Sr. AI Deployment Manager

About Us

Observe.AI is the AI Agents platform for customer experience, designed to help organizations deliver faster, smarter, and more efficient customer service at scale. The platform enables businesses to deploy specialized AI agents that autonomously execute work across the full CX lifecycle—from handling customer conversations to supporting frontline teams and optimizing operations.

Each AI agent is purpose-built for a specific role, equipped to understand context, make decisions, take action, and continuously improve outcomes. This allows organizations to increase resolution speed, elevate service quality, and reduce operational costs while empowering your frontline team to focus on higher-value work.

Built on a CX-native foundation, Observe.AI works with 300+ global brands in Financial Services, Insurance, Healthcare and Consumer Services, including brands like DoorDash, Affordable Care, to improve customer satisfaction, boost productivity, and deliver consistent, scalable performance across every customer interaction.

Why Join Us

Lead enterprise-scale transformation by helping customers operationalize AI at scale. This role offers the opportunity to shape implementation standards for high-performance delivery. We are seeking a Senior AI Deployment Manager to lead complex, enterprise-scale deployments of Observe.AI’s platform, driving strategic onboarding, advanced use-case design, and large-scale adoption. In this role, you will own high-impact implementation programs—facilitating executive-level design workshops, translating business strategy into scalable AI use cases, and leading sophisticated deployments that enable customers to operationalize AI across their contact center environments.

You will serve as a senior delivery leader, partnering with stakeholders from sales handoff through Customer Success transition, while working cross-functionally with Integrations, Product, Engineering, Sales, and Customer Success. As a core member of our implementation team, you will help define implementation standards, influence best practices, and shape how Observe.AI scales customer onboarding. This role operates at the intersection of AI innovation, enterprise transformation, and operational excellence, helping our customers adopt and scale Conversational AI to drive automation, efficiency, and exceptional customer experiences.

What You’ll Be Doing

• Lead Strategic AI Onboarding: Own high-impact implementation programs, facilitating executive-level design workshops and translating customer business strategy into live, high-value AI solutions.
• Architect Technical Roadmaps: Guide and enable customers through their AI journey, managing client expectations, project timelines, documentation deliverables, and team resources to ensure success.
• Operationalize AI at Scale: Lead customer program teams through multi-phase implementations—including deep business discovery, technical setup, and sophisticated user training—to maximize adoption and ROI.
• Drive Immediate ROI: Partner with Customer Success Managers (CSMs) to create value-based adoption goals and ROI stories that set the customer up for a successful, high-impact launch.
• Cross-Functional Leadership: Collaborate with Sales, Product, and Engineering to optimize delivery frameworks, refine product feedback loops, and help customers operationalize AI across their entire enterprise.
• Scale Delivery Excellence: Recommend implementation standards and influence best practices to help the AI Solutions & Delivery organization scale customer onboarding and mitigate risks efficiently.
• Manage Program Health: Proactively communicate project status and identify risks, escalating effectively to ensure swift resolution across multiple simultaneous customer projects.

What You Bring to the Role

• Experience: 5+ years leading complex, enterprise-scale SaaS or AI implementations, specifically managing multi-team programs and multi-stakeholder deployments.
• Advanced Program Management: Expert skills in driving alignment across cross-functional technical and business teams while managing multiple high-priority projects simultaneously.
• Strategic Facilitation: Proven ability to lead discovery sessions, solution design workshops, and executive-level customer-facing engagements.
• Domain Expertise: Deep understanding of contact center operations, KPIs, and ROI stories (e.g., speech analytics, quality management, or AI-driven CX platforms).
• Executive Presence: Demonstrated ability to manage senior-level stakeholders, set clear expectations, and navigate ambiguity with professionalism and confidence.
• High-Growth Mindset: An analytical, problem-solving mindset with strong organizational skills suited for fast-paced, high-growth technology environments.

Why You'll Love It Here

• Competitive compensation including equity: Market-aligned base pay, performance incentives, and meaningful equity ownership
• Excellent medical, dental, and vision insurance options: Comprehensive medical, dental and vision benefits for employees and eligible dependents
• Flexible Paid Time Off: Our unlimited, flexible PTO policy empowers you to take the time you need to recharge, maintain balance, and perform at your best.
• Additional Time to Recharge: 10 company holidays, an annual company-wide Winter Break, and paid parental leave to fully support life outside of work.
• 401(k) plan: Long-term financial planning support with tax-advantaged retirement savings
• Quarterly Lifestyle Spending Account: Flexible quarterly stipend to support wellness, learning and professional development, and personal growth
• Monthly Mobile + Internet Stipend: Support for remote and hybrid work connectivity needs
• Pre-tax Commuter Benefits: Tax-efficient transit and commuting support for hybrid and in-office employee
• Autonomy and Agency: Play a meaningful role in scaling a category-defining GenAI platform transforming the future of customer experience.