Fillin' My Cup (feat. Little Big Town)

In this upbeat, fiddle-infused song, Hailey Whitters looks at the good and bad that life has to offer, concluding that she needs it all to fill her cup. "It's a concoction of all of those little things in life that have a way of making my glass feel half-full," she said. "It's been a hopeful reminder throughout the year and just felt like the right note to start 2021 on."

Little Big Town perform on this track with Whitters and also appear in the video. The group recorded a song Whitters wrote, "Happy People," in 2017.

Whitters wrote "Fillin' My Cup" song with her fellow Nashville tunesmiths Nicolle Galyon and Hillary Lindsey. Whitters came up with the title, and Galyon had the idea to turn the lyric into a recipe. After coming to Nashville from Iowa, Whitters worked as a waitress while she made her way into the industry. She first made her mark as a songwriter, with Alan Jackson's "The Older I Get" and Martina McBride's "The Real Thing." In 2020, she released her album The Dream, produced with Jake Gear, just ahead of the pandemic. "Fillin' My Cup" is her first release since that album - Gear returned to produce it with Whitters.