Dithering is a subscription-only podcast hosted by Ben Thompson, founder of the Stratechery business-strategy newsletter, and John Gruber, the writer behind the Apple-focused blog Daring Fireball. Each episode runs exactly 15 minutes, twice a week, with two of the most influential voices in technology commentary trading takes on Apple, the tech industry, media, and whatever else is on their minds. It is a paid show built on Thompson's own membership infrastructure, included in the Stratechery Plus bundle.
John Gruber is the writer behind Daring Fireball, the long-running Apple-focused weblog he launched in 2002 and turned into a full-time, ad-and-membership-funded one-person media business by 2006. He co-created Markdown with Aaron Swartz in 2004, hosts the popular podcast The Talk Show, and co-hosts Dithering with Ben Thompson. Equal parts UI obsessive and sharp-tongued critic, Gruber has become one of the most influential independent voices covering Apple and Mac culture.
Ben Thompson is the founder of Stratechery, the subscription newsletter that essentially invented the paid independent newsletter model. Writing from Taiwan for over a decade before returning to the US in 2025, he developed Aggregation Theory - the most influential framework for understanding how internet platforms accumulate power - while building a solo business earning $5M+ annually from 40,000+ paying subscribers. Substack's founders literally used him as their pitch-deck inspiration. He also co-hosts three podcasts, including Dithering with John Gruber, where every episode is exactly 15 minutes by design.