From commercial advertising to political messaging, internet memes have proven to be among the most prevalent and pervasive forms of communication online. The so-called “wholesome meme” is a subversive genre of meme that arose in early 2016 as a reaction to increasing geopolitical turbulence and cultural polarization. Wholesome memes are defined by their bold positivity and feature loving friendships, cute animals, and heartwarming stories. As an early attempt to theorize this emerging phenomenon, this paper argues that wholesome memes can be considered part of the larger post-postmodernist literary movement, The New Sincerity. Synthesizing expressions of irony and sincerity, these memes may signal a shift in the character and attitude of internet culture from anti- to pro-social and speak to the desire of people to seek meaning and fulfillment.