SIG AI Training Program
AI Training Built for
Technical Program Managers
and Scrum Masters
Not a general AI literacy course. A six-track program built around one question: what does your role actually look like when AI handles the work that doesn’t require you?
Why This Program Exists
Most AI training misses the point for TPMs and Scrum Masters.
General AI literacy builds awareness. This program builds capability — the ability to redesign how you work, not just do the same work faster.
Tool walkthroughs without workflow design
Knowing how to use Claude is not the same as knowing how to integrate it into your operating rhythm. Most training stops at the demo.
Generic prompts that don’t fit your role
A RAID log prompt written for a software developer is not the same as one built for a TPM managing a PI with five teams and a tight June deadline.
No mindset shift, just faster execution
Practitioners who skip the cognitive reframe become copy-paste users. They’re marginally faster and equally replaceable. That’s not the goal.
No governance, no accountability
AI output in a steering committee deck without verification is a liability. This program closes with the governance habits that protect your credibility.
The Core Framework
The TPM Value Ladder
Every task in program management maps to one of four tiers. The shift this program produces: AI owns Tiers 1 and 2. You operate at Tiers 3 and 4.
The Curriculum
Six tracks. Twenty-four artifacts. One operating shift.
Every track includes a facilitator guide, participant workbook, slide deck, and a Miro board specification. All labs use real program data — not hypotheticals.
Rethinking the TPM Role in an AI-Native World
The foundational mindset session. Introduces the TPM Value Ladder, the three AI failure modes, and the new operating model. No tools — this session is about the cognitive reframe that makes every other track more effective.
Claude Foundations for Program Management
Six labs. Six real outputs. Participants build their personal prompt library using their own program data — status reports, RAID logs, meeting synthesis, event prep, and iterative prompting practice. Every participant leaves with 8 to 10 tested keeper prompts.
AI-Augmented Scrum Mastering
SM-specific application: event prep kits, multi-sprint retrospective pattern analysis, impediment escalation narratives, team health synthesis, and a personal coaching prompt library. Runs concurrently with Track 04.
Agentic AI for Program Operations
From using AI to deploying it. Participants build multi-step agentic workflows: status intelligence, PI planning analysis, Jira and Confluence integration via MCP, dashboard overlays, and a Monday morning operating rhythm that runs before 9 AM.
AI-Powered Stakeholder & Executive Communication
Audience calibration, escalation narrative construction, steering committee prep in 30 minutes, and sensitive message drafting through roleplay. AI handles the first draft. Human judgment handles the relationship.
AI Governance for Program Teams
The closing session brings the full cohort back together. Covers output verification, data sensitivity rules, the five-step pre-send habit, and team usage policy drafting. Participants leave with a governance identity, not just a policy document.
What Gets Built
24 workshop-ready deliverables.
Every artifact is SIG-branded, client-customizable, and production-ready. Reusable across cohorts.
Who This Is For
Built for practitioners. Scaled for organizations.
This program is relevant whether you’re looking to upskill yourself or develop an entire program management function.
Technical Program Managers
- You spend more time assembling data than using it
- Your Monday morning is eaten by status work
- You want to spend more time on relationships and strategy
- You have Claude access and don’t know how to get value from it
Scrum Masters & RTEs
- Event prep takes 1 to 3 hours per sprint
- Your retros keep covering the same ground
- Impediment escalations lack narrative and urgency
- You want more time for team coaching
PMO Leaders & VPs of IT
- Your teams have AI tools but no structured training
- AI usage is inconsistent and ungovernanced
- You want a repeatable program you own
- You need ROI visible within 30 days of training
Agile Transformation Leaders
- You’re running a SAFe transformation and need AI capability built in
- Your ARTs are mature enough to absorb this level of change
- Governance is a board-level conversation at your organization
- You want a certified, expert-facilitated program
What Clients Say
SIG adds value on day one.
The team was nearly crying with relief from the clarity that Stephens Insight Group provided!
Highly skilled at driving outcomes, Stephens Insight Group started adding value on day one!
If you are wondering if Stephens Insight Group can help you, I highly recommend you reach out to start a conversation.
Common Questions
What you need to know before you book.
Do participants need to have Claude before the workshop?
Yes for Tracks 02 and above. Claude.ai access is required for labs. A free Claude account is sufficient for most exercises, though a Pro subscription improves the experience. We’ll share setup instructions in advance.
Can we run only some of the tracks?
Yes. Tracks 02 through 06 can be delivered independently. Track 01 is strongly recommended as a prerequisite for any other track, as it provides the mindset foundation. We’ll work with you to design the right sequence.
Is this relevant for organizations not using SAFe?
Absolutely. The program is built on general program management and Scrum practices. SAFe terminology appears in examples but the skills transfer directly to any scaled agile, waterfall-hybrid, or enterprise delivery environment.
Can the materials be customized for our organization?
Yes. For enterprise cohorts we offer light customization — client logo, relevant data scenarios, and terminology alignment. Full brand customization is available under the Train the Trainer license.
How long does the full program take to deliver?
The full six-track program is designed for delivery over two to three weeks, with tracks spaced to allow participants to practice between sessions. Intensive formats (back-to-back days) are available for off-site engagements.
Who facilitates the sessions?
All sessions are facilitated by Dr. Josh Stephens or SIG-certified facilitators. You will not work with a contractor reading from a script.
Ready to accelerate value
through your program team?
Book a 30-minute conversation with Dr. Josh Stephens. We’ll talk about your team, your timeline, and whether this program is the right fit.
Schedule a Call