Director, Pricing and Packaging

About the Role

The role requires a strong understanding of customer success strategies, pricing, and packaging, as well as excellent analytical and communication skills. The ideal candidate will have experience in strategic planning, stakeholder management, and operational execution, with a proven track record of driving business results.

Gainsight is a leading provider of AI-driven customer success platforms, and this role offers a unique opportunity to work with a cutting-edge technology company. The company's CustomerOS platform is used by over 2,000 companies worldwide, and the Director of Pricing and Packaging will play a key role in driving its continued growth and success.

What You Will Do

• Own and continuously improve the company's core operating cadence, including quarterly business reviews and annual planning processes
• Drive high-priority, cross-functional strategic initiatives on behalf of the CEO
• Coordinate the annual planning process end-to-end, translating strategic priorities into resource and investment decisions
• Build and maintain the data layer that supports executive decision-making, including performance dashboards and KPI tracking
• Serve as a shared strategic resource to Business Unit GMs and functional leaders, supporting cross-functional coordination and ensuring executive visibility
• Provide analytical and project management support on M&A or strategic partnership evaluations as needed
• Develop and maintain executive-level materials, including board decks, investor presentations, and key executive reports
• Collaborate with Finance to develop and manage budgets, forecasts, and financial models
• Identify and mitigate risks, ensuring compliance with company policies and procedures

What We Are Looking For

• 3+ years of relevant experience in strategic planning, business operations, or a related field
• Bachelor's degree in a related field, such as business, economics, or finance
• Strong analytical and problem-solving skills, with experience in data analysis and visualization
• Excellent communication and interpersonal skills, with the ability to work effectively with executive leadership and cross-functional teams
• Proficiency in data analysis and visualization tools, as well as Excel and PowerPoint
• Experience in managing and prioritizing multiple projects and initiatives simultaneously
• Strong understanding of customer success strategies and pricing and packaging principles
• Ability to work in a fast-paced environment, with a high degree of flexibility and adaptability

Nice to Have

• Experience in private equity, venture capital, or management consulting
• Knowledge of AI-driven customer success platforms and technologies
• Certification in strategic planning, business operations, or a related field
• Experience in M&A or strategic partnership evaluations

Benefits and Perks

• Competitive salary and bonus structure
• Equity and stock options
• Comprehensive health, dental, and vision insurance
• 401(k) matching and retirement planning
• Flexible PTO and vacation policy
• Remote work stipend and equipment allowance
• Professional development and training opportunities
• Access to cutting-edge technology and tools
• Collaborative and dynamic work environment
• Recognition and reward programs for outstanding performance

• To stand out in this role, emphasize your experience in strategic planning, business operations, and customer success.
• Develop a strong understanding of AI-driven customer success platforms and technologies, and be prepared to discuss their applications and benefits.
• Build a portfolio of your work, including examples of executive-level materials and data analysis projects.
• Prepare to discuss your experience in managing and prioritizing multiple projects and initiatives simultaneously, and your ability to work in a fast-paced environment.
• Research the company's culture and values, and be prepared to discuss how your skills and experience align with them.
• Be prepared to negotiate your salary and benefits, and have a clear understanding of your worth and the market rate for this role.
• Look for red flags such as poor communication, lack of transparency, or unrealistic expectations, and be prepared to ask tough questions during the interview process.