Back to Digests Week of May 24 - May 30, 2026

Week of May 24 - May 30, 2026

Short holiday week — Memorial Day Monday. Tuesday is the load-bearing day: the ISTE↔SAL meeting (Isabelle, Josh, Jessica Rami + Joseph South & Jessica Garner from ISTE) lands at 10am — the meeting that’s been a “waiting on Alissa” item finally on the calendar — followed by AS:DE at 11am. Thursday has the regular Josh 1:1 plus the Crystal Springs AI Literacy debrief (Preetha, Sarah Levine, Christine Bywater — note Christine is 46 days cooling, this is the natural re-touch). End-of-month: Airtable run + Strategic Horizon refresh both due this week.

Weekly Focus

From Q1 goals, end-of-month cadence, and carryover from last week

  • ISTE↔SAL meeting Tue 10am. The Jessica Rami + Isabelle + Joseph South/Jessica Garner convening — first time this group is in a room since the Feb partnership thread. Go in knowing where ISTE Live 2026 stands (locked, session submitted) and what the next-steps ask is.
  • End-of-month close-out. Run /monthly-airtable (last week of May) and the Strategic Horizon refresh that’s been overdue since April. Both are end-of-month cadence — knock them out together.
  • GPS retrospective — keep the iteration moving. Draft was exchanged with Josh at the May 21 1:1. Whatever the next-round cadence landed on, keep it warm toward the June 30 submission. Thursday 1:1 is the checkpoint.
  • Clear the carried operational debt. Strategic Huddle (May 12) running-notes still unfiled (now 14 days). Cyan DeVeaux — commit (Kerns + Tech Interactive intros) or formally pause. Egencia DCI June 5 booking. Receipts to Moraima. Stop rolling these.

Daily Log

Sunday, May 24

  • —

Monday, May 25

  • Memorial Day (holiday). No work scheduled.

Tuesday, May 26

  • Not yet recorded — ISTE↔SAL 10am, AS:DE 11am.

Wednesday, May 27

  • Not yet recorded — no work meetings. Good focus day for Airtable / Strategic Horizon.

Thursday, May 28

  • Not yet recorded — Josh 1:1 10am, Crystal Springs AI Literacy debrief 3:30pm.

Friday, May 29

  • Not yet recorded — Weekly Personal Review 2pm.

Saturday, May 30

  • —

This Week’s Calendar

Stanford work calendar only. Personal-calendar items (River, 100x, Sage Stage, NeoLens, Trevor, CAP) intentionally omitted.

Day Time (PT) Event Notes
Mon — Memorial Day Holiday.
Tue 10:00 AM ISTE ↔ Stanford Accelerator for Learning Isabelle (organizer), Josh, Jessica Rami, Joseph South & Jessica Garner (ISTE), Reuben. The long-awaited group convening. 30 min.
Tue 11:00 AM AS:DE Meeting Josh, Joe. Weekly. Surface Strategic Horizon update (end-of-month cadence).
Wed — (no work meetings) Best focus block for Airtable + Strategic Horizon.
Thu 10:00 AM Josh ↔ Reuben 1:1 Weekly. GPS retro next-round checkpoint.
Thu 3:30 PM Crystal Springs AI Literacy — Internal Team Debrief Preetha Menon (organizer), Sarah Levine, Tammy Wu Moriarty, Christine Bywater, Reuben. 30 min. Christine re-touch (46 days cooling).
Fri 2:00 PM Weekly Personal Review Recurring.

Light week. Tue is the only dense day. Wed wide open — protect it for end-of-month work.

Key Upcoming (Beyond This Week)

Date Event Prep Needed?
Jun 5 DCI Celebration Flash Lab (~50 people) Yes — Egencia booking window is closing. Book this week. Josh attending; night-before logistics in flight.
Jun 8–12 Tech feasibility scan window (Jessica Tsang + Josh) Confirmed except Jun 8 (Josh anniversary).
End of Jun ISTE Live 2026 — session Wed Jul 1, 9–10:30am (Reuben + Josh) Co-presenter logistics. Tue’s meeting may surface next steps.

Action Items Status

Critical This Week

  • End-of-month Airtable run (/monthly-airtable) — last week of May. Best on Wed.
  • Strategic Horizon refresh — overdue since April (5+ weeks). Pair with Airtable run Wed; surface at AS:DE Tue.
  • Egencia booking for DCI June 5 — window narrowing, book this week.
  • File Strategic Huddle (May 12) running-notes — carried 14 days now. ~15-min job.
  • Cyan DeVeaux — commit (Kerns + Tech Interactive intros) or formally pause. No more rolling forward.
  • Egencia + Dev Day receipts → Moraima + STAP reimbursement (parked since May 1).

In Progress

  • GPS retrospective — iterate post-May 21 exchange toward June 30 submission
  • German Build-a-Bot integration (Christian Haake / NLQ)
  • SofIA security doc → Sergio + Micaela; auth flow + database schema design
  • DCI June 5 Flash Lab scoping
  • Draft 3-year Accelerator anniversary emails (Josh, Kristen, Cathy, Isabelle)
  • Audit mybook.fyi Airtable — cross-reference emails with Wen
  • Add Quoted Impact entries to Airtable (sofIA, Dan/Josh Q2, Shaping the Narrative, Efface launch, Cathy book chapter)

Waiting On Others

  • Josh: GPS retro next-round draft, Flash Lab cost sheet review (sent May 6), DCI June 5 night-before logistics, Darcy one-pager feedback thread
  • Darcy: One-pager + tear sheet feedback (sent May 11)
  • Brooke (OTL): Geoff Cox + YouCubed contract precedent
  • Marily / Caitlin: IRB feedback on Health Coach Bot
  • Wen Ma (MyBook): reply still owed from Reuben’s side

Carried From Last Week (May 17–23)

  • Strategic Huddle (May 12) running-notes filing — still open
  • Cyan DeVeaux intro chain — now 5+ weeks rolled forward
  • Reply to Anthony Pollina — review his AI lesson plan
  • Weigh in on Efface/Privacy Office thread
  • Draft CRM survey questions — hanging since Mar 5
  • Follow up with Vanessa Monterosa (NewSchools)
  • Create Flash Lab inventory document (basic vs deluxe)
  • Follow up on Jessica Tsang’s “big new grant” with Kristen Pilner Blair

Week’s Accomplishments

Cumulative list, updated as the week progresses

  • ISTE↔SAL meeting Tue
  • AS:DE Tue
  • Josh 1:1 Thu
  • Crystal Springs AI Literacy debrief Thu

Decisions Made

(Updated as the week progresses)

Cooling Connections

Auto-surfaced from etl_cooling at 21-day threshold. Reuben decides re-engage / check in / drop.

Auto-resolving this week:

  • Christine Bywater — 46 days. The Crystal Springs debrief Thu 3:30pm is a natural re-touch; no separate outreach needed.

High-priority (active collaborators, real project ties):

  • Marily Oppezzo / Michele Patel — 63 days. Health Coach Bot. IRB feedback still owed from them. Suggest: a “still on my list, where are you?” nudge.
  • Victor Lee — 96 days. Faculty Partner, AI+Education. Long silent. Suggest: low-stakes ping (ISTE update, newsletter share).
  • Rachel Wolf — 71 days. Last active March recs thread. Suggest: drop unless concrete surfaces.

Lower-priority / situational:

  • Wen Profiri — 90 days. mybook.fyi audit (carried action) is the natural re-engagement vector.
  • Ana Saavedra — 105 days. Colombia chatbot wrapped Feb. Likely clean dormant.
  • Joseph South / Jessica Garner — 90 days. ISTE-side — both attending Tue’s meeting, so this auto-resolves.
  • Bernardo Silveira / Preetha Menon / Victoria Delaney — 96 days. Preetha re-touches via Crystal Springs Thu. Others: drop unless surfaced.
  • Vanessa Monterosa / Anna-Lena Neurohr — 117–118 days. Vanessa on the Carried list already. Anna-Lena: drop unless surfaced.

Stories/Impact to Capture

Candidates for Airtable or quoted-impact.md

  • ISTE↔SAL Tue meeting — first full-group convening since Feb. Watch for [BRIDGE-BUILD] / partnership-momentum signal; capture next-steps.
  • Crystal Springs AI Literacy debrief Thu — cross-project / cross-faculty pattern (Preetha, Sarah Levine, Christine). Watch for [BRIDGE-BUILD].
  • GPS retrospective exchange (May 21 Josh 1:1) — the R/R/R-as-narrative-grammar work is a [STUDIO-BUILD] / strategic-thinking moment. Capture once the draft settles.

Carried to Next Week

(Updated at end of week)

Created: 2026-05-26 (Tuesday). Short holiday week — Memorial Day Mon, Tue is the dense day (ISTE + AS:DE), Wed wide open for end-of-month work, Thu has the 1:1 + Crystal Springs debrief. End-of-month Airtable + Strategic Horizon refresh are the cadence items to clear.

Source: week-of-2026-05-24.md