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Homeschooling, Community Confidence, and Being Human at Work with Abby Covert Episode 20

Homeschooling, Community Confidence, and Being Human at Work with Abby Covert

· 01:32:03

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Abby Covert shares what excites her now, leaving corporate life, reclaiming creativity through recovery work, sobriety, journaling, and disciplined writing, and how community builds confidence beyond capability. They explore being willing to be bad at things, the pressure to “pick a specialty” online, and bringing fun and psychological safety into work by modeling humanity. They also talk about knowledge decay on the web, AI’s mixed effects, and Abby recommends listening to live Grateful Dead recordings.

Links:

How to Make Sense of Any Mess — Abby Covert's first book (mentioned via the "coffee filter" metaphor)
Stuck — Abby Covert's second book, written during her early recovery
Silent Spring — Rachel Carson's landmark book, discussed in the context of posthumous recognition
Grateful Dead — Abby's music recommendation; suggests listening to live recordings
Dick's Picks — Grateful Dead live album series, recommended for newcomers
Live at the Mars Hotel — Brad's Grateful Dead recommendation
Furthur — Post-Dead touring band
Dead & Company — Current continuation of the Grateful Dead legacy
Otis Redding — "(Sittin' On) The Dock of the Bay" — Discussed as an example of posthumous impact
abbycovert.com — Abby's personal site
thesensemakersclub.com — Abby's membership community (weekly discussion meetings)
Be Internet Awesome — Google's internet safety curriculum for grades 2–9
Wayback Machine — Internet Archive, mentioned in discussion of digital decay/link rot
The Pastry Box Project — Defunct web publication both Brad and Abby contributed to
YouTube — Discussed in context of parental controls and kids' online safety
ChatGPT — Referenced in discussion of AI democratization and vibe coding
Wix — Website builder mentioned in the "mouth coding" story
LinkedIn — Discussed critically re: pressure to specialize publicly
Ikigai — Japanese concept of life purpose, referenced via Alfie Lowe's Venn diagram renovation
The Artist's Way (Morning Pages) — Julia Cameron's journaling practice Abby used in recovery
Indie Web movement — Brad references the ethos of personal websites and decentralized publishing
Information Architecture Institute — Abby was president; discussed in context of community and link rot
Etsy — Abby's last corporate employer before going independent
Stax Records — Memphis label, discussed in context of Otis Redding and posthumous work
Epic Universe — New Universal theme park in Florida; Abby's family visited to celebrate her son's reading milestone

Topics Covered:
  • (00:00) - Homeschool Wins
  • (01:05) - SenseMaker Salon Plans
  • (01:51) - Leaving Corporate Comfort
  • (04:51) - Learning While Being Bad
  • (06:30) - Public Failure Online
  • (08:37) - Make It Up
  • (11:53) - Information Is Sketchy
  • (14:38) - Reclaiming Creativity
  • (18:12) - Recovery Journaling Rituals
  • (21:32) - Community Builds Confidence
  • (24:47) - Mentors And Role Models
  • (29:28) - Bringing Fun To Work
  • (32:15) - Authenticity In Meetings
  • (37:09) - Cracking Tough Nuts
  • (43:27) - Teaching Internet Safety
  • (45:04) - Kids Online Boundaries
  • (46:23) - YouTube Parental Controls Fail
  • (47:56) - Internet Safety Curriculum
  • (48:43) - Schools Lag Behind Tech
  • (51:01) - AI Adoption Timelines
  • (54:35) - Digital Decay and Link Rot
  • (56:27) - Indie Web and Collective Memory
  • (01:00:08) - AI Democratization Limits
  • (01:01:45) - Mouth Coding for Nonprofits
  • (01:06:08) - When Vibe Coding Breaks
  • (01:11:36) - Human Culture and Agency
  • (01:15:20) - Privilege Diversity and Consulting
  • (01:24:37) - Coffee Filter Discernment
  • (01:27:54) - Grateful Dead Community
  • (01:30:42) - Where to Find Abby
  • (01:31:28) - Closing Thanks
  • (01:31:50) - Morning Excitement Check

View episode transcript


Creators and Guests

Brad Frost
Host
Brad Frost
Creator, web designer & developer, teacher, consultant, speaker, writer, musician, & artist. Author of Atomic Design. Enthusiasm enthusiast.
Abby Covert
Guest
Abby Covert
An author, teacher and community leader in the field of information architecture. My work aims to make information architecture and sensemaking skills accessible to everyone.

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