Update May 2026 | Online Classes, Videos, Events, Podcasts, And Writings

Why It Matters

The schedule shows how niche educational creators can sustain revenue and grow audiences by blending free content with premium workshops, offering a scalable model for online lifelong learning.

Key Takeaways

• Repeating popular Stoic Heart workshop on May 16 fills quickly.
• Philosophy‑outside‑academia workshop returns May 9, high demand persists.
• New 10‑week online class explores Philip K. Dick’s philosophical novels.
• Multiple live Q&A sessions for Substack subscribers boost community engagement.
• In‑person talk on Meister Eckhart scheduled May 13 at Milwaukee library.

Summary

The video is a May 2026 update from Sadler Academy, outlining upcoming online and in‑person events, workshops, classes, podcasts, and video content for the month.

Highlights include a second run of the “Stoic Heart: Stop Reactive Conflict and Build Real Connection” workshop on May 16, a repeat of the “Studying Philosophy Outside Academia” one‑day workshop on May 9, and the launch of a new ten‑week online course examining the philosophical themes in Philip K. Dick’s novels starting May 23. Additionally, the creator will host several live Q&A sessions, Substack Live open house, and “Sadler’s Office Hours” for paid subscribers.

Sadler emphasizes community demand, noting the first Stoic Heart session filled completely and the philosophy‑outside‑academia workshop sold out previously. He also mentions a forthcoming in‑person lecture on medieval mystic Meister Eckhart at the Frank Wyenberg Library on May 13, and a “Worlds of Speculative Fiction” discussion on Robert Bloch’s early Lovecraftian work.

The packed schedule signals a strategic push to monetize niche philosophical content through tiered offerings while maintaining free public access via podcasts and videos. For educators and lifelong learners, the calendar provides multiple entry points to engage with philosophy, literature, and music culture through interactive, self‑directed formats.

Original Description

Enroll in the Stoic Heart seminar: Stop Reactive Conflict and Build Real Connection - https://the-stoic-heart.teachable.com/p/stop-reactive-conflict-and-build-real-connection-in-real-time

Enroll in the special seminar Studying Philosophy Outside Traditional Academia - https://reasonio.teachable.com/p/studying-philosophy-outside-traditional-academia-may2026

My Patreon site - https://www.patreon.com/sadler

My Cameo page - https://www.cameo.com/gregorybsadler

My Substack Newsletter site - https://substack.com/profile/59671828-gregory-b-sadler

The Philososhop - https://the-philososhop.creator-spring.com/

My Medium publications - https://medium.com/@Gregory_Sadler

Study with Sadler Academy - http://reasonio.teachable.com/

In this update, I talk about some of the projects, talks, and activities I've got planned for May 2026, and what took place in April 2026

May 2 - AMA (Ask Me Anything) Session - https://youtube.com/live/EuSZSHWxlBU

May 5 - Study With Sadler Academy Open House - https://open.substack.com/live-stream/185441

May 9 - Workshop: Studying Philosophy Outside Traditional Academia - https://reasonio.teachable.com/p/studying-philosophy-outside-traditional-academia-may2026

May 12 - Sadler's Office Hours: Studying Plato's Dialogues - https://open.substack.com/live-stream/185489?utm_source=live-stream-scheduled-upsell

May 13: Philosophers In The Midst Of History: Meister Eckhardt - local event: https://flwlib.events.mylibrary.digital/event?id=278491

May 16 - The Stoic Heart Workshop - https://the-stoic-heart.teachable.com/p/stop-reactive-conflict-and-build-real-connection-in-real-time

May 16 - Worlds of Speculative Fiction Session 102: Robert Bloch's Lovecraftian Stories - link coming soon

May 17 - Classic Metal Class session 47: Rivalries Between Opening And Main Bands - https://reasonio.teachable.com/p/classic-metal-class

May 23: First Class Session: Philip K. Dick's Philosophical Science Fiction - enrollment link coming soon

May 26 - Sadler's Office Hours: Topid YBD - link coming soon

May 30 - Self-Directed Study Video Premiere: Friedrich Nietzsche - link coming soon

Self Directed Study In Philosophy | Augustine Of Hippo's Philosophy | How To Study: Sadler's Advice - https://youtu.be/n_DSP_1chFU

Sadler Asking Questions: Am I A Booktuber? Or Just "Booktube Adjacent"? - https://youtu.be/p89X-zZzIdA

Ideas That Matter | A Conversation With Hiram Crespo About Epicureanism, Pleasures, and Community - https://youtu.be/CAO6vj33j5c

Sadler's Quick Takes Number 22 | Claiming “I Just Don’t Understand Any Of It” About A Philosophy - https://youtu.be/gjzNwU3znig

Classic Metal Class Session 46 | Conflicts and Rivalries Between Heavy Metal Bands and Musicians - https://youtu.be/Byq3SZO8q-o

Jim Butcher's The Dresden Files continued (books 9-12) | Worlds Of Speculative Fiction lecture 101 - https://youtu.be/Y8ETkpI7VTc

John Sellars & Justin Stead, The Stoic Leader | Sadler's Honest Book Reviews - https://youtu.be/HiaVD7EfURg

Evil Sadler Joined By Diabolical Davood | A Meeting About How To Make Meetings A Bit More Awful - https://youtu.be/JKrQ8wNuSDg

Sadler Telling Stories 112 | Bruising My Rib In The Summer Of 2009 In Fayetteville - https://youtu.be/0MzJp6dzo9Y

Sadler Telling Stories 113 | My Mother's Vacations Elsewhere and Our Vacations At Home -https://youtu.be/fG7LV3xOv-A

Dr Sadler's AMA (Ask Me Anything) Session - April 2026 - https://youtube.com/live/E70T9Zu1vpw

Speculative Fiction Studies playlist - https://www.youtube.com/playlist?list=PL4gvlOxpKKIh7RZ3Mag2EF2c_QsGxlVBD

Wisdom For Life Show - https://www.riverwestradio.com/show/wisdom-for-life/

The Philosophy Core Concepts playlist: https://www.youtube.com/playlist?list=PL4gvlOxpKKIjwnfPgqLkLJ7cHXAqDHfBA

Sadler's Lectures Podcast - https://soundcloud.com/gregorybsadler

Study With Dr. Sadler Teachable Academy: http://reasonio.teachable.com/

ReasonIO Website: reasonio.com

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