Deployment Strategist

About the role

We are seeking a Deployment Strategist to lead our most complex enterprise customers through the stages of problem discovery, solution scoping, successful deployment, and measurable value. You will be responsible for deeply understanding CPG and retail systems within our enterprise customers, translating messy real-world workflows into clear technical requirements, and working with engineering to deliver end-to-end Glimpse's AI solutions to customers - keeping external and internal teams aligned.

This role requires a blend of technical acumen, customer empathy, systems thinking, and project management. You will lead sales discovery and technical demos with enterprise customers to understand pain points, current workflows, constraints, and success criteria. You will scope and structure pilots by translating customer pain points and orchestrating Glimpse product capabilities to prove quick value for customers. You will outline requirements for new agents and integrations in partnership with the customer and our engineering team and help roll them out to customers. You will align executive and user stakeholders on scope, communicate results and value to both operational users and executive sponsors, and partner closely with Sales and Product to share customer insights, influence roadmap, and improve our deployment playbook.

Responsibilities

• Lead sales discovery and technical demos with enterprise customers to understand pain points, current workflows, constraints, and success criteria.
• Scope and structure pilots by translating customer pain points and orchestrating Glimpse product capabilities to prove quick value for customers.
• Outline requirements for new agents and integrations in partnership with the customer and our engineering team and help roll them out to customers.
• Align executive and user stakeholders on scope (what we’re doing, what we’re not doing, timelines, resourcing, risks, dependencies).
• Run cross-functional implementations: coordinate engineering, product, ops, and customer teams to deliver the end outcome.
• Own deployment into production: configuration, testing, rollout planning, and post-launch iteration.
• Communicate results and value to both operational users and executive sponsors - progress updates, impact reporting, and next-step recommendations.
• Partner closely with Sales and Product to share customer insights, influence roadmap, and improve our deployment playbook.

Requirements

• 3+ years of experience doing customer discovery in ambiguous environments (ex-founder, early-stage product manager, deployment strategist/FDE, solutions/implementation/consulting, solutions engineering, or similar).
• Strong technical + systems intuition: you don’t need to be a pure software engineer, but you can reason about integrations, data flows, edge cases, and implementation constraints, as well as collaborate tightly with engineering.
• Experience operating inside complex enterprise systems, especially where processes span many tools and teams (CPG/retail exposure is a plus).
• Excellent customer-facing communication: comfortable leading working sessions, aligning stakeholders, and explaining scope, risks, and technical concepts to both operators and execs.

Nice-to-Haves

• Technical background (computer science, engineering)
• Experience with CPG, retail, deductions, trade promotions, chargebacks, EDI, or ERP ecosystems
• Experience shipping customer-facing integrations or implementation tooling
• Experience in a solutions engineering or forward deployed engineering organization at an early stage startup

Traits that do well here

• High ownership: you don’t just advise - you drive the work to completion.
• Systems thinking: you can reason through messy workflows and design something scalable, not one-off.
• Customer empathy + backbone: you listen deeply, then confidently set boundaries and callout tradeoffs.
• Fast learner: you ramp into new domains and tools quickly.

Why Work at Glimpse?

• Competitive salary with meaningful equity
• In-person team in NYC – high ownership, fast feedback loops
• Direct impact on a company growing at an exceptional pace
• A front-row seat to building the operating system for CPG brands

Career at Glimpse

• Equal Employment Opportunity Employer
• Compensation Range: $160K - $220K