From the Classroom to Silicon Valley - and Back
A Silicon Valley insider (ex-Apple, LinkedIn, and Google) and one of OpenAI's first launch partners for ChatGPT, Jeremy Schifeling started his career where you are: in the classroom, as a teacher in Philadelphia and New York City.
He recently brought it all back to K-12, training an entire 36-campus GEAR UP grant across 16 districts - program staff, campus facilitators, students, and families.
Everything below comes straight from those sessions, and it works for any K-12 program: in school, after school, or beyond. No theory, no slideware - your team builds real things, live. Read on to see what's possible!
Working Efficiently:
Get Your Time Back
Whether you're running a school, a district initiative, or an after-school program, you know the drill: the mission is huge, the team is small, and the to-do list never ends.
This session goes straight at the tasks eating your week - live on screen, working in your actual tools (Outlook, Word, Canva, ChatGPT, Copilot):
- Professional, error-free emails in minutes - with you as editor-in-chief so it's always YOUR voice - plus flyers that used to take an afternoon, done before your coffee gets cold
- The end of scheduling ping-pong - a booking workflow that lets partners, districts, and vendors grab time on your calendar without a single back-and-forth email
- A survey summarizer that turns raw results into graphs and impact summaries you can send back to your sites the same day
- Smart forms that route requisitions, vendor onboarding, and approvals automatically - no more chasing signatures down the hallway
- A task-tracking system that gets everything off the Post-its and into one organized place your whole team can see
Our facilitators were raving about all the tools you provided for them.
— GEAR UP Program Director | Region One ESC
Working with Schools:
One Team, Every Campus, Zero Bottlenecks
When your program spans multiple schools or sites, every event means a dozen versions of everything - flyers, emails, checklists, schedules. For the GEAR UP team, it was 36 campuses across 16 districts. In this session, your team watches that problem disappear in real time:
- Build a custom event-planning app in minutes (no code, totally free) that generates a week-by-week countdown checklist, a warm bilingual parent invitation, and a student packing list for any field trip or event - then share one link so every site runs on it all year
- Turn ONE flyer design into a custom flyer for every single school in one click - each with its own date, check-in time, and contact
- Paste your AI-generated checklist into a live team board where every line becomes its own card with owners and due dates - so the board IS the status meeting and nobody has to ask "where are we on the buses?"
- Feed your post-event survey into AI and get back before/after charts by school, the top three themes from open comments with a representative quote for each, and a five-sentence summary your director can paste straight into the grant report
- Plus the one rule that makes every principal breathe easy: real student names, IDs, and family details NEVER go into any AI tool - that guardrail is built into every workflow
Working with Families:
Every Parent Hears You in Their Own Language
Families say yes when the invitation speaks their language - literally. This session turns your team into a family engagement machine, no interpreter budget required:
- Record a 60-second video invite on your phone and watch AI transform it into YOU speaking fluent Spanish - your own voice, lips matching - so families hear about your event from a face they already trust
- Run a fully bilingual family night with one QR code at the door - you speak normally at the front of the room while every family follows along live in their language on their own phones
- Generate a warm, family-friendly meeting deck - every key line in two languages - in about 90 seconds, then present it straight from a share link (no file, no projector drama)
- Turn your event recap into a two-host podcast in English AND Spanish that goes out to the families who came and the ones who didn't - because the story of this event is your best recruiting tool for the next one
- Translate the jargon - financial aid letters, program handbooks, permission forms - into plain language families can actually act on
Working with Students:
From "Day Off" to "My Future Starts Tuesday"
Students don't get excited about worksheets. They get excited about this:
- AI-drafted trivia games inside the 2D worlds your students are already obsessed with - except now they're competing over YOUR content: field trip facts, financial aid basics, science review, you name it
- An AI speech coach that lets students practice for the moments that matter - a college interview, a science fair pitch, a first hello to a mentor - with instant feedback on filler words, pacing, and confidence, zero embarrassment, and a score they'll re-record three times just to beat
- A custom class anthem with real vocals - students write the chorus about their big goals (being the first in the family to go to college, crushing the state tests, the big spring trip), AI sings their words back in a stadium-banger, and you play it LOUD on the bus - an identity moment no worksheet can touch
- And underneath the fun, the real lesson: students learn to use AI as a thinking partner for exploring their futures - not a shortcut machine - so they build mastery instead of dependency
Ready to Bring AI to Your Program?
Every session is one hour of action-packed content, live demos, and hands-on building with your team's real events and real sites. Want to go deeper? These same trainings scale up to 2-hour intensives, half-day PD workshops, or a multi-week program with weekly check-ins - and can even include a certification assessment with digital badges your team can share on LinkedIn!
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