Head-to-head comparison

School of Podcasting vs The Squeeze

Two of the resources tools podcasters reach for. Here's how they differ on pricing, features, audience, and the trade-offs that actually matter day-to-day.

One of the oldest paid podcasting courses, founded 2005, now owned by Podpage.

Best for: Structured podcast course

Skye Pillsbury's investigative podcast-industry newsletter focused on people and labor.

Best for: Insider reporting

At a glance

Field
School of Podcasting
The Squeeze
Best for
Structured podcast course
Insider reporting
Price tier
Freemiumverify
Freeverify
Platforms
Web
Web
Audience
Solo creatorsSmall teams
Small teamsAgencies

The honest trade-offs

School of Podcasting

Pros

  • Two decades of continuous teaching
  • Hall of Fame instructor with unlimited coaching access
  • Free tier rolling out via Podpage acquisition

Watch-outs

  • Curriculum in transition right now
  • Older content still being refreshed
  • Tone is folksy rather than slick

The Squeeze

Pros

  • Independent reporting from a veteran beat journalist
  • Focuses on people, not just deals
  • Free to subscribe

Watch-outs

  • Subjective by design
  • Substack platform reliance
  • Smaller readership than Podnews

Which one should you pick?

Pick School of Podcasting if

You’re building around structured podcast course. Dave Jackson has been teaching people to podcast for two decades and was inducted into the Academy of Podcasters Hall of Fame in 2018. In 2025, Podpage acquired the school and is rolling out a free tier and rebuilt curriculum in 2026.

Pick The Squeeze if

You’re building around insider reporting. The closest thing podcasting has to a labor and culture beat. Skye Pillsbury reports on layoffs, deals, and the human cost of network moves.

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Frequently asked

What does School of Podcasting do better than The Squeeze?

School of Podcasting's standout is "Two decades of continuous teaching". The Squeeze doesn't make that promise — it leans into "Independent reporting from a veteran beat journalist" instead. If the first sentence describes your workflow, pick School of Podcasting; if the second does, pick The Squeeze.

What are the trade-offs?

School of Podcasting: curriculum in transition right now. The Squeeze: subjective by design. Whether either matters depends entirely on what you actually need — neither is a deal-breaker by itself.

Can I use School of Podcasting and The Squeeze together?

Both are resources tools so most teams pick one. Some workflows do combine them — for example, using School of Podcasting for one show or episode type and The Squeeze for another. Worth trying both free tiers before committing.