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The song is also performed on their Adventures of Kesha and Macklemore Tour. On May 20, 2018, the duo performed the song again outside of the T-Mobile Arena during the Billboard Music Awards. On September 25, 2017, Macklemore performed the song with Kesha on The Ellen DeGeneres Show. Macklemore joined Kesha during her set at the iHeartRadio Music Festival 2017 to perform the song. Kesha and Macklemore have performed "Good Old Days" on three separate televised performances. Lindsay Howard of Variance described the song as an "explicitly nostalgic cut". of HotNewHipHop wrote: "Kesha handles the hook with her powerful vocals over a soft and simple piano progression". Anya Crittenton of Gay Star News described the song as "an emotional tune" that "features a simple piano and drum-filled melody". Derrick Rossignol of Uproxx called the song a "piano-led pop ballad", and felt Kesha's vocal is beautiful and powerful. regarded the song as "a pop ballad-esque cut" and "the perfect record for personal reflection and self-love".

Peter Berry of XXL thinks that the song is "fueled by piano, sentimentality and the sweet vocals of Kesha". Alex Ungerman‍ of Entertainment Tonight felt Kesha's voice "soars over a piano ballad that is somehow both somber and uplifting in tone". Madeline Roth of MTV News wrote that "the nostalgic track is a stripped-back affair". Mark Braboy of Vibe praised Macklemore for showcasing "his best, introspectively rapping", and Kesha providing "some soul-stirring vocals to make the song hit home". She had off day and I hit Ryan and was like, 'Would you mind if hit up Kesha?' And he was like, 'Of course not.'" Kesha said of the song on Twitter: "My new song with Macklemore reminds me of being 16 chasing wild dreams not knowing those moments would be so precious."Ĭaitlin Kelley of Billboard deemed "Good Old Days" a "mellow yet catchy pop song". They had already done 'Praying' and they were working on a couple other records that I don't think made her album. When asked about how he reached out to Kesha, he said: "Well, Ryan had a session with her in Seattle. She is a musician in every sense of the word, and she's hilarious." He also revealed that Ryan Lewis facilitated the collaboration. She's a musician, she's a writer, she's someone that is not afraid to try ideas in the studio, not afraid to get vulnerable in front of people, not scared to go for the high note when she doesn't know if she can hit it or not. She is someone that I walked into the room and I immediately just caught a vibe with and became friends with pretty instantaneously.

Macklemore spoke to Rolling Stone about collaborating with Kesha, saying: "Kesha, she is a great spirit. The song first appeared in the track list of Gemini, which was unveiled on August 22, 2017. On January 17, 2017, Macklemore posted a photo of him and Kesha together on Instagram, hinting at an upcoming collaboration.