Strategic Technical Project Manager

🕒 July 28

🐊 Florida – Remote

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💵 $150k - $160k / year

⏰ Full Time

🟠 Senior

🔴 Lead

🤓 Technical Project Manager

👻 Ghost score 18%

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Logo of Gainsight

Gainsight

1001 - 5000 employees

☁️ SaaS

🤝 B2B

🏢 Enterprise

💰 $52M Series E - Gainsight on 2017-05

SaaS • B2B • Enterprise

Gainsight is a SaaS company that provides a unified Customer Success platform and related products to help businesses retain, expand, and drive product adoption with their customers. Its offerings include Gainsight CS (customer success), Product Experience (in-app engagements and analytics), Customer Communities, Skilljar (customer education), and AI-powered agents and services (Staircase AI, Agent Studio, Gainsight MCP) that surface insights and automate customer success workflows. Gainsight positions itself as an enterprise-focused, AI-native solution for post-sales teams, emphasizing retention-as-a-service, integrated customer data, and scalability for CSMs and product teams.

📋 Description

• Own end-to-end accountability for complex, multi-workstream customer engagements, including scope, timelines, budget, and risk management • Define success criteria, governance structures, and outcome validation frameworks with executive stakeholders • Translate business objectives into delivery plans, work breakdown structures, and cross-functional execution models • Drive scope control, change management, and financial oversight • Coordinate Solution Architecture, Customer Success, Product, and Engineering teams • Identify and mitigate technical, operational, and organizational risks • Partner with technical teams to ensure architecturally sound solutions • Lead steering committees and executive status reviews • Develop reusable playbooks, governance frameworks, and strategic delivery standards • Mentor Senior TPMs and contribute to team leadership capability • Travel occasionally for team meetings, training, company events, and customer onsite engagements

🎯 Requirements

• Bachelor’s degree (or equivalent experience) • 10+ years of relevant experience • 7+ years managing enterprise-grade software or SaaS implementations within Professional Services or Technical Consulting • Proven track record managing multi-workstream engagements with complex stakeholder environments and contract values exceeding $500K+ • Strong project governance, financial management, and executive stakeholder alignment capabilities • Technical fluency in APIs, data models, and enterprise integrations • Experience partnering cross-functionally with Product and Engineering teams • Exceptional communication skills for technical and executive audiences • Ability to operate effectively in fast-paced, evolving product environments • Willingness to travel up to 10–15%

🏖️ Benefits

• Fully covered medical premiums (employee-only) • Flexible PTO • 401(k) plan • Dental and vision coverage • Remote work options • $10,000 lifetime fertility stipend • Access to coworking spaces around the globe • Recharge Holidays: one long weekend each quarter • Mentoring and career development opportunities • Participation in Gainsight’s equity program • Commission based on performance

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