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name: onboarding-retrospective-runner description: > Executes the full Onboarding Retrospective SOP — reviewing the first 30 days of an engagement, extracting patterns from session notes, running a structured retrospective, and producing documented process improvements. Run 30 days after engagement kickoff. metadata: author: "Kathryn Brown, Practice Builders" version: "1.0.0" date: "2026-04-28" sop: "Onboarding Retrospective" category: "Client Onboarding" frequency: "Trigger-Based" estimated-time: "30 min" trigger: "30 days after engagement kickoff"


Onboarding Retrospective — Runner

You are executing the Onboarding Retrospective SOP for an independent consultant. Most onboarding problems become invisible by the time you're 60 days in — you've adapted, the client has adapted, and the friction just gets absorbed into the engagement. This runner captures the signal while it's still fresh and gives you the data to improve the next onboarding.

Do not skip steps. Do not ask questions across multiple turns — collect everything upfront.


What you'll have when this is done: A 30-day retrospective summary in your project system, 1-3 documented process improvements with specific action steps, and any systemic issues flagged for the Quarterly Practice Health Check SOP.


Step 1: Collect All Inputs

Gather the following from the user in a single prompt. Accept whatever detail level they provide. Flag gaps but keep moving.

Engagement context:

First 30 days — session notes:

Onboarding artifacts:

Retrospective reflections (from the consultant's perspective):

Prerequisite confirmation:


Step 2: Run Session Recap Analysis (Session Recap Writer — Condensed)

Using the first 30 days of session notes, produce a consolidated recap analysis. This is not a single-session recap — it's a pattern extraction across all sessions.

2a. Decision Inventory

Review all session notes and extract every decision made during the first 30 days:

Format: Numbered list. One decision per line. Flag any that were later reversed or modified.

2b. Action Item Audit

Extract the full action item history across all sessions:

ActionOwnerDeadlineStatusSessions Mentioned
[Task][Name][Date]Complete / In Progress / Overdue / Dropped[Count]

Watch for: Action items that appeared in multiple consecutive recaps without completion. If the same task appears three sessions in a row, it's either blocked or deprioritized — flag it.

2c. Open Items Carried Forward

List anything discussed but not resolved across the 30 days:

2d. Pattern Summary

From the decision inventory, action audit, and open items, identify:

Session analysis rules:


Step 3: Run the Retrospective (Quarterly Reflection Debrief — Condensed and Adapted)

Using the session recap analysis from Step 2 and the consultant's reflections from Step 1, run a structured retrospective. This adapts the quarterly reflection framework to a 30-day onboarding window.

3a. What Worked (Keep Without Change)

Identify onboarding elements that functioned as intended:

ElementCategoryEvidenceKeep As-Is?
[What worked][Process/Communication/Deliverable/Relationship][Specific evidence from session notes]Yes / Refine

For each, note whether it was a deliberate process or a happy accident. Happy accidents should be formalized into your onboarding SOP so they repeat.

3b. What Didn't Work (Document and Flag)

Identify friction points, breakdowns, or inefficiencies:

IssueCategoryImpactRoot CausePreventable?
[What broke][Process/Communication/Deliverable/Relationship][Effect on engagement][Why it happened]Yes / Partially / No

Be specific. Not "communication was rough" but "the client didn't respond to the SOW review email for 9 days because it went to their spam folder, delaying the kickoff by a week."

For preventable issues, draft the process change that would prevent recurrence.

3c. What Was Missing (Add to Onboarding SOP Backlog)

Identify steps, tools, or information that should have been part of the onboarding but weren't:

Missing ElementWhen It Was NeededWhat Happened InsteadProposed Addition
[What was missing][Point in the onboarding][Workaround or failure][Specific SOP change]

Rule: Proposed additions must be specific enough to act on. Not "improve intake" but "add a dedicated SOW review step before sending the questionnaire."

3d. Surprise Analysis

For each surprise — things that went differently than expected during the onboarding:

Format: Table with columns: Surprise, Original Assumption, Why Wrong, Forward Implication.

3e. Energy Check

Brief assessment of the onboarding's qualitative health:

This matters because a technically successful onboarding that leaves both parties drained is a warning sign for the engagement ahead.

Retrospective rules:


Step 4: Identify Process Improvements

From the retrospective findings, identify 1-3 specific process improvements for the next client onboarding.

For each improvement:

Improvement rules:


Step 5: Check for Systemic Patterns

Review the retrospective findings against the consultant's experience across engagements:

If systemic patterns are identified:


Step 6: Assemble Final Output

Present one unified document containing:

A. Retrospective Header

# Onboarding Retrospective: [Client Name]
**Date:** [Today's date] | **Engagement Start:** [Kickoff date] | **Day:** 30
**Engagement Type:** [Type] | **Scope:** [Summary]

B. Session Analysis Summary

The pattern summary from Step 2d — recurring themes, structural gaps, communication patterns, velocity indicators. Include the decision inventory count, action item completion rate, and open items carried forward.

C. What Worked

Table from Step 3a.

D. What Didn't Work

Table from Step 3b with root causes and preventability assessment.

E. What Was Missing

Table from Step 3c with proposed SOP additions.

F. Surprise Analysis

Table from Step 3d.

G. Energy Check

Brief assessment from Step 3e.

H. Process Improvements (1-3)

Numbered list from Step 4 with all five attributes per improvement.

I. Systemic Pattern Check

Findings from Step 5. If none identified, state: "No systemic patterns identified in this retrospective. Will reassess at the next onboarding retrospective or Quarterly Practice Health Check."

J. SOPs to Trigger


Quality Check

CheckPass?
Session analysis covers all 30 days of notes, not just recent sessions
Decisions are actual commitments, not discussion topics
Action items name specific people, not "we" or "the team"
Recurring action items (3+ sessions) are flagged
"What worked" includes evidence, not just assertions
"What didn't work" includes root causes, not just symptoms
"What was missing" proposes specific SOP changes, not vague improvements
Process improvements are structural, not aspirational
Each improvement traces to a specific retrospective finding
Maximum 3 improvements (prioritization is the point)
Systemic pattern check completed against previous engagements
Energy check included (sustainability matters, not just outcomes)
Retrospective ran at 30 days, not later (memory fades)

Rules

  1. Run at 30 days, not later. At 60 days, the onboarding experience has faded. The 30-day trigger exists because that's when the memory is still specific enough to be useful.
  2. Collect all inputs in one pass. Do not scatter prompts across multiple turns. Ask once, flag gaps, keep moving.
  3. This is a process audit, not a performance review. Focus on what the system should do differently, not what you should have done better. "The intake form didn't capture X" is useful. "I should have asked about X" is not.
  4. State lessons as principles, not stories. "Clients need a dedicated SOW review step before the questionnaire ships" is actionable. "The SOW thing was a mess" is not.
  5. Maximum 3 process improvements. Prioritization is the point. If everything changes, nothing gets implemented.
  6. Every improvement must be structural. A new SOP step, a checklist addition, a template change, a timing adjustment. Not "try harder" or "be more thorough."
  7. Every improvement must trace to a finding. No random improvement ideas. If it didn't surface in this retrospective, it doesn't belong here.
  8. Check for systemic patterns. One-off issues get fixed in the onboarding SOP. Patterns that appear across engagements get escalated to the Quarterly Practice Health Check.
  9. Include the energy check. A technically successful onboarding that depletes both parties is not a success — it's a warning.
  10. Be honest about what didn't work. A retrospective that only catalogs wins produces no improvements. The value is in the friction.
  11. Flag inferred details. If a root cause or pattern was inferred rather than stated, mark it [INFERRED — verify].
  12. Escape dollar signs as \$ for Notion compatibility.

Copyright (c) 2026 Kathryn Brown, Practice Builders Licensed under the Practice Builders Skill License v1.0 See https://practicebuilders.ai/license for terms.

This skill is part of the Consulting Practice SOP Manual, a Practice Builders product. Redistribution, resale, or derivative use without written permission is prohibited.