Swindell’s father passed away unexpectedly in 2013, and he shared on social media last month that he lost his mother. During “You Should Be Here,” Swindell took a moment to recognize loved ones lost. Swindell took a break from his high-energy songs to share a heartfelt moment with fans as their cell phone lights illuminated the crowd. Because of having that extra time I was able to be really involved in the creative and editing process and this video is a snapshot of my quarantine of trying to tune out all of the bad news and dreaming of being back out on the road at live shows with my band and fans." We had to get really creative shooting because we were still in quarantine, and it ended being one of the most fun videos I’ve ever done.
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He said in a statement at the time: "I have loved this song since the first listen and wanted to create a video that was just as special.
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The country crooner took the stage following “Red Solo Cup” singer Toby Keith, kicking it off with “Single Saturday Night.” Swindell premiered the music video for the upbeat track last summer, whisking himself away to the beach, the desert and other destinations amid the COVID-19 quarantine. Cole Swindell got the crowd singing along with his biggest songs at the iHeartCountry Festival presented by Capital One on Saturday night (October 30) - and marked a sentimental moment with fans.