PlanGuardShip

Mentorship for teams building with AI agents

Vibe coding gets demos.
We get you to production.

Live sessions, practitioner guests and a members' library that grows every week. Seasoned leaders help your team build the plans, guardrails and habits that make AI agents trustworthy, and stay with you as the tools change.

Watch free: Vibing with Trust Bring this to your team

The gap

The demo worked. Then it met real code.

  • "Done" that isn't. The agent reports success; its tests don't test anything.
  • Access nobody approved. Secrets in prompts, agents with keys to everything.
  • Code nobody owns. PRs pile up, and leadership asks if it's safe.
01 · PLAN Specs an agent can build from Context, acceptance criteria and hard boundaries before a line is written.
02 · GUARD Evidence, not claims Verification gates, threat models and risk maps. Treat the agent as an unreliable narrator.
03 · SHIP Production your team can stand behind Clear ownership, evidence for release, and accountability for what runs in production.

Guests & the members' library

Real practitioners, all year round. A library that compounds.

Our guests answer one question live: what broke, and what did you change? Every session is recorded, and the practices in it become playbooks and templates.

[Guest name] · [Head of Engineering, Company] What changed when we gave agents access to the repo
[Guest name] · [Product Lead, Company] A PM told to build: from prototype to something we could ship
[Guest name] · [CTO, Company] What I tell my board about AI agents
New guests added all the time · see all guest conversations →
The members' library Organized by topic, tool and format. New items every week.
All Plan Guard Ship Leadership & policy Guest conversations GitHub Copilot Claude Code Cursor + more topics
TEMPLATE · PLANAgent-ready spec templateAcceptance criteria and hard boundaries
CHECKLIST · GUARDPR review for agent-written codeWith a 10-minute walkthrough
PLAYBOOK · GUARDSecrets, sandboxes and permissionsSetting up coding agents safely
TEMPLATE · GUARDThreat model & risk mapFill-in version from the series
POLICY STARTER · LEADERSHIPAI agent policy for a small companyEditable, one page
RECORDING · GUEST[Guest]: what broke, and what we changedFull session + clips by topic
BRIEFING · MONTHLYWhat changed in AI tools: [Month]And what it means for your guardrails
GUIDE · TOOLSRules files for Copilot, Claude Code & CursorSide-by-side starter set
Showing 8 of [N] items · every session adds recordings, clips and templates Browse the full library →

Membership · founding prices

Start free. Stay for the long run.

  • Ship with evidence, not vibes. Specs, gates and threat models become habit.
  • Answer "is it safe?" with a risk map and a one-page readout.
  • Never figure it out alone. Peers and mentors who stay current with you.
ANYONE · SELF-SERVE Vibing with Trust + the Guide Free On-demand video and the PlanGuardShip Guide. Start today, no schedule. Get free access
PMS & SENIOR ENGINEERS Trust Before You Ship $995 founding
  1. Workflow map & readiness scorecard
  2. Your first agent-ready spec
  3. Verification gate plan
  4. Threat model, risk map & leadership readout
4 live 60-min sessions + office hours. Standard $1,500 · team of 3 $2,500. Request a seat
GRADUATES & PRACTITIONERS Practitioners Circle $99 / month Live sessions and guest conversations, the full library, ask-a-mentor and the peer community. Join the waitlist
ENGINEERING MANAGERSPrivate team cohort: your team, your code, up to 15
From $15,000
EXECUTIVES & FOUNDERSExecutive briefing: what's real, what to govern
From $5,000

Your mentors

Decades of shipping software that had to be trusted.

Phillip Swan Chief Product & Go-to-Market Officer, The AI Solution Group Decades across engineering, product and sales, with senior roles at Microsoft and several startups. Helps teams make confident, defensible decisions about AI. ASK ME ABOUT: GO-TO-MARKET · ENGINEERING · RESPONSIBLE AI
W.T. Arnold Founder & Principal Consultant, Cuespan Two decades of program management, product delivery, customer success and consulting at Cisco, AT&T and BSQUARE, including a multi-year AI/ML predictive-maintenance program for Kenworth and Peterbilt trucks. ASK ME ABOUT: PROGRAM MGMT · PRODUCT MGMT · CUSTOMER SUCCESS · CONSULTING
Tim Sinclair Founder, TrueRock.AI 3+ decades of product engineering leadership at Microsoft: Defender antimalware, System Center/Intune, enterprise data management, data science and AI architecture, embedded observability, MSP multitenant solutions, and Microsoft.com. Now a full-stack engineer at TrueRock.AI. ASK ME ABOUT: GUARD · SECURITY · SCALE

Joined regularly by guest practitioners. Want to be a guest?