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Enterprise & Mobile Edition — March 2026

The AI Enthusiast

Trellis Governance · Claude Dispatch · Agent Ecosystem · Playground · Claude vs OpenAI
Irv Cassio • AI Enthusiasts Group • March 2026
01 — GREG MILLER

Claude Code Is Powerful — But Stateless

Every session starts from scratch. Decisions, error patterns, and domain insights vanish when you close the terminal.

1
Invisible costs
No per-session breakdown until the bill arrives
2
Context resets
Every decision, error pattern, and domain insight vanishes when you close the terminal
3
Agents go out of scope
Subagents touch files they shouldn't and use expensive models for cheap tasks
4
No guardrails
Force pushes, hard resets, and recursive deletes are one prompt away
5
Tribal knowledge
Each engineer's Claude knows different things about the codebase
02 — GREG MILLER

Context Rot Is Real

Output quality degrades well before the hard limit — and developers consistently overestimate AI performance.

60%
Output quality degrades at ~60% context utilization — well before the hard limit
Blake Crosley, 50 sessions study
65%
of developers report AI misses context during refactoring
Qodo 2025 Report
39pt gap
METR Paradox: Devs were 19% slower with AI, yet believed they were 20% faster
METR July 2025
+154%
PR size increase with 90% AI adoption. Also: +9% bugs, +91% review time
Google DORA 2025
3.8%
Only 3.8% of developers report both low hallucinations AND high confidence shipping AI code
Qodo 2025 Report
03 — GREG MILLER

Trellis

Governance Middleware for Claude Code — Hooks, Structured Knowledge, and Agent Ownership Rules

Greg Miller POS-Luxottica / POS-DevOps
H
Session Hooks
Fire at every key session event — start, tool calls, compaction, end
K
Persistent Knowledge
Shared team context: domain files, ADRs, error patterns, agent history
A
Agent Ownership
Frontmatter-declared paths and model tiers enforced at hook level
$
Cost Reporting
Per-session token and cost breakdowns — no surprise bills
/
Slash Commands
knowledge-sync, audit, standup, ADR, PR — all without leaving Claude
T
195 Automated Tests
62 hook + 9 cost + 12 contract + 112 integration tests
Azure DevOps dev.azure.com/POS-Luxottica/POS-DevOps/_git/trellis
04 — GREG MILLER

Hook Lifecycle

Session Start
Injects knowledge index, agent roster, process reminders
Session Start
Warns about knowledge files not updated in 90+ days
Before Every Tool Call
Blocks destructive commands
Enforces agent model tiers and file ownership boundaries
After Tool Calls
Prompts error logging; suggests push + PR after commits
After Subagents Finish
Prompts appending learnings to agent knowledge file
Before Context Compaction
Prompts graduating in-flight findings
Captures context before it's compressed away
Session End
Writes per-session cost report; warns if no knowledge was recorded
05 — GREG MILLER

Slash Commands

Knowledge & Maintenance
/knowledge-sync
Push local knowledge to org hub as PR
/knowledge-pull
Pull latest org knowledge from hub
/knowledge-merge
Resolve merge conflicts in knowledge files
/trellis-update
Update hooks and knowledge without leaving Claude
/trellis-audit
On-demand audit for documentation drift
/checkpoint
Capture session findings into knowledge files
Workflow & Reporting
/deep-dive
Structured architecture analysis
/standup
Generate standup from git + ADO activity
/adr
Record an architecture decision
/pr
Branch check, push, and PR creation
/token-report
On-demand cost report for current session
06 — GREG MILLER

Controlling the Spend

40-60%
Model routing + caching
60-80%
Full optimization (prompt + cache + cascade)
40-70%
Context reduction (20K → 8K tokens)
-60%
Specialized sub-agents (3-5 tools vs 20-30)
50%+
On-premise AI factory over 3 years (Deloitte)
Trellis-Specific Controls: Per-session cost reports · Model tier enforcement · Agent budget controls · Automatic cost warnings at session end
07 — IRV CASSIO

Community & AI Literacy

AI Literacy Day — March 27, 2026
ailiteracyday.org EDSAFE AI Alliance 150+ organizations
Cincinnati AI Catalyst event — Friday March 27, 6:30-8:00 PM EDT
The Hidden Chapter Bookstore, Fort Thomas, KY
Hosted by Kendra Ramirez and Helen Todd
YMCA of Greater Cincinnati — Friday March 27
“Made to Ask” (9-9:45 AM) · “Made to Think” (10-10:45 AM)
“The AI Doc” — Opens nationwide March 27
AMC West Chester 18 and other Cincinnati-area theaters
Cincinnati AI Catalyst
cincycatalyst.ai — Largest AI meetup in SW Ohio (150+ monthly)
Monthly at UC Digital Futures Building
Co-hosts: Kendra Ramirez & Helen Todd
Helen Todd — Creativity Squared podcast
“Friday Features” weekly newsletter by Carl Fraik
Cincy AI Week 2026
June 9-11 · Union Hall, Cincinnati
Leadership Roundtables, AI Summit, Women in AI & Tech, AI for Business
cincyaiweek.com
08 — IRV CASSIO

From the Field: Developer Tools

Four tools for individual developer control.

S
/statusline
Real-Time Session Awareness
Customizable status bar: model, context %, rate limits, cost
Color-coded thresholds — green/yellow/red at a glance
Shell script fed JSON from Claude Code
H
SSH MCP (Hive)
Secure Remote Agent Access
MCP server gives Claude SSH access to remote servers
Command allowlist with glob matching blocks danger
Full audit log — credentials never exposed to LLM
D
Claude Dispatch
Multiply Your Context
Turns your session into an orchestrator
Fans work to background workers with fresh context
Bidirectional communication for clarifications
P
/playground
Rapid Prototyping
One HTML file, zero dependencies — open in any browser
Interactive controls that update in real time
Config explorers, dashboards, presentations, prototypes
09 — IRV CASSIO

Interactive Playgrounds

Self-contained, single-file HTML applications that Claude builds on demand — explore, configure, and share without any setup.

P
What Is a Playground?
One HTML file, zero dependencies — open in any browser
Interactive controls: sliders, toggles, dropdowns that update in real time
Claude generates the entire thing from a single prompt
Works offline — share via email, Slack, or file drop
U
Use Cases
Config explorers — visualize settings before committing
Data dashboards — quick charts from JSON or CSV
Presentations — slide decks like this one, fully self-contained
Prototypes — UI mockups stakeholders can click through
UI Playground — interactive controls for theming and layout
UI Playground — live theming & layout controls
CLAUDE.md Explorer — structured config visualization
CLAUDE.md Explorer — structured config viewer
Try it: Ask Claude Code /playground — describe what you want to explore and get a working interactive app in seconds.
10 — IRV CASSIO

The Agent Ecosystem

Four pillars of Claude’s autonomous capabilities.

🖥
Claude Cowork GA Jan 2026
Desktop agent for knowledge workers
Built-in VM, browser automation, 11 open-source plugins
Full Windows parity
📱
Claude Dispatch NEW Mar 2026
Phone-to-desktop tasking
Scheduled recurring tasks, persistent memory
Zero setup — scan a QR code
🖱
Computer Use NEW Mar 2026
Click, scroll, type, navigate apps directly
Permission-first — asks before touching new applications
💻
Claude Code 350K+ DAU
1M+ merged PRs, Agent SDK, Skills, Channels
Code Review & Code Security shipping
11 — IRV CASSIO

Claude Dispatch

Launched March 17, 2026 · Research Preview — Phone-to-desktop tasking for Claude Code.

📱
Phone-to-desktop tasking
Assign work from your phone, Claude executes on your desktop
🔄
Async by design
Send a task and walk away, return to completed work
🧠
Memory across sessions
Remembers your preferences, project structures, workflows
📅
Scheduled tasks
Recurring automations like weekly reports built in
Zero setup
Scan a QR code, start dispatching in under 2 minutes
How It Works
1
Open Cowork
Launch Claude Desktop, enter Cowork mode
2
Scan QR
Click Dispatch, scan QR with your phone
3
Send Tasks
Assign work from anywhere via phone
4
Return
Come back to completed work on desktop
Note: Desktop must stay on — Dispatch is a remote control, not cloud compute. macOS only for now.

The Stack That Remembers

Context rot is measurable and starts at 60% utilization
Trellis: hooks + knowledge + agent ownership = consistent Claude behavior
Statusline, SSH MCP, and Dispatch give individual developers control
Playgrounds turn Claude into a rapid prototyping engine
Claude isn’t catching up — it’s building the infrastructure everyone else adopts
AI literacy is a community effort — get involved locally
irvcassio.com cincycatalyst.ai ailiteracyday.org creativitysquared.com

“Structure is what turns a powerful tool into a reliable teammate.”