Deployment Strategist

monday.com•Denver, CO

4d•$120,000 - $160,000•Hybrid

About The Position

The Deployment Strategist joins monday.com’s Professional Services team and owns the full lifecycle of strategic services engagements, from exploring customer AI opportunities and shaping the deployment strategy through delivery and realization of business value. The role scopes and prices services that help enterprise customers move from AI ambition to AI running in production, supports the sale of those services alongside the Account Owner, and coordinates the consultants and engineers responsible for execution. The Deployment Strategist remains accountable beyond implementation for ensuring deployed AI is being used to perform the customer’s work and deliver the outcomes agreed at sale. This is a hybrid position requiring three days per week in monday.com’s Denver office, with travel of up to 20% of the time. The role works with executive stakeholders, process owners, technical and non-technical teams, and customers across strategic engagements. For Denver-based hires, the estimated annual base salary is $120,000–$160,000, with eligibility for a discretionary bonus or role-based sales incentive plan; certain roles may also include RSUs.

Requirements

At least 5 years of professional services experience in delivery management, engagement management, or technical program management, including significant direct experience with enterprise customers and strategic outcomes.
Experience scoping and delivering B2B SaaS software implementation, transformation, or managed services engagements in complex enterprise environments.
Experience working with industry-standard work management, project management, or CRM platforms.
Hands-on experience with Generative and Agentic AI tools and a strong understanding of how AI changes the way work gets done.
Commercial ability to scope, price, and support the sale of services, including effort estimation and writing statements of work.
Ability to lead technical and non-technical delivery teams through influence and keep teams aligned on shared goals.
Technical fluency to participate credibly in architecture conversations, understand how enterprise systems exchange data, and recognize when a goal requires software development rather than configuration.
Strong customer-facing and presentation skills, including establishing credibility with executives, explaining technical topics to non-technical audiences, and framing business outcomes for technical audiences.
Detail orientation and ability to learn and apply new concepts, business models, and technologies quickly.
Excellent written and verbal communication, a positive and empathetic approach, initiative, and adaptability.
Willingness to travel up to 20% of the time.

Nice To Haves

Experience with consumption-based or usage-based commercial models and holding customers accountable to the value they set out to achieve.
BA or BS degree.

Responsibilities

Lead discovery with executives and process owners, and develop deployment strategies for departments, workflows, and use cases on the monday AI work platform.
Scope and price services engagements, including packaging, effort and unit estimation, proposals, and statements of work.
Support the sale of services alongside the Account Owner, explaining the path from the customer’s current state to AI in production to technical and executive stakeholders.
Define engagement outcomes, estimates, and solution scope clearly enough for forward deployed consultants and engineers to execute.
Own timeline, budget, quality, risk, and commercial administration across engagements; run one-time projects directly, oversee ongoing execution, and direct assigned resources.
Develop work plans with customers for ongoing engagements, including selecting and sequencing AI use cases.
Track AI value realization and consumption against the plan agreed at sale, and diagnose adoption gaps or workflows that have not been built.
Identify or support additional outcome opportunities within accounts and drive the services needed to deliver them as use cases and workflows emerge.
Communicate status, risks, and progress to stakeholders, resolve escalations, and share account risks and expansion signals with the Account Owner.
Contribute field insights, estimation inputs, patterns, and playbooks to improve the speed of future AI deployments.

Benefits

Competitive salary
Annual discretionary bonus or role-based sales incentive plan eligibility
Equity eligibility for certain roles, potentially in the form of RSUs
Comprehensive medical, dental, and vision insurance
Generous paid time off, including vacation, holidays, personal leave, and sick leave
Fully paid parental leave
Automatic 401(k) contributions
Employee stock purchase plan (ESPP) allowing employees to purchase company stock at a discount
Dedicated learning and development team, AI workshops, bootcamps, and internal hackathons
Employee Resource Groups and workplace teams