Driftless for Conference — AI Coaching for Scrum Masters

About

Jira shows what happened. Driftless tells you what to do about it.

Driftless is AI coaching intelligence built specifically for Scrum Masters. It reads your Jira or Rally sprint board in one click and gives you actionable coaching insights grounded in the 2020 Scrum Guide and Agile Manifesto. No copy-paste. No setup. No credentials. Open your board, open Driftless, and go.

Built by a working Senior Scrum Master who got tired of spending 4-6 hours a day on admin work instead of coaching people.

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WHAT DRIFTLESS DOES

Driftless organizes 35+ tools into two categories that match how coaching actually works:

CLEAR THE PATH — The admin work that buries you
• Sprint Scan — Full coaching breakdown of your current board in one click
• Board Maturity Scan — 10-dimension scorecard (L1–L5) that tracks team growth over time
• Sprint Health Prediction — Where this sprint is headed before it gets there
• Sprint Stress Test — Carry-over risk scoring from historical patterns
• Blocker Scan — Every blocked item: who owns it, how long, cascade impact
• WIP Health Check — Little's Law analysis of your team's flow
• Standup Summary — Pre-built agenda with talking points from today's board state
• Scope Handler — Detects mid-sprint scope changes and quantifies impact
• Tech Debt ROI — Data-driven analysis of what tech debt costs your team per sprint
• Velocity Intelligence — Trend analysis with defect-adjusted velocity
• Cycle Time & Flow Health — Where work gets stuck and how long items actually take
• Backlog Health — Refinement readiness, estimation gaps, planning signals
• Stakeholder Summary — Copy-paste sprint update written for leadership

COACH THE ROOM — The human moments only you can handle
• People Pattern Coaching — Who needs a conversation today and why
• Retro Coach — Data-driven facilitation with opening questions and action prompts
• Standup Coach — Real-time coaching cues for your daily standup
• Refinement Coach — Session prep with estimation patterns and readiness signals
• Psych Safety Check — Safety signals from board behavior: unreported blockers, solo patterns, silent coping
• Silent Killer Detect — Risks the team isn't talking about but the board shows
• 1:1 Question Generator — Conversation starters based on each person's sprint data
• SM Attunement — Your own coaching self-check for the day
• Coaching Up — Translate developer language into executive language for leadership conversations

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THE HUMAN PLAY

Every tool output ends with The Human Play — the one irreplaceable action only the Scrum Master can take. Driftless handles the analysis. You handle the person. That's the whole point.

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SPRINT JOURNAL & MEMORY

Driftless remembers. The Sprint Journal auto-saves every tool output across sprints. The Memory tab stores persistent team context — absences, recurring patterns, capacity notes, team dynamics. This context feeds into every analysis, so Driftless gets smarter the more you use it. Run a Board Maturity Scan every sprint and watch your team's growth trajectory over time.

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THE CHAT TAB

Driftless isn't just tools. The Chat tab is your open coaching conversation. Ask it anything — sprint-specific analysis or general agile coaching questions. It knows when to use your board and when to just answer the question. Two modes, one tool, zero friction.

Try asking:
• "Who on my team is overloaded right now?"
• "Is this sprint recoverable?"
• "My team hates retros. How do I make them useful?"
• "How do I push back on velocity as a performance metric?"
• "Write me a sprint review summary for my director."

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GROUNDED IN THE FRAMEWORK

Every recommendation traces back to a specific Scrum Guide accountability or Agile Manifesto principle. This isn't generic AI advice. When Driftless flags a blocker pattern, it connects it to the SM's accountability to remove impediments. When it surfaces a sprint goal misalignment, it references the Scrum Team's shared commitment. The framework is visible, not hidden.

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WORKS WITH
• Jira (Cloud)
• Rally / Broadcom
• Azure DevOps
• Monday.com
• Asana

Board auto-detection reads your sprint board directly in the browser. API integration available for Jira and Rally for automatic velocity history.

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PRIVACY & SECURITY

Chrome MV3 architecture. No credentials required. Board data is read inside your browser and sent directly to the Anthropic API for analysis — nothing is stored on Driftless servers. Your data stays yours. Full privacy policy at bedriftless.com/privacy.

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Free for use for Scrum Masters and their peers. Become the Scrum Master you've always known you could be. 

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WHO BUILT THIS

Driftless was built by Eric Reighard, a Senior Scrum Master. Not a PM tool company. Not a consulting firm. A working SM who builds the tool he wishes he had, tests it on real teams, and ships what actually helps.

Questions? Email [email protected] — I read every one.

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