Company case study

Drew Ackerman's Sleep With Me Podcast

Drew Ackerman's Sleep With Me Podcast is a podcast designed to help adults fall asleep through storytelling. It came up on The Side Hustle Show, hosted by Nick Loper, in the episode "682: Beating Side Hustle Burnout: 14 Strategies for Sustainable Success" (aired July 14, 2025).

At a glance

Drew Ackerman's Sleep With Me Podcast at a glance
PodcastThe Side Hustle Show
Hosted byNick Loper
Episode682: Beating Side Hustle Burnout: 14 Strategies for Sustainable Success
AiredJuly 14, 2025
Revenue and tractionDrew Ackerman monetized the podcast through Patreon, merchandise, and sponsorships, leading to a full-time income.
CategoryMedia

Figures and claims are as told on the episode, summarized from the transcript. Check the date: they describe the company at the time it aired.

What the episode said

682: Beating Side Hustle Burnout: 14 Strategies for Sustainable Success · aired July 14, 2025 · hosted by Nick Loper

Why it works

The podcast fills a niche for adults seeking lighthearted bedtime stories, which resonates with listeners looking for relaxation.

Founding story

Drew started the podcast in 2013 as an experiment to see if there was an audience for silly bedtime stories.

The playbook

He used 'quit dates' to assess the podcast's viability and communicate with listeners to encourage sharing for growth.

Also mentioned

After years of consistent effort, Drew was able to transition from his day job to podcasting full-time.

Why this works now (our analysis)

Spotify's podcast distribution platform allows Drew Ackerman to reach a vast audience with his Sleep With Me Podcast, which offers lighthearted bedtime stories to help adults fall asleep. Initially, Ackerman generated revenue through Patreon, where fans directly support the podcast in exchange for exclusive content. The business faces a risk from reliance on platform algorithms, which can affect discoverability and listener engagement.

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