$1 Billion Revenue Prospect: Smartsheet vs. ClickUp

Situation Analysis


Here is a suggested approach Smartsheet's sales team could take for the 30-minute discussion with the Chairman of the 1 billion revenue company:


Opening (2 mins):

  • Express gratitude for the opportunity to meet and discuss Smartsheet's collaborative work management solutions.

  • Acknowledge the company's focus on CWM as a major initiative, signaling its importance at the executive level.

  • Highlight Smartsheet's position as a market-leading CWM platform, trusted by over 20,000 customers globally.

Smartsheet's Competitive Advantages (10 mins):

  • Emphasize Smartsheet's comprehensive functionality across the key CWM components:

    • Robust task management, workflow automation, and reporting capabilities that enable efficient work execution

    • Seamless document collaboration features that improve team productivity

    • Scalable resource management tools to optimize utilization and avoid burnout

    • Intuitive, spreadsheet-like interface that minimizes learning curves

  • Contrast Smartsheet's breadth of features against ClickUp's more specialized strengths:

    • Explain how Smartsheet's "one-stop-shop" approach can consolidate disparate work management tools

    • Highlight Smartsheet's enterprise-grade security, governance, and administration capabilities

    • Demonstrate how Smartsheet's deep integration ecosystem enables better data consolidation and visibility

Addressing ClickUp's Advantages (10 mins):

  • Acknowledge ClickUp's strengths in areas like Agile project management and mobile user experience

  • Explain how Smartsheet has been steadily enhancing its Agile-specific features and mobile app to bridge the gap

  • Emphasize Smartsheet's customer-centric roadmap and commitment to continuous innovation

  • Provide examples of how Smartsheet has collaborated with customers to develop features that address their evolving needs

Business Impact and ROI (5 mins):

  • Showcase Smartsheet customer success stories that demonstrate measurable productivity gains, cost savings, and strategic alignment

  • Quantify the potential ROI of adopting Smartsheet, highlighting its ability to drive sustainable improvements across the organization

  • Explain Smartsheet's flexible deployment options and pricing models to accommodate the company's specific requirements

Conclusion (3 mins):

  • Reiterate Smartsheet's position as the comprehensive, enterprise-ready CWM solution

  • Emphasize Smartsheet's commitment to being a strategic partner in supporting the company's digital transformation initiatives

  • Offer to provide a more detailed demo or proof of concept to illustrate Smartsheet's capabilities

The key to this discussion is to position Smartsheet as the CWM platform that can deliver the broadest set of capabilities to support the company's complex work management needs, while also addressing any specific advantages that ClickUp may have. By highlighting Smartsheet's customer-centric approach, enterprise-grade features, and quantifiable business impact, the sales team can present a compelling case for why Smartsheet is the optimal choice for this 1 billion revenue organization.

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$1 Billion Revenue Prospect: Smartsheet vs. ClickUp

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Smartsheet vs. Low-End CWM Vendors