Strategic Technical Project Manager

🔥 3 hours ago

🐊 Florida – Remote

🐊 Florida – Remote

💵 $150k - $160k / year

⏰ Full Time

🟠 Senior

🔴 Lead

🤓 Technical Project Manager

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Gainsight

WebsiteLinkedInAll Job Openings

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. • Partner with executive stakeholders to define success criteria, governance structures, and outcome validation frameworks. • Translate business objectives into structured delivery plans, work breakdown structures, and cross-functional execution models. • Drive disciplined scope control, change management, and financial oversight across strategic engagements. • Coordinate cross-functional teams including Solution Architecture, Customer Success, Product, and Engineering to ensure aligned delivery. • Identify and proactively mitigate risks across technical, operational, and organizational dimensions. • Ensure technical solutions are architecturally sound by partnering with technical teams, without serving as the primary engineer. • Lead steering committees and executive status reviews, communicating progress, risks, and outcome alignment. • Develop reusable playbooks, governance frameworks, and strategic delivery standards to elevate the broader Professional Services practice. • Mentor Senior TPMs and contribute to leadership capability within the team.

🎯 Requirements

• Bachelor’s degree (or equivalent experience) and 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 sufficient to guide architectural discussions and manage risk. • Experience partnering cross-functionally with Product and Engineering teams. • Exceptional communication skills for both technical and executive audiences. • Ability to operate effectively in fast-paced, evolving product environments. • Willingness to travel up to 10–15%.

🏖️ Benefits

• The starting base salary range for this role is $150,000 – $160,000 USD annually. • This role is also eligible for commission based on performance and participation in Gainsight’s equity program. • Actual compensation may vary based on factors such as skills, experience, and location. • 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.