[1][2] Originally titled Dave's Dollop, the podcast began as a way of preparing for Anthony's one-man show at the Melbourne Comedy Festival, a solo project where he would simply talk about various subjects.

Unsatisfied with the initial results, he decided to change to a focus on history and invite other comedians to listen and react to the stories.

[7] Live episodes performed outside of the U.S. have featured stories from those respective countries; for example, topics covered in Australia included the Emu War[8] and Arthur Phillip.

[16] On July 9, 2015, Alan Bellows of the history website and podcast Damn Interesting posted an open letter accusing The Dollop of plagiarism.

[20] Anthony posted a public apology to Levin on The Dollop's subreddit, acknowledging this pattern as a personal failing and promising to do better in the future.