Train Your Team to Become AI Superusers in 5 Days
A fast-track system to move your team from experimenting to excelling.
Not a team? Check out individual plans .
Where Teams Go from Using AI to Leading with It
Here's the truth: You think your team has figured out AI because they use it regularly. They haven't. You're leaving 10x on the table. Better outputs, structured systems, strategic applications you don't even know exist.
This challenge gets you that 10x in days.
Upskill with purpose
Build strategy, not dabbling. Turn everyday use into competence.
Shift mindset
Learn to see opportunities through an AI lens and apply insights to their work.
Lead with confidence
Teams feel ready to guide AI use across the organization. Grounded, aligned, and capable.
From the Field
- Day 1: Teams reflected on how their roles will be impacted by AI by 2027 and what skills will matter most.
- Day 2: Participants used personalization features, projects, and explored data analysis, voice, tool connections, and GPTs.
- Day 3: The CRAFT IT prompting method helped generate "much better results" turning scatter into strategy.
- Day 4: Learners assessed their recent prompts, catching persuasion traps and revising for neutral, evidence-based results.
- Day 5: Teams moved from single prompts to simple AI systems by building and testing repeatable workflows.
Teams are already leveling up. Yours can be next.
What Makes It Work
1. Delivered by email
Automated or self-paced
2. Interactive learning
Videos + mini-games to make it stick
3. Applied to their work
Action prompts tailored to their role
Want to see it in action? Preview Day 1 →
What Your Team Will Learn
In 5 days: Mindset shift, market clarity, tool command, responsible use, team momentum.
DAY 01 Your AI Advantage Starts Here Preview Day 1 ▼
In This Lesson
- Why it’s important to learn AI now and why this isn't a passing tech trend
- How AI actually works (in simple, non-techy terms)
- How AI is shifting work and career paths (and how to get ahead)
- The mindset shift that separates power users from passive users
Modules
- #1: The AI Tipping Point
- #2: How AI Really Works (LLMs Simplified)
- #3: How to Stay Relevant as Work Evolves
See how AI will impact your role and daily work by 2027.
What’s one way AI could realistically change your role by 2027? How do you plan to adapt?
DAY 02 AI Tools, Capabilities & Choosing the Right Model ▼
In This Lesson
- What today’s top AI tools are built to do
- Who AI leaders are and how they stack up
- How to push your tool beyond the basics and use it like a superuser
- Modules customized for ChatGPT, Gemini, or Claude
Modules
- #1: What AI Tools Actually Do
- #2: Cutting Through AI Noise
- #3: Become a [ChatGPT/Gemini/Claude] Superuser
Identify which AI platform features you want to try and create your plan to test them.
Which ChatGPT/Gemini/Claude feature or workflow did you try today? What was your experience with it?
DAY 03 The Art of AI Prompting (Get Better Results) ▼
In This Lesson
- Why AI gives weak outputs and how to fix them fast
- Use the "CRAFT IT" method to upgrade any prompt
- 4 prompting habits that separate superusers
Modules
- #1: Why AI Gives Bad Answers
- #2: Prompt Like a Pro
- #3: Leveling Up Your Results
Create a strategic prompt step-by-step using the CRAFT IT method, then take it for a spin with your AI tool.
Share your finished prompt or describe what you worked on. Were you satisfied with your results?
DAY 04 Avoiding AI's Biggest Pitfalls ▼
In This Lesson
- Why AI hallucinates and how to spot it
- How bias shows up in AI outputs (and what to watch for)
- The ethical and legal risks of using AI-generated content
- How to stay sharp and guide AI with intention
Modules
- #1: AI's Hallucination & Persuasion Problems
- #2: Unpacking AI Bias, Ethical, & Legal Risks
Paste a recent prompt you wrote into your AI to evaluate hallucination, bias, persuasion, and ethical blur. Rewrite it based on what you uncover.
What’s one bias, assumption, or AI habit you noticed and corrected in your prompt or output today?
DAY 05 Think Like an AI Composer ▼
In This Lesson
- How AI is reshaping roles, workflows, and team dynamics
- The traits that will define top performers (and future-proof careers)
- How to make your first strategic AI move and turn it into momentum
Modules
- #1: What's Next? The Future of AI at Work
- #2: Lead the Shift, Become an AI Composer
- #3: Your Next Moves
Shift from learning to leading: identify your first Composer Move and design a 1-hour AI experiment. Schedule it on your calendar.
What’s your Composer Move? When will you test it?
DAY 06 From Prompts to Processes: Designing AI Systems Optional - Pro ▼
In This Lesson
- Shift from one-off prompts to repeatable systems
- Learn how to be technical enough to design smarter processes
- Understand the six building blocks that make AI systems scale
- Apply the Augment → Automate → Agent model to choose the right approach
Modules
- #1: Prompting as a System, Not a Task
- #2: Becoming Technical Enough
- #3: Designing AI Systems
Map out your first AI system by determining the six AI system building blocks and decide if it should be augmented, automated, or agent-driven.
Describe the system you mapped today. What would it take to make it real?
BONUS Advanced Prompting Tactics Optional - Pro ▼
In This Lesson
- Build on your CRAFT IT skills to help you refine, stress-test, and strengthen your prompts
- Learn advanced thinking, structure, and iteration techniques
Modules
- #1: Meta-Prompting & Smarter Design
- #2: Structured Reasoning
- #3: Multi-Model Thinking
- #4: Prompting for Abstraction & Insight
- #5: Stress-Testing Prompts & Outputs
- #6: Prompt Chaining & System Workflows
Who This Is For
Non-Technical Teams
Teams already using AI that need alignment and a shared approach to improve consistency.
Managers and Training Leads
Leaders who want to raise team capability fast with structure, standards, and clear outcomes.
Teams Ready to Scale
Organizations looking to turn AI use into strategy and scale with confidence.
Why This Is Different
- Not another AI course. Built to be practical, curated, and directly useful. Not theory, hype, or someone selling their tool.
- Action-based learning. Prompts and reflections turn lessons into everyday behavior.
- Tailored by role. Adapts to each person's world so learning applies to their work.
- Built for real teams. Created by someone who's lived enterprise and understands how AI fits in.
- Judgment first. Builds confidence to use AI responsibly and strategically.
From the Creator
Hi, I'm Riley. I spent 12 years leading marketing and innovation strategy for Fortune 500 companies. When AI exploded, I realized most training was either too technical for busy professionals or too vague to help. I built this challenge for people like me: not technical, ambitious, and trying to use AI without adding confusion or wasting time.
Frequently Asked Questions
What outcomes can we expect in 5 days? ▼
By the end of the program, your team will move from experimenting with AI to applying it confidently within their roles.
Through daily reflection prompts and hands-on lessons, participants will:
- Develop a clear vision for how AI will impact their role by 2027
- Begin using advanced features within their chosen tool
- Build stronger prompting skills and create real, reusable prompts
- Learn to identify bias and apply responsible AI judgment
- Map an initial AI workflow to collaborate with technical teams
Each participant completes a pre- and post-program self-assessment to measure progress in understanding, confidence, and applied skill.
What’s included in the rollout? ▼
Each rollout includes everything needed to launch and manage the program internally:
- Kickoff kit with slides, templates, and internal comms materials
- Manager rollout guide with discussion prompts and tracking tips
- Daily email lessons with action-based reflections
- Team dashboard for progress and completion tracking
- Course dashboards with additional learning materials and playbooks
The kickoff is led internally by your team manager using the provided deck and materials, no external meetings required.
How do licensing and pricing work? ▼
Licensing is priced per seat and designed for teams of 10 or more. This ensures access to the full team dashboard, reporting, and rollout support.
- 5-Day Program: $200 per person
- 6-Day Program: $250 per person (includes Designing AI Systems + bonus Advanced Prompting Tactics module)
- Team license: 10+ seats
- Volume discounts: available for teams of 25 or more
- Smaller teams: partnerships under 10 seats can be discussed, though additional costs may apply
- Individual version: available here
Custom branding, tailored materials, or white-label versions are available for clients at additional cost.
How is progress tracked and managed? ▼
Managers receive a private progress dashboard, updated daily, showing:
- Completion rates by team member
- Self-assessment results
- Daily submission responses for each lesson
Team members receive automated completion emails and certificates after finishing all lessons.
The manager can monitor adoption, review submissions, and encourage follow-up discussions using the provided conversation prompts and rollout kit.
Is the program live or automated? ▼
The program is fully automated from kickoff to completion. Once set up is confirmed, lessons reminders deploy automatically, reflection data is logged to the dashboard, and completion certificates are sent to participants once they finish.
There’s no live facilitation or manual tracking needed. The experience runs in the background without needing to coordinate schedules.
How flexible is the pacing? ▼
The program can be completed over consecutive days or on a weekly cadence—whatever best fits your team’s workflow.
Lessons unlock immediately after launch and remain accessible at any time during the course window. Email reminders can be deployed daily or weekly, depending on your rollout preference.
Each team member can complete lessons individually or the team can host group sessions to go through them together.
Teams progress at their own pace while managers can track and encourage completion through the dashboard.
How do you handle security and data privacy? ▼
The program is hosted securely on ChasingNext.com and runs through Ghost’s passwordless email access system—no third-party logins or external integrations required.
Your team uses their own organization-approved AI tools (ChatGPT, Claude, or Gemini). No tool connections or credentials are collected.
We collect only participant email addresses, self-assessment scores, and reflection submissions for tracking purposes.
For details, see our Privacy Policy and Terms & Conditions.
Get your team confidently leading with AI in 5 days.
Get a rollout that turns your team into AI superusers, backed by kickoff support and progress tracking.
No long sales calls. Just tell us what you need and we'll send options.
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