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Onboarding and Process Improvement - Project Details / Task List

Tag: onboarding Total Hours: 45h Structure: Single Milestone (<=50h)


Milestone: Onboarding and Process Improvement

Description: A strategic and technical project that designs, implements, and operationalizes a structured customer onboarding process within the CS platform to reduce time-to-value, increase product adoption, and set customers up for long-term success.


Task List: (Onboarding) 1. Assessment & Design

Contains: Parts 1-2

TaskEstDescription
1. Audit Current Onboarding Process2.5hDocument the existing onboarding process, identify gaps and pain points, and establish a baseline for improvement. End state: Current state assessment with documented inefficiencies and customer feedback.

• Map the existing onboarding workflow from closed-won to first value milestone
• Interview 3-5 CSMs on current pain points and what's working vs. not
• Review churned customer feedback to identify where customers got stuck or confused
• Analyze current time-to-value metrics and onboarding completion rates
• Document the Sales-to-CS handoff process and identify communication gaps
• Quantify the gap (e.g., "Only 40% of customers complete onboarding within target timeframe")
2. Define Customer Success Milestones2hEstablish the key milestones that indicate successful onboarding progress and ultimate value realization. End state: Documented milestone definitions aligned with customer outcomes.

• Identify the "Aha! Moment" for each customer segment or product tier
• Define 4-6 progressive milestones (e.g., first login, initial setup complete, first feature adoption, first value achieved)
• Set target timeframes for each milestone based on customer segment complexity
• Validate milestone definitions with Sales and CS leadership
• Document milestone criteria that can be tracked in the CS platform
3. Segment Customers and Define Onboarding Tiers2hDetermine onboarding approach by customer segment to ensure appropriate touch levels and resource allocation. End state: Segmentation matrix with onboarding tier assignments.

• Review customer segments by ARR, complexity, and strategic value
• Define high-touch vs. tech-touch vs. self-service onboarding tiers
• Determine CSM assignment criteria for high-value accounts
• Map persona types (power users, team leads, executives) to onboarding content needs
• Document tier-specific onboarding timelines and touchpoint frequency
4. Map End-to-End Onboarding Journey3hCreate the complete onboarding workflow with stages, tasks, owners, and timing for each customer segment. End state: Visual workflow diagram with all steps documented.

• Define onboarding stages (Welcome, Technical Setup, Training, Adoption, Handoff to BAU)
• Map specific tasks within each stage with clear owners (CSM, Customer, Implementation)
• Set SLAs and target durations for each stage
• Identify decision points and branching logic for different scenarios
• Document escalation paths for stalled or at-risk onboarding
5. Design Sales-to-CS Handoff Process2.5hCreate a standardized handoff process that ensures deal context transfers cleanly to the CS team. End state: Handoff checklist and required fields documented.

• Define required handoff information (customer goals, technical requirements, stakeholders, promises made)
• Create handoff checklist in CRM with mandatory fields before CS assignment
• Design kickoff call template that validates customer expectations
• Establish clear ownership transition point and internal notification triggers
• Document process for CS involvement in late-stage sales calls when applicable
6. Build Onboarding Playbook Structure3hDesign the playbook structure that will be configured in the CS platform. End state: Playbook template with triggers, tasks, and success criteria.

• Create master playbook template with stage-gated progression
• Define task dependencies (what must complete before next task unlocks)
• Design automated reminders and escalation triggers for overdue tasks
• Build customer-facing milestone tracker concept (portal or email updates)
• Document conditional logic for segment-specific task variations

Task List: (Onboarding) 2. Configuration & Content

Contains: Parts 3-4

TaskEstDescription
7. Set Up Onboarding Playbooks in CS Platform4hImplement the designed workflows as automated playbooks in the CS platform (Gainsight, ChurnZero, Catalyst, etc.). End state: Working playbooks triggered on closed-won.

• Create onboarding journey program with stage definitions
• Configure playbook triggers based on closed-won opportunity status
• Build task sequences with owners, due dates, and dependencies
• Set up milestone tracking objects linked to customer records
• Configure segment-based playbook variations (high-touch vs. tech-touch)
8. Implement Automated Communications3.5hConfigure automated emails and notifications that guide customers through onboarding. End state: Email sequences active and triggered appropriately.

• Build welcome email sequence with personalized content by segment
• Create milestone achievement notifications (internal and customer-facing)
• Configure stalled onboarding alerts for CSM intervention
• Set up executive stakeholder touchpoints at key milestones
• Test email deliverability and template rendering
9. Build Onboarding Dashboards and Reports4hCreate visibility into onboarding performance for CSMs and leadership. End state: Dashboards showing onboarding health and trends.

• Build individual customer onboarding progress tracker
• Create CSM portfolio view showing all customers in onboarding
• Design leadership dashboard with aggregate metrics (TTV, completion rates, stage duration)
• Configure at-risk onboarding alerts based on SLA breaches
• Set up automated weekly/monthly onboarding performance reports
10. Create Customer-Facing Onboarding Materials3hDevelop the training materials and guides customers need for successful onboarding. End state: Content library ready for customer distribution.

• Build product setup guides tailored to each customer segment
• Create video walkthroughs for key feature activation
• Develop FAQ document addressing common onboarding questions
• Design quick-reference cards for power users vs. executives
• Organize content in knowledge base or customer portal
11. Build Internal CSM Resources2.5hCreate playbooks and scripts that enable consistent CSM execution. End state: CSM enablement package complete.

• Write kickoff call script with discovery questions and agenda
• Create check-in call templates for each onboarding stage
• Develop objection handling guide for common customer concerns
• Build troubleshooting guide for technical onboarding issues
• Document escalation procedures and who to involve when

Task List: (Onboarding) 3. Rollout & Optimization

Contains: Parts 5-6

TaskEstDescription
12. Train Customer Success Team2hEnable CSMs on the new onboarding process, tools, and expectations. End state: CS team trained and confident in new process.

• Schedule training session (60-90 min) covering process, playbooks, and tools
• Walk through live demonstration of playbook execution in CS platform
• Role-play kickoff calls and check-in scenarios
• Distribute quick-reference guide for daily use
• Address questions and document feedback for process refinement
• Send recording to team for future reference
13. Pilot with New Customers3hTest the new onboarding process with a cohort of new customers before full rollout. End state: Pilot complete with lessons learned documented.

• Select 5-10 new customers for pilot cohort across different segments
• Assign designated CSMs to pilot with close monitoring
• Gather feedback from CSMs and customers at each milestone
• Track pilot metrics against baseline (TTV, completion rates, satisfaction)
• Document what worked and what needs adjustment
14. Full Rollout and Process Handoff3hLaunch the new onboarding process for all new customers and transfer ownership to client team. End state: Client self-sufficient with new onboarding system.

• Communicate go-live date and process changes to full CS team
• Transition all new customers to new onboarding playbooks
• Transfer admin access and documentation to client RevOps/CS Ops
• Deliver runbook for playbook maintenance and iteration
• Schedule 30-day and 60-day check-ins to review performance
15. Establish Ongoing Measurement Cadence2hSet up regular review of onboarding metrics to drive continuous improvement. End state: Recurring review process with action tracking.

• Define weekly CSM review of individual customer progress
• Establish bi-weekly leadership review of aggregate metrics
• Create monthly retrospective template for process improvements
• Set up automated metric alerts for significant deviations
• Document iteration process for playbook updates
16. Build Continuous Improvement Loop2hCreate mechanism for ongoing refinement based on data and feedback. End state: Documented improvement process with owner.

• Establish customer feedback collection at onboarding completion
• Create CSM feedback channel for process improvement suggestions
• Define quarterly playbook review and optimization cycle
• Document change management process for playbook updates
• Assign ongoing ownership to CS Ops or RevOps for maintenance

Summary

  • Total Task Lists: 3 (consolidated from 6 Parts)
  • Total Tasks: 16 (one per Step)
  • Total Hours: 45h
  • Generated from: playbook_onboarding-and-process-improvement.md
  • Generated on: 2025-12-31