If your job can be described with a template, a machine is coming for it. Christopher Penn is back with Kelly Booz and Sari Beth Rosenberg for a conversation about what career readiness actually looks like in 2026 — and the answer is not what most schools are teaching.

Chris walks through Stanford's latest data on AI adoption in schools worldwide (spoiler: Indonesia is at 95%), shows which job fields are shrinking and which ones AI can't touch, and drops a stat that should make every educator pause: 60% of education tasks can be consumed by AI. Then he flips the script and shows how students can use deep research tools to run their own job searches, prep for interviews — including hostile ones — and even build companies from their parents' basement with agentic AI.

But first: the internet confidently roasted a real Monet thinking it was AI, Elon lost a $134 billion lawsuit in less time than a lunch period, 10% of teens say almost all their schoolwork is AI, someone hacked Canvas during finals week, and Google announced you can now deepfake yourself. It's May.

Sari Beth brings the teacher perspective throughout — her students don't want robot teachers, they want human connection, and they're already interrogating what the point of the classroom actually is. That might be the most important thing in this episode.

🎓 Earn free PD credit for this session: https://sharemylesson.com/webinars/ai-educator-brain-career-readiness-students-future-work

📚 Join Share My Lesson (free): https://sharemylesson.com

🔗 Resources mentioned:

• Stanford Human AI Report Index (April 2026): https://sharemylesson.com/webinars/ai-educator-brain-career-readiness-students-future-work
• Indeed.com job demand data: https://sharemylesson.com/webinars/ai-educator-brain-career-readiness-students-future-work
• Chris's six-part job search prompt: https://sharemylesson.com/webinars/ai-educator-brain-career-readiness-students-future-work
• Chris's newsletter series on AI job searching: https://almosttimely.substack.com/p/almost-timely-news-how-to-find-a

Chapters:
00:00 Show Intro and Hosts
01:06 Webinar Format and PD Credit
02:12 Welcome and Session Setup
03:53 Chat Prompts and Agenda
05:52 AI Educator News Update
06:42 Monet Mistaken for AI
07:27 Musk Lawsuit and Teen AI Use
08:53 Deepfake Avatars and Brain Health AI
11:33 Canvas Hack and Cybersecurity Reality
13:27 Career Readiness Concerns from Educators
15:07 Stanford Data and K-12 Standards
18:46 Jobs Data and AI Exposure
24:03 Templates Make Work Automatable
26:17 What Humans Do Best in Class
29:35 Why School Still Looks Like a Factory
31:11 Teaching Deepfake Detection Like Spies
33:00 Deepfakes and Media Trust
33:47 Teach AI Early
34:56 Screen Native Students
35:38 AI Proof Assessments
37:13 Where Jobs Are Now
38:32 Deep Research Job Search
40:46 Interview Prep with AI
46:01 Networking Side Door
49:30 Entrepreneurship with Agents
53:10 What Skills Stay Human
54:29 Sandboxing AI Agents
58:33 Classroom AI Honor Codes
01:00:36 AI Amplifies Everything
01:01:31 Wrap Up and Next Steps

Hosts: Kelly Booz & Sari Beth Rosenberg Guest: Christopher Penn From: Share My Lesson at the American Federation of Teachers