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TheAI Executive Sandbox

Cohort 01Oct 2026 – May 2027

Applied AI for Leadership & Business Innovation

The AI Executive Sandbox: an eight-month, in-person cohort where leaders don’t watch demos. They build. Every 90-minute session ends with a working asset (a policy, a workflow, a pipeline, a prototype) you can deploy the next morning.

See the 8-session roadmapBefore Day 1 checklist

Keisha Solomon

Lead Instructor · EVOBRAND Concepts

The 90-minute run of show

Twenty-five minutes of framework. Fifty of building and stress-testing.

  1. The Brag Board · 10 min · Wins and troubleshooting from last month's build.
  2. Interactive Concept & Executive Framework · 25 min · The hook plus the month's strategy, live and unscripted.
  3. The Build Lab · 35 min · Everyone builds the tool live on their laptop.
  4. Peer Review & Stress Testing · 15 min · Pair up and try to break each other's work.
  5. Next Month Challenge & Adjourn · 5 min · The milestone to hit before the next session.
Monthly sessions
8
Minutes, all hands-on
90
Working assets built
7
Coding required
0

The method

Built to be used, not just attended

Most AI training ends with notes. This cohort ends every month with something running in your business.

  1. 01

    Active over passive

    No lecturing off slides for hours. Sessions are rapid-fire and experiential, tied to the friction you face at work.

  2. 02

    Gamified builds

    Every session has a hook: a duel, an escape room, a pitch round. You learn by doing, and by trying to break each other's work.

  3. 03

    Zero fluff, immediate ROI

    Every month ends with a finished, working asset you can deploy the very next morning.

How the Sandbox compares with a typical AI workshop
AspectTypical AI workshopThe AI Executive Sandbox
Session formatSlides and demos you watchLive builds on your own laptop
PracticeHomework you may never doPeer stress-testing inside the session
ContentGeneric tool toursYour workplace friction log drives the labs
Monthly outcomeNotes and a certificateA working asset: policy, workflow, pipeline or prototype
RiskReal data pasted into public modelsSanitized data and safe harbor rules from day one

Oct 2026 → May 2027

Eight sessions. Seven working assets. One showcase.

Each session pairs a hook, a strategy framework and a live build lab. Filter by focus area and open a session to see what you'll build.

Filter by focus

Showing 8 of 8 sessions

  1. The hook

    “The Prompt Duel”

    Raw, basic instructions go head to head with advanced, persona-driven prompts. The outputs are judged live on screen.

    Hands-on lab

    Build Your Executive Digital Twin

    Program a persistent workspace with your background, voice, communication style and business constraints, so you never start a conversation from scratch again.

    Core topics

    • Generative AI vs. traditional automation: cutting through the hype
    • The anatomy of a high-leverage prompt: context, role, constraints and feedback loops
    • Cognitive offloading: the repetitive mental tasks that drain 30–40% of an executive's day
    • Finding operational bottlenecks and high-impact use cases

    Tangible takeaway

    AI Readiness Audit

    A personal AI Readiness & Opportunity Audit for your business or role, plus a role-calibrated AI system ready for daily email drafting, meeting synthesis and decision analysis.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  2. The hook

    “The Security Escape Room”

    In pairs, review realistic mock employee prompts and hunt for data leaks, copyright traps and implicit bias.

    Hands-on lab

    The Policy Sprint

    Draft a straightforward one-page Safe Harbor AI Guide for internal staff and contractors.

    Core topics

    • Safe harbor rules: protecting customer data, proprietary formulas and internal documents in public models
    • Ethical implementation and bias mitigation in client-facing and regulated settings
    • Digital accessibility and fairness: keeping AI-assisted communication inclusive
    • IP and confidentiality when using third-party models

    Tangible takeaway

    Safe Harbor Usage Policy

    An executive-approved Organizational AI Usage Policy tailored to your sector: acceptable tools, data boundaries and escalation paths.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  3. The hook

    “The Tedium Audit”

    Everyone writes down their single most annoying, repetitive task, and the room competes to solve or eliminate it with AI.

    Hands-on lab

    Build an Executive Triage Workflow

    Set up a template that ingests messy agendas, notes or customer emails and returns prioritized action items with deadlines.

    Core topics

    • Inbox triage, calendar planning and meeting synthesis
    • Document dissection: contract extraction, vendor invoice comparison, policy translation
    • Managing AI output: verifying accuracy, catching hallucinations, fact-checking
    • Maximizing personal productivity without breaking corporate tool limits

    Tangible takeaway

    Executive Triage Workspace

    A working Triage Assistant template that returns an estimated 3–5 hours per week.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  4. The hook

    “The Zero-Touch Lead”

    Watch a client intake form qualify a lead, update records and draft a custom response without a single manual click.

    Hands-on lab

    The Mini-Automation Pipeline

    Configure a live automated trigger, such as customer request routing or a follow-up sequence.

    Core topics

    • Trigger-based automation: connecting forms, spreadsheets and email with accessible no-code tools
    • Layering AI onto legacy workplace tools without expensive overhauls
    • Routine process optimization: invoicing, customer inquiries, lead qualification

    Tangible takeaway

    Operational Trigger Pipeline

    An operational automated intake or routing workflow deployed for your business.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  5. The hook

    “The Imposter Test”

    Three versions of one article: human-written, generic AI, and voice-calibrated AI. The room votes on which is genuine.

    Hands-on lab

    Brand Voice Calibration

    Feed past speeches, newsletters or emails into your AI workspace to extract and save a distinctive brand style matrix.

    Core topics

    • Thought leadership vs. robotic fluff: infusing lived experience into AI-assisted writing
    • Multi-modal repurposing: one voice memo becomes a 30-day multi-channel calendar
    • Using image, voice and video synthesis safely and effectively

    Tangible takeaway

    Brand Knowledge Base & Content Calendar

    A reusable Brand Voice Bible and a draft 30-day editorial campaign, ready to publish.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  6. The hook

    “Concept to Mockup in 20 Minutes”

    Take an idea from conversation to interactive prototype in real time.

    Hands-on lab

    Interactive Asset Build

    Build a live prototype of a customer feedback portal, landing page or interactive event guide.

    Core topics

    • Demystifying tech builds: AI-generated wireframes, customer portals and landing pages
    • Customer touchpoints: chatbots, FAQ automation and interactive intake forms
    • Scoping tech partners: evaluating developer estimates and avoiding overpaying for routine builds

    Tangible takeaway

    Interactive Intake / Prototype Mockup

    A functional, shareable interactive prototype or digital asset link.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  7. The hook

    “The Shark Tank Dry Run”

    Peer-to-peer two-minute pitch rounds to pressure-test every capstone project before graduation.

    Hands-on lab

    Capstone Polish

    Fine-tune prompt setups, automations and presentation decks with one-on-one troubleshooting.

    Core topics

    • Overcoming organizational inertia: guiding hesitant teams through adoption
    • Measuring ROI: time saved, response times shortened, operational dollars preserved
    • 30-60-90 day deployment roadmaps after the cohort ends

    Tangible takeaway

    Stakeholder Capstone Package

    A completed capstone project and executive AI strategic plan, ready for stakeholder demonstration.

    90-minute run of show

    1. 00:00–00:10

      The Brag Board

    2. 00:10–00:35

      Interactive Concept & Executive Framework

    3. 00:35–01:10

      The Build Lab

    4. 01:10–01:25

      Peer Review & Stress Testing

    5. 01:25–01:30

      Next Month Challenge & Adjourn

  8. The hook

    “Peer Awards”

    Cohort-voted recognitions such as Biggest Time Saver, Most Creative Automation and Best Governance Champion.

    Hands-on lab

    Lightning Presentations

    Five-minute live demonstrations of each participant's working AI project.

    Core topics

    • Lightning demos: the operational problem, the solution you built, the measurable impact
    • Peer feedback on scalability, governance and long-term sustainability
    • Future-proofing roadmap for next-generation tools

    90-minute run of show

    1. 00:00–00:10

      Welcome & Opening Remarks

    2. 00:10–01:10

      Capstone Lightning Demos

    3. 01:10–01:20

      Future-Proofing & Strategic AI Roadmap

    4. 01:20–01:30

      Peer Awards & Graduation

Lead Instructor

Keisha Solomon

EVOBRAND Concepts

Keisha Solomon leads a practical, ethical and accessible approach to AI for local leaders, entrepreneurs and organizational teams: tools that save time and improve operations, taught through live builds instead of lectures.

Before Day 1

Arrive ready to build

Five things to bring and set up before October 16, so the first session is spent building, not signing up.

Open the interactive checklist

Bring to every session

  • Your laptop and charger

    Every session is an interactive build lab. Tablets and phones alone don't give you enough flexibility for the exercises.

  • A "Workplace Friction" log

    Track repetitive, time-consuming tasks such as inbox triage, recurring communications, agendas or data re-entry. The labs target these directly. You can keep it right in your participant dashboard.

Pre-course tech checklist

  • A primary AI account: ChatGPT and/or Claude

    A free or Plus/Pro account works. A paid plan unlocks advanced reasoning models, project workspaces and custom agents, but isn't required for Day 1.

  • A Google account

    Used for shared cohort resources, session prompt sheets and collaborative templates.

  • Access to your everyday business tools

    Word/Excel, Google Docs/Sheets or your email client, so you can plug what we build straight into your daily flow.

Our promise

Confidentiality & Safe Harbor Pledge

You will never be asked to put proprietary customer records, confidential health details or private financial accounts into unapproved public models during class.

  • Confidentiality first

    No live exercise requires real proprietary data. If it isn't yours to share, it stays out of the model.

  • Sanitized data, always

    You'll learn to sanitize documents and build custom guardrails, so organizational compliance and privacy standards stay intact.

  • Your work stays yours

    Deliverables are shared only with the instructor. Everything you record on this platform is visible to you and Keisha alone.

Bring one real problem. Leave with a working solution.

Registered participants use the portal to log workplace friction, submit deliverables and track their path to the May 11 showcase.

Create your participant accountSign in