2025

Coaching Tool: AI-assisted session workflow

I led workflow research and designed AI features that reduced coach context-switching and turned repetitive admin tasks into reviewable AI actions, while also generating structured data to improve our model over time.

Problem Statement

  • The internal coaching tool was functional, but not designed around a coach’s day (prep → session → post-session).

  • Coaches spent ~15 minutes per session manually triangulating user state (notes, activity, assessments).

  • Critical workflows required multiple tabs + external docs (e.g., Columbia risk protocol via Google Sheet).

  • Manual operational tasks (follow-up scheduling, content assignment) created high cognitive load and inconsistent execution.

Research approach

  • Conducted 1:1 coach interviews (1 hour each) + shadowing pre- and post-session.

  • Mapped the end-to-end coach day flow and identified repeat friction points.

  • Compared workflows by client type (D2C vs B2B vs DPC) to separate “universal pain” from segment-specific needs.

  • Synthesized findings into a pain points → opportunities system to prioritize highest-leverage fixes.

What I Built (ongoing)

AI pre-session digest (prep compression)

Goal: replace ~15 minutes of clicking with one structured summary that mirrors how coaches actually think:

  • where the client left off

  • what changed since last session

  • what’s most relevant today (activity, assessments, reflections, homework)

Post-session AI Agent Requests (human-in-the-loop automation)

Designed an “AI proposes → coach approves/declines” layer for:

  • scheduling follow-up appointments

  • suggesting content assignments based on the session transcript

This creates a feedback loop: coach decisions become training signals while keeping control with the human during early reliability.

In-video Columbia protocol (safety + speed)

Integrated risk assessment directly into the session experience.

Removed the need for coaches to juggle multiple tabs + a manual spreadsheet mid-session.

Reduced operational friction in a high-stakes moment and supported consistency/compliance.

Transcript labeling portal (data infrastructure)

Designed a labeling tool for coaches to tag transcript segments by clinical categories/frameworks.

Converts expert judgment into structured training data so the model improves across:

  • detection (what’s happening)

  • recommendation (what to do)

  • triage (what matters now)

Why this matters

Efficiency: moved repetitive work from “coach brain + tabs” into summaries + suggested actions

Scalability: designed a reusable system pattern (digest + agent requests + labeling) instead of one-off features

Model flywheel: embedded human review so daily work improves model quality over time

Safety: treated risk workflows as first-class UX, not an external checklist

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MINI SKILL BYTES: TURNING CONTENT INTO PRACTICE