Deployment Strategist

About the role

The Deployment Strategist plays a critical role in ensuring the successful delivery and expansion of some of our most strategic customer deployments. This role sits at the heart of our customer programs and serves as the key driver of deployment execution, delivery governance, and cross-functional alignment.

Customer & Program Ownership

• Own customer deployment programs end-to-end across discovery, planning, execution, go-live readiness, and ongoing expansion initiatives.
• Develop a deep understanding of customer goals, use cases, operating model, and technical landscape in order to shape realistic deployment strategies and success plans.
• Partner with customer stakeholders to align on milestones, rollout sequencing, and readiness criteria.

Program Planning & Execution

• Define and maintain project plans, timelines, dependencies, and deliverables across multiple workstreams and teams.
• Drive execution discipline by leading recurring program cadences (status reviews, workstream syncs, risk reviews, stakeholder updates).
• Ensure clear ownership, accountability, and follow-through across internal and external stakeholders.

Technical Gap Identification & Risk Management

• Identify technical gaps, blockers, and areas of ambiguity early and drive resolution through the appropriate teams.
• Proactively manage risks, escalation paths, and scope control—ensuring that issues are surfaced early and addressed before they become delivery failures.
• Ensure that deployment decisions account for both short-term success and long-term scalability.

Cross-Functional Leadership

• Cook up coordination and alignment among internal teams including Engineering, Product, Solutions, BI, Support, Customer Success, and Commercial stakeholders.
• Act as the connective tissue between customer reality and internal execution—ensuring accurate expectations, clean handoffs, and strong ownership across teams.
• Ensure feedback loops are established so delivery learnings inform product roadmap, deployment playbooks, and solution standardization.

Customer Success & Outcomes

• Ensure deployments lead to measurable customer outcomes, adoption readiness, and long-term operational success.
• Drive go-live readiness criteria and ensure the customer is prepared for success post-deployment.
• Partner with Customer Engagement and Delivery leadership to ensure customers receive proactive attention when adoption or outcomes are at risk.

Experience & Core Capabilities

• 5+ years of experience in program management, solutions delivery, implementation leadership, technical account leadership, or similar roles in a B2B SaaS or deep-tech environment.
• Proven experience leading complex customer programs with multiple workstreams and executive-level stakeholders.
• Strong ability to drive accountability across cross-functional teams, including teams you do not manage directly.

Technical Fluency

• Strong technical understanding of software deployments and delivery processes (e.g., APIs, data pipelines, cloud environments, integrations, authentication, BI/reporting workflows).
• Ability to identify technical gaps and ask the right questions—even if you are not implementing directly.
• Comfortable engaging in technical conversations with customer engineering/data teams and internal product/engineering teams.

Leadership, Communication & Stakeholder Management

• Exceptional communication skills—able to translate between technical and non-technical stakeholders with clarity and credibility.
• Strong customer-facing presence and confidence; able to push back, manage expectations, and escalate appropriately when needed.
• Strong organizational and prioritization skills, with an ability to thrive in ambiguous and fast-moving environments.

Mindset & Personal Traits

• High ownership mentality: acts as if the customer program is “your business.”
• Strong judgment and decision-making: knows how to drive alignment without consensus paralysis.
• Structured thinker who can build repeatable execution systems and improve processes over time.
• Calm under pressure, proactive, and willing to raise flags early to protect delivery success.

Location

Boston, Massachusetts