Ultimate Guide: Customer Onboarding Playbooks

Article written by Rodney Teat and shared with permission

Let's Begin

A comprehensive Customer Onboarding Playbook is critical for guiding both internal teams and customers through a structured and efficient onboarding journey. It aligns processes, sets clear expectations, and helps customers achieve their goals with clarity and confidence. Below is an expanded breakdown of the 10 key stages you should include in your playbook, ensuring a robust foundation for long-term customer success.


Knowledge Transfer

Knowledge transfer is a foundational step in the onboarding process, ensuring consistency and efficiency across teams and customer interactions. It involves centralizing critical information, making it easily accessible to internal teams and customers alike. By creating a repository of key resources such as FAQs, product guides, troubleshooting documents, and case studies, your organization equips both new team members and customers with the knowledge they need to succeed.

This stage is not just about compiling information, it’s about organizing it in a way that fosters seamless communication and understanding. For internal teams, it ensures that everyone is aligned on messaging, processes, and expectations. For customers, it provides a self-service option, empowering them to find answers quickly without waiting for assistance. Well-documented knowledge transfer also minimizes the risk of miscommunication, reduces onboarding time, and establishes a clear framework for solving common issues.

To incorporate knowledge transfer effectively into your playbook, consider the following steps:

  • Centralize Information: Use a dedicated knowledge management system or platform to house all relevant materials. This system should be easy to navigate, searchable, and regularly updated.
  • Standardize Documentation: Ensure that all resources are consistent in tone, format, and depth. This creates a unified experience for customers and ensures teams present information in a clear and professional manner.
  • Create Role-Specific Resources: Tailor the knowledge base to cater to different audiences, such as technical teams, decision-makers, and end users. For example, executive stakeholders may need high-level ROI case studies, while frontline users benefit from step-by-step guides or interactive tutorials.
  • Facilitate Access: Provide customers with links to the knowledge base early in the onboarding process. Highlight where they can find answers to common questions or escalate complex issues. Make it a habit to reference these resources in communications to encourage usage.



Expectation Setting

Setting clear expectations is a critical step in the onboarding process, as it establishes the foundation for a successful partnership between your organization and the customer. This phase involves outlining the entire onboarding journey, including the roles and responsibilities of all stakeholders, key milestones, available resources, and anticipated outcomes. By addressing these elements upfront, you foster transparency, build trust, and create alignment.

Expectation setting is more than just sharing a plan, it’s about ensuring both your team and the customer understand and agree on what’s to come. Clearly defining what each party will contribute and achieve minimizes confusion and helps prevent miscommunication. It also sets the tone for collaboration, positioning your organization as a proactive and reliable partner.

To include effective expectation setting in your playbook, consider these steps:

  • Define the Onboarding Journey: Provide customers with a roadmap that includes a detailed timeline, key activities, and milestones. Highlight important phases such as account configuration, user training, and go-live dates.
  • Clarify Roles and Responsibilities: Identify who is responsible for each task, including both customer-side stakeholders and internal team members, such as the Customer Success Manager. For example, the customer may need to provide data inputs, while the CSM ensures proper system configuration.
  • Communicate Resource Availability: Share all onboarding resources, including access to the knowledge base, contact information for support teams, and training schedules. Make it clear how and when customers can reach out for help.
  • Establish Communication Cadence: Agree on how and when updates will be shared, such as through regular check-ins, status emails, or progress reports. This ensures both sides stay aligned and informed throughout the process.


Expectation setting also involves preparing the customer for potential challenges and proactively addressing them. For instance, discuss common bottlenecks or delays and how your team can help overcome them. By demonstrating awareness and readiness, you reduce anxiety and build confidence in your ability to deliver results.

When expectations are clearly communicated and mutually agreed upon, customers are more likely to feel engaged and committed to the onboarding process. This collaborative approach not only ensures a smoother journey but also lays the groundwork for a strong and lasting relationship.



Discovery & Validation of Goals and Objectives

The discovery and validation of customer goals and objectives is a pivotal stage in the onboarding process, as it lays the groundwork for aligning your solutions with the customer’s specific needs. This phase involves conducting in-depth discussions to uncover the customer’s business goals, challenges, and expectations. The insights gained here enable your team to tailor the onboarding journey and ensure your product or service delivers measurable value.

Discovery is more than simply asking questions, it’s about engaging in active listening and thoughtful inquiry to fully understand the customer’s unique context. During this stage, it’s crucial to validate that the customer’s goals are achievable with your solution and to identify any gaps that need addressing. This shared understanding ensures both parties are aligned and working toward the same outcomes.

To integrate effective discovery and validation into your playbook, consider these steps:

  • Conduct In-Depth Discovery Sessions: Use structured interviews or workshops to identify key goals, pain points, and success criteria. Encourage stakeholders to share insights about their priorities and long-term vision.
  • Assess Fit and Feasibility: Ensure that the customer’s objectives align with your product or service capabilities. If there are gaps, address them transparently and propose alternative solutions or workarounds.
  • Document Goals Clearly: Create a detailed record of the customer’s objectives, challenges, and desired outcomes. This documentation serves as a reference point throughout the onboarding process and beyond.
  • Establish a Roadmap: Use the validated goals to develop a customized onboarding roadmap. This roadmap should highlight how your solution will help achieve the customer’s objectives in both the short and long term.


Additionally, this stage is an opportunity to uncover any unstated expectations or potential roadblocks. For example, a customer might have assumptions about how quickly they will see results or may face internal resistance to adopting new systems. Addressing these issues early prevents misunderstandings and ensures smoother execution.

By thoroughly discovering and validating customer goals, you demonstrate a genuine commitment to their success. This phase not only aligns your efforts with the customer’s priorities but also builds trust and confidence in your ability to deliver meaningful outcomes. It sets the stage for a collaborative relationship focused on achieving shared objectives.



Agreement on the Definition of Success

Defining success is a collaborative process that establishes clear, measurable outcomes for the customer’s onboarding journey and beyond. This stage involves working with the customer to create a shared understanding of what success looks like, both in the short term and over time. By setting specific benchmarks and aligning expectations, you provide a clear roadmap for achieving and celebrating milestones.

A well-defined success framework is essential for maintaining alignment between your organization and the customer. It serves as a guiding reference for progress and ensures that all efforts are directed toward achieving mutually agreed-upon goals. This step also helps create accountability on both sides, fostering a sense of partnership and commitment.

To include this in your playbook, follow these steps:

  • Collaborate on Success Criteria: Work with the customer to define what success means for their organization. This may include achieving operational efficiencies, meeting specific usage metrics, or reaching revenue goals tied to your solution.
  • Set Time-Based Benchmarks: Establish measurable milestones for different timeframes, such as 1 month, 3 months, 6 months, and 12 months. These milestones provide opportunities to assess progress and make necessary adjustments.
  • Incorporate Flexibility: While a core framework is important, allow room for adaptation as customer needs evolve. Revisit and refine success criteria periodically to ensure continued alignment with their changing priorities.
  • Communicate and Document: Clearly outline and document the agreed-upon definition of success in the playbook. Share this documentation with all relevant stakeholders to ensure consistency and transparency.


Success definitions should also consider the broader context of the customer’s organization. For instance, success might involve not only achieving immediate onboarding goals but also setting the stage for long-term value realization, such as improved customer satisfaction or enhanced team productivity.

By establishing a shared definition of success, you empower the customer to track their progress and recognize the value your solution delivers. This phase strengthens trust and creates a foundation for a lasting relationship where achievements are celebrated, and challenges are addressed collaboratively.



Metric and KPI Agreement

Metrics and Key Performance Indicators (KPIs) are the cornerstone of a data-driven onboarding process. This stage involves identifying specific, measurable indicators that will track the customer’s progress and quantify the impact of your solution. KPIs provide clarity, ensure accountability, and allow both parties to evaluate success objectively.

The process of agreeing on metrics goes hand-in-hand with defining success. While some KPIs may be standard across customers, others should be tailored to align with the unique goals and priorities of each customer. This customization ensures the metrics are relevant and meaningful, driving engagement and focus.

To effectively include metric and KPI agreement in your playbook, follow these steps:

  • Identify Key Metrics: Work with the customer to select KPIs that align with their objectives. Examples might include adoption rates, time to value (TTV), customer satisfaction scores (CSAT), or operational efficiencies.
  • Define Measurement Tools: Specify how metrics will be tracked, whether through dashboards, regular reports, or manual tracking. Ensure both parties have access to the same data for consistency.
  • Set Targets: Establish realistic yet ambitious targets for each KPI. These targets provide a clear goal and help prioritize actions during onboarding.
  • Monitor and Adjust: Regularly review KPI performance and adjust targets as needed to reflect evolving customer priorities or changing circumstances.


In addition to providing a framework for tracking progress, metrics create opportunities to demonstrate value and reinforce the ROI of your solution. Sharing KPI performance during regular check-ins or Executive Business Reviews (EBRs) helps maintain transparency and trust.

By focusing on agreed-upon metrics, you keep both your team and the customer aligned on what matters most. This data-driven approach ensures the onboarding process is results-oriented, measurable, and adaptable to the customer’s evolving needs.



Account Configuration

Account configuration is a hands-on stage where your team ensures the customer’s account is set up correctly to align with their objectives. This step involves tailoring the account settings, features, and integrations to meet the customer’s specific needs and preferences. Proper configuration minimizes friction, optimizes usability, and sets the stage for a seamless experience with your product or service.

Account configuration is not just a technical task, it’s an opportunity to reinforce your commitment to delivering value and ensuring the customer feels supported throughout the process. By assigning clear responsibilities and tracking progress, you create accountability and ensure no critical details are overlooked.

To incorporate account configuration into your playbook, follow these steps:

Create a Configuration Checklist: Document all tasks required for account setup, including system preferences, feature activation, and integration setup. A comprehensive checklist ensures consistency across customers.

  • Assign Responsibilities: Clearly define who is responsible for each task, whether it’s the customer, the Customer Success Manager, or another internal team. For example, the customer may provide data inputs while your team ensures technical configurations are accurate.
  • Validate Settings: Regularly confirm that account configurations align with the customer’s stated goals. This may include running tests, verifying workflows, or gathering feedback from key stakeholders.
  • Track Progress: Use a project management tool or shared tracker to monitor the completion of configuration tasks. This visibility keeps all stakeholders informed and accountable.


Effective account configuration also involves anticipating potential challenges, such as data migration issues or technical limitations. Address these proactively by offering solutions or workarounds to keep the onboarding process on track.

When account configuration is thorough and tailored, it creates a solid foundation for the customer to fully utilize your product or service. This stage reduces the risk of delays or dissatisfaction, ensuring the customer starts their journey with confidence and ease.



User Training and Education

User training and education are vital for empowering end users to confidently and effectively utilize your solution. This stage focuses on providing customers with the knowledge, skills, and resources needed to maximize the value of your product. Well-designed training programs ensure high adoption rates, reduce frustration, and foster long-term satisfaction.

Training and education should be tailored to meet the needs of different user groups within the customer’s organization. From executives requiring high-level overviews to frontline users needing detailed, step-by-step instructions, customizing the approach ensures everyone is equipped to succeed.

To include user training and education in your playbook, consider these steps:

  • Develop a Training Plan: Outline a structured program that includes live sessions, on-demand tutorials, and interactive workshops. Break training into manageable segments to avoid overwhelming users.
  • Provide Accessible Resources: Create and share resources such as user guides, video tutorials, and FAQs. Ensure these materials are easy to navigate and available for future reference.
  • Offer Hands-On Practice: Encourage users to apply what they’ve learned through guided exercises or sandbox environments. Hands-on practice reinforces knowledge and builds confidence.
  • Address Challenges Proactively: Identify potential hurdles, such as low technical proficiency or resistance to change, and incorporate strategies to overcome them in your training plan.


User training is not a one-time activity, it’s an ongoing process. Encourage customers to revisit resources, attend refresher sessions, and engage with updates to stay informed about new features or best practices.

By investing in comprehensive training and education, you empower users to adopt your solution effectively, reducing churn and building long-term loyalty. This stage is a critical bridge between account setup and successful implementation, ensuring customers feel supported every step of the way.



Rollout and Go-Live

The rollout and go-live phase marks the official transition from planning and preparation to active product use. This stage is where the customer begins to integrate your solution into their daily workflows, making it a critical moment for setting the tone of their overall experience. A successful rollout minimizes disruption, fosters user confidence, and prevents a reversion to old workflows.

The rollout process can vary depending on the customer’s size, industry, and complexity of implementation. Whether it’s a single-phase rollout or a multi-phase project, the goal is to ensure a smooth and seamless transition.

To integrate rollout and go-live into your playbook, follow these steps:

  • Create a Detailed Rollout Plan: Define the timeline, milestones, and tasks involved in the rollout. Specify responsibilities for each step, ensuring all stakeholders know their roles.
  • Provide Clear Guidance: Offer step-by-step instructions and support to help users transition to the new system. Address common concerns, such as workflow adjustments or data migration.
  • Monitor Progress: Track adoption rates, usage patterns, and feedback during the rollout to identify and address any issues promptly.
  • Celebrate the Go-Live: Acknowledge this milestone with the customer, reinforcing the value of their investment and your partnership. Celebrations can build excitement and morale among users.


Supporting the customer through the go-live process is crucial. Provide on-demand assistance, regular check-ins, and a safety net for resolving issues quickly. This proactive support ensures the customer’s confidence in your product and strengthens their trust in your team.

A well-executed rollout and go-live phase not only solidifies the customer’s transition but also sets the stage for continued success. It ensures that users are fully engaged and ready to achieve their goals with your solution.



Change Management

Change management is a critical stage in the onboarding process, focused on driving user adoption and embedding new behaviors within the customer’s organization. Successful change management ensures that users embrace your solution and incorporate it into their daily workflows, minimizing resistance and maximizing the impact of your product or service. This step is essential for long-term success, as user adoption directly correlates with customer satisfaction and retention.

Effective change management goes beyond training, it involves understanding organizational dynamics and addressing potential barriers to adoption. By proactively managing change, you create a supportive environment that fosters enthusiasm and sustained engagement.

To integrate change management into your playbook, follow these steps:

  • Identify Customer Champions: Work with the customer to identify key stakeholders or influencers within their organization who can advocate for your solution. These champions play a vital role in encouraging adoption and addressing concerns among their peers.
  • Communicate the Value of Change: Clearly articulate how the new solution benefits users, teams, and the organization as a whole. Highlight specific improvements, such as increased efficiency or enhanced capabilities, to build buy-in.
  • Provide Ongoing Support: Reinforce training efforts with regular follow-ups, additional resources, and access to a responsive support team. Addressing user challenges quickly helps maintain momentum and confidence.
  • Reinforce New Behaviors: Implement strategies to ensure users stick with the new workflows, such as reminders, incentives, or gamified adoption metrics. Celebrate milestones and successes to keep engagement high.


Change management also involves flexibility, adjusting your approach to align with the customer’s culture and addressing resistance empathetically. For example, if users are hesitant about adopting a new process, provide hands-on guidance and incremental steps to ease the transition.

By prioritizing change management, you ensure that users not only understand how to use your solution but are also motivated to fully integrate it into their operations. This stage cements the foundation for long-term success and reinforces the value of your partnership.



Project Wrap-Up and Feedback

The final stage of the onboarding process involves wrapping up the project and gathering feedback to refine future efforts. This stage is an opportunity to reflect on successes, address any remaining concerns, and solidify the customer’s confidence in your solution. A thorough wrap-up process ensures that the onboarding experience ends on a positive note, leaving the customer feeling supported and valued.

Project wrap-up is not just about concluding tasks, it’s about setting the stage for the ongoing relationship between your team and the customer. By gathering feedback, you demonstrate your commitment to continuous improvement and align your future efforts with the customer’s evolving needs.

To include project wrap-up and feedback in your playbook, consider these steps:

  • Review Onboarding Milestones: Recap the key achievements during the onboarding process, such as completed configurations, training milestones, and metrics reached. Highlight progress toward the customer’s goals to reinforce the value delivered.
  • Gather Feedback: Conduct structured surveys or interviews with stakeholders to capture insights about the onboarding experience. Ask for input on what worked well, areas for improvement, and additional needs.
  • Address Outstanding Issues: Resolve any remaining concerns or challenges before transitioning the customer to a post-onboarding phase. This ensures a smooth handoff to the Customer Success team or account management.
  • Share Next Steps: Outline what the customer can expect moving forward, such as regular check-ins, performance reviews, or additional training opportunities. Reaffirm your commitment to their ongoing success.


Incorporating feedback into your onboarding playbook creates a feedback loop that drives continuous improvement. For example, if multiple customers mention a particular pain point, you can adjust your process to address it proactively in the future.

A well-executed project wrap-up builds confidence and trust, demonstrating that your organization values the customer’s input and is dedicated to their success. This stage transitions the relationship from onboarding to long-term collaboration, setting the tone for a strong and enduring partnership.



Building for Continuous Improvement

Integrating these 10 key stages into your Customer Onboarding Playbook creates a scalable and repeatable framework that ensures success for every customer. Beyond simply aligning teams and tracking progress, the playbook serves as a living document that evolves with stakeholder feedback and changing customer needs. By fostering collaboration, measurable results, and ongoing refinement, your onboarding process becomes a cornerstone of customer success.



Read LinkedIn Article