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Sales Playbook Creation

Designing a Sales Playbook for Renewal and Upsell Opportunities

This prompt helps sales teams create a playbook focused on renewing existing contracts and identifying upsell opportunities. It emphasizes understanding customer needs, reinforcing value, and introducing additional products or services tailored to their growth.

Responsible:

Sales

Accountable, Informed or Consulted:

Sales, Customer Success

THE PREP

Creating effective prompts involves tailoring them with detailed, relevant information and uploading documents that provide the best context. Prompts act as a framework to guide the response, but specificity and customization ensure the most accurate and helpful results. Use these prep tips to get the most out of this prompt:

  • Gather customer usage data, success metrics, and feedback from customer success teams.

  • Identify additional features or services that align with the customer’s growth or evolving needs.

  • Collaborate with customer success to understand the relationship history and potential challenges.

THE PROMPT

Help create a sales playbook for managing renewals and upselling to existing customers of [specific software product or service]. Focus on:

  • Renewal Readiness: Outlining steps to prepare for renewal conversations, such as, ‘Review usage data, success metrics, and feedback to anticipate potential objections or concerns.’

  • Value Reinforcement: Including strategies to highlight the customer’s successes, like, ‘Showcase how [specific feature] has helped achieve [specific metric or goal] over the past year.’

  • Upsell Identification: Recommending methods for identifying relevant upsell opportunities, such as, ‘Analyze usage trends and introduce [specific feature or plan] to address emerging needs.’

  • Engagement Timing: Suggesting best practices for initiating conversations, like, ‘Begin renewal discussions 90 days before the contract end date to ensure a seamless process.’

  • Closing the Renewal: Providing strategies to ensure a smooth agreement, such as, ‘Offer incentives for early renewals or bundle upsell features into a discounted package.’

Provide a detailed playbook outline that guides sales teams through renewal and upsell opportunities while focusing on long-term customer satisfaction. If additional insights into the customer’s usage or goals are needed, ask clarifying questions to refine the playbook.

Bonus Add-On Prompts

Propose techniques for identifying potential churn risks during the renewal process.

Suggest methods for bundling upsell opportunities with renewals to increase customer value.

Highlight strategies for aligning customer success and sales teams in the renewal process.

Use AI responsibly by verifying its outputs, as it may occasionally generate inaccurate or incomplete information. Treat AI as a tool to support your decision-making, ensuring human oversight and professional judgment for critical or sensitive use cases.

SUGGESTIONS TO IMPROVE

  • Focus the playbook on specific types of renewals, such as annual contracts or multi-year agreements.

  • Include tips for handling common renewal objections, like budget constraints or changing priorities.

  • Propose ways to automate renewal reminders and follow-ups using CRM tools.

  • Highlight tools for tracking renewal success rates and upsell performance.

  • Add suggestions for creating post-renewal plans to ensure continued customer engagement.

WHEN TO USE

  • During renewal periods to maximize retention and identify upsell opportunities.

  • To streamline renewal processes and improve alignment across teams.

  • When preparing for conversations with long-term customers about growth opportunities.

WHEN NOT TO USE

  • If the customer relationship is strained and requires resolution before renewal discussions.

  • When targeting customers unlikely to renew due to misalignment with the product or service.

Fractional Executives

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