hears several hundred lies a day, and tells about 150 of their own. He told the
Associated Press: "You're watching television, you're watching false advertising. You're watching the news—I don't care which side of the rope you swing on — you're hearing lies. If you go to church, you hear lies." He expounded further to
Forbes: "The first song on the record is a song called 'I Always Lie To Strangers.' And I thought, 'Well, I don't really do that, but I guess maybe I do. And I guess maybe everybody does.' And then I did a little research. The average person hears 300 or 400 lies a day and will tell 150 himself and not even know it. 'Cause you turn the news on, you get lies. You turn advertising on, you get lies. You talk to people, they lie to you. Even as simple as, 'How are you doing today?' 'I'm doing great.' No, they're not, but they say it anyway. So it was just that simple of the thought that led to that song."
Rolling Stone magazine wrote: "On the most movingly lovely song, 'Driving in the Rain,' fiddles drone gorgeously over a gentle country lope as Mellencamp amiably growls 'And the days scurry by so fast/I finally see myself and laugh, noticing the change,' a little like
Louis Armstrong fronting
Son Volt." "Sweet Honey Brown" is a song about a life wasted by
heroin. Although on the surface it may seem that "Sweet Honey Brown" is a love song to a woman, the "sweet honey brown" referred to in the song is, in fact, heroin. "Gone So Soon" has a late-night
jazz club arrangement and is about a relationship ending. The song features a trumpet solo from Joey Tartell, a Professor of Trumpet and the Director of Undergraduate Studies at Indiana University's Jacobs School of Music. It is the first time a trumpet has been heard on a Mellencamp recording since 1991's "Love and Happiness". Lead single "Wasted Days," Mellencamp's first ever duet with Bruce Springsteen, is sung from the point of view of an aging man who knows his days are numbered, but who tries to make the most of each day he has left. This is reflected in the song's opening lyric: "How many summers still remain?" Stated Mellencamp guitarist Andy York: “Not many people would sing a song starting with that line. But I think it’s important. It’s important to be sung because, ultimately, your takeaway from that song is you need to squeeze every bit of happiness and life out of every day and not waste days.” Mellencamp told Jim Kerr of
iHeart Radio: "'Wasted Days' is a very simple song with a very simple message. I think it is so simple that a lot of people will be able to feel it, especially when Bruce sings." The album's second single, "Chasing Rainbows", which features Mellencamp harmonizing on the chorus with guest musician Merritt Lear (who played violin on Mellencamp's Good Samaritan Tour in 2000), offers the message that money does not lead to happiness and advises people to recognize their blessings. ==Track listing==