Senior Technical Project Manager

We’re building the AI-driven future of customer success, from retention to growth!

Gainsight is the AI-powered retention engine behind the world’s most customer-centric companies. The Gainsight CustomerOS platform orchestrates the customer journey from onboarding to outcomes to advocacy. More than 2,000 companies trust Gainsight’s applications and AI agents to drive learning, adoption, community connection, and success for their customers. To explore how our suite of solutions is shaping the future of customer success, check out the link. 

About This Role:

We’re looking for a full-time Senior Technical Project Manager to join our services team  reporting to the Senior Manager, Technical Delivery. This role is a remote role based in the United States.

In this position, you will play a pivotal role at Gainsight, directly interacting with our enterprise customers and collaborating with VP and C-suite executives. Your ability to navigate ambiguity, think on your feet, and adapt to evolving situations will be essential as you foster relationships and drive successful outcomes for our customers.

This is an excellent opportunity for someone who enjoys a dynamic, customer-facing environment and is comfortable working alongside various teams, including Customer Success Managers, Sales, and Solutions Consultants, to explore innovative solutions that align with our customers' goals. The ideal candidate should possess strong situational awareness, excellent presentation skills, and a history of enterprise customer engagement.

What You'll Do: 

At Gainsight, our Professional Services team collaborates with customers to create customized solutions that help achieve their vision. We focus on understanding our customers' needs, delivering impactful results, and identifying new opportunities for their growth and success. As a Senior Technical Project Manager you will be responsible for:

• Customer Relationship Building:

  • Establish and nurture strong relationships with VP and C-suite executives, understanding their objectives, challenges, and needs.

  • Engage in meaningful conversations that enhance customer experience and satisfaction.
     

• Collaboration and Solutions Development:

  • Work cross-functionally with stakeholders internally and externally

  • Facilitate brainstorming sessions to identify innovative approaches to meeting customer goals.
     

• Project Management:

  • Develop Project Plans, timelines, and milestones

  • Identify risks and create plans to mitigate issues

  • Act as primary point of contact for internal and external stakeholders
     

• Situational Awareness and Adaptability:

  • Stay attuned to the evolving client landscape, proactively identifying areas of concern and opportunities for enhancement.

  • Navigate complex and ambiguous situations with ease, adapting your approach as necessary to drive positive outcomes.
     

• Presentation and Communication:

  • Craft and deliver compelling presentations to executive audiences that articulate value propositions and strategic recommendations.

  • Communicate transparently with clients and internal teams to maintain alignment and foster collaboration.
     

• Continuous Improvement:

  • Analyze feedback from stakeholders and collaborate with team members to optimize processes and create efficiencies that enhance service delivery.

This is not a complete list of responsibilities, and the scope of the role may evolve with the needs of the team and business. This role may require occasional travel (10–15%) for customer onsite engagements, and for team meetings, training, or company events.

What We're Looking For: 

• Bachelor's Degree in a related field and/or 8 years of relevant experience.

• 5+ years of enterprise-facing customer engagement experience in Professional Services, Management Consulting, or Customer Success.

• Proven track record of interacting with C-suite executives and influencing decision-making in complex environments.

• Exceptional relationship-building and stakeholder-management skills, particularly in multi-geographical customer contexts.

• Demonstrated success in navigating change and delivering tailored solutions that evolve with client needs.

• Strong communication, presentation, and consultative skills for diverse technical and executive audiences.

• Proficiency with CRM, PSA, project management, and collaboration tools (e.g., Salesforce, Kantata, Smartsheet, Slack, G Suite).

• Ability to thrive in a dynamic, fast-paced environment with a passion for continuous learning and a focus on excellence.

Why You’ll Love It Here:

Gainsight is a place where innovation is shaped through collaboration, curiosity, and a shared focus on solving real-world problems. With a growing suite of products across customer success, product experience, community, education, and AI-powered relationship intelligence, we continue to evolve with the needs of our customers. When people with diverse strengths, a strong sense of community, and true passion for our mission come together, they drive greater impact and create lasting value. What underpins it all is a culture that offers the stability, trust, and support that people need - not just to do the job, but to show up as themselves and feel connected to the work they do. Gainsters love working here for several reasons. Here are a few:

Our Compensation and Benefits: At Gainsight, we believe great work happens when teammates feel fully supported. 

• The starting base salary range for this role is $100,000 – $137,000 USD annually. Actual compensation may vary based on factors such as skills, experience, and location. In addition to base pay, this role is eligible for an annual bonus and participation in Gainsight’s equity program. 

• We offer a comprehensive benefits package including fully covered medical premiums (employee-only), flexible PTO, 401(k) plan, dental and vision coverage, and remote work options. Additional benefits include a $10,000 lifetime fertility stipend and access to coworking spaces around the globe. You'll also enjoy dedicated Recharge Holidays - one long weekend each quarter to relax and reset.

Our Core Values: We are guided by our values and our mission to be living proof you can win in business while being Human-First. Learn more here.

Our Growth Opportunities: From mentoring to career development opportunities, we’re passionate about helping our teammates learn, grow, and thrive.

Our Parody Videos: No explanation needed. Just watch them here!

If this sounds like the right role for you, we’d love to hear from you.

Additional Information:

We’re committed to creating an inclusive, fair, and transparent hiring process. As an equal opportunity employer, we celebrate diversity and are committed to creating a welcoming experience for all candidates.

If you require accommodations or have questions about how your personal data will be used during the hiring process, please let the recruiting team know. 

If you are based in San Francisco, we will consider qualified applicants with arrest and conviction records, in accordance with the San Francisco Fair Chance Ordinance.