BeforeSabrina Carpentertook the world by storm with the summer hit “Espresso” in 2024, her earlier albums were not as commercially successful as her latest one. Since 2015, the pop singer has released a total of five albums before her sixth one — titledShort n' Sweet— began to put her name on the map. And she hasn’t stopped dominating music charts ever since. Although it took her a considerable amount of time for her music to finally gain the recognition it deserves, theDisney alumis still grateful and proud of her earlier work. To mark the third anniversary ofEmails I Can’t Send, Carpenter took a moment to reflect on the album, which she described as a “gateway” to where her career stands today.
In an Instagram Story (viaBillboard), the “Please Please Please” singer got emotional while commemorating the third anniversary of her fifth album, writing, “3 years of my dear emails.” She went on to describe the album as the starting point that led her to where she is in her career now. “This album means so much to me and was the gateway to many special moments I couldn’t see ahead. I will never take this chapter for granted and what it taught me and how much closer it brought me to each and every one of you,” said Carpenter. “Thanks to those of you who sing along. I love you forever!”
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Since the release ofEmails I Can’t Send, the singer has always been proud of it, and her feelings haven’t changed much even to this day. She wrote onInstagramat the time of its release: “It’s the one I’m most proud of thus far in my life. It’s the one I hope you listen to and feel like we were hanging and confiding in each other for an hour.” WhileShort n' Sweethas undeniably played a major role in Carpenter’s career,Emails I Can’t Sendmarked a pivotal moment in her journey as a pop artist. With breakout singles like “Nonsense” and “Feather,” the album propelled her to new levels of recognition — something her previous records (Eyes Wide Open,Evolution,Singular: Act I, andSingular: Act II) hadn’t quite achieved.
It’s no surprise that the emails she once couldn’t send will always hold a special place in her heart. Carpenter, who first gained attention for her role as Maya inDisney Channel’sGirl Meets World, released her debut studio album in 2015. Then, on August 24, 2025, she began to see her name appear on the Billboard Hot 100. During that time, she was no longer just a Disney alum — she was poised to follow in the steps offellow Disney alumswho made it big in music. Thanks in large part to the attention the singles fromEmails I Can’t Sendreceived at the time, the release ofShort n' Sweetmade it easier for Carpenter to capture the attention of a wider audience. She even took home her first Grammy wins at the 2025 Grammy Awards, earning Best Pop Solo Performance for “Espresso” and Best Pop Vocal Album for her sixth studio release, winning two awards out of six nominations.
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Carpenter has a lot to say when it comes to her critics.
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Such vast popularity, of course, comes with countless detractors. Since Carpenter received widespread recognition for the success of her previous singles, some have also criticized her provocative stage persona. Just recently, the singer came under intense criticism for the cover art of her upcoming album,Man’s Best Friend, which features her on all fours beside a mysterious man. But while Carpenter faced online scrutiny, others came to her defense, arguing that she has every right to artistic expression. And in response to the backlash, Carpenter recently unveiled an alternate cover for the upcoming album — one she cheekily described as “approved by God.”
Despite the controversy, Carpenter recently hit another major milestone with the release of her latest single, “Manchild,” which debuted at No. 1 on the Billboard Hot 100 earlier this month. The lead single quickly became her second Billboard Hot 100 hit after “Please Please Please” landed at the No. 1 spot last year.
