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About the Role

We're seeking a Technical Project Manager (TPM) to lead day-to-day delivery on our most complex implementations. This new role is crucial for strengthening our delivery capabilities in environments with multiple stakeholders, deep integrations, and custom development work, requiring a blend of extreme project management rigor and technical depth.

Responsibilities

• Lead the delivery plan, timeline, milestones, and execution for complex implementations.
• Convert contracts and statements of work into sequenced plans with mapped dependencies, named risks, and clear owners.
• Escalate major scope, timeline, or technical decisions to leadership with clear recommendations.
• Lead the technical design and scoping process, including integration scope, data flows, SSO/IAM, security, and API contracts.
• Bring options and tradeoffs to leadership for architecture and product direction decisions.
• Design and manage the governance model, including steering committees, working groups, and executive updates.
• Keep executive stakeholders informed on progress, risks, and decisions needed.
• Coordinate work across internal teams, customer teams, and third-party partners.
• Surface risks and dependencies proactively.
• Run a disciplined change-control process for scope, timeline, and budget.
• Bring rigor to planning, tracking, and documenting work (RAID logs, decision logs, etc.).
• Set the standard for well-run professional services engagements.
• Build customer confidence and credibility through transparent communication.
• Contribute to building the professional services function and developing a repeatable delivery motion.

Requirements

• 5+ years of experience in complex, cross-functional technology implementations.
• At least 3 years in a leadership role with ownership of scope, timeline, and delivery outcomes.
• Real technical depth: ability to read API specs, reason about integration patterns, understand SSO/IAM and data-pipeline tradeoffs, and engage in substantive technical conversations.
• Extreme project management rigor: a system for planning, tracking, and communicating, supported by artifacts like milestone plans and RAID logs.
• Demonstrated experience in multi-stakeholder environments (customers, internal teams, third-party partners).
• Executive-level stakeholder management experience up to C-suite or agency leadership.
• Strong written and verbal communication skills.
• High agency and comfort with ambiguity; willingness to help define the role and its processes.
• Direct experience delivering technology implementations to state or federal government agencies (preferred).
• Familiarity with WIOA, RESEA, TAA, or other federal workforce funding programs (preferred).
• Experience managing systems integrators or sub-contractors (preferred).
• Working knowledge of typical enterprise integration surfaces (SSO, IAM, APIs, data pipelines, case management/CRM systems) (preferred).
• PMP, PgMP, or equivalent formal program management credential (nice to have).

Skills

• Project Management
• Technical Depth
• Stakeholder Management
• Cross-functional Team Leadership
• Risk Management
• Dependency Management
• Change Management
• Communication (Written and Verbal)
• Systems Integration
• API Specifications
• Integration Patterns
• SSO/IAM
• Data Pipelines
• Governance Models
• Scoping
• Technical Design

Location

• Remote, US

Work Type

• Remote
• Full-time

Experience Level

• 5+ years of experience
• 3+ years in a leadership role

Education Level

• No specific degree required; focus on grit, hunger, and drive.

Salary/Compensations

• USD $125,000 to $165,000

Benefits

• Occasional travel for critical implementation moments and annual company offsite.

About the Company

• FutureFit AI's mission is to help more people get to better jobs faster and cheaper, focusing on those facing barriers to opportunity and addressing economic inequality.
• Our AI-powered platform brings efficiency and insight to workforce development.
• Company Snapshot: Team size 30-50 across US and Canada (hubs in NYC and Toronto). Customers include workforce development agencies, government agencies, and employers.
• Industry: SaaS/AI technology.
• Funding: Bootstrapped 0-1, then raised funding led by JP Morgan.
• Structure includes Growth, Customer Success, Product, Engineering, Data, People & Culture, Finance & Operations.
• Core Principles: Be Curious, Drive to Outcomes, Raise the Bar, Speed Matters, Own It, We Over Me.

Equal Opportunity

• FutureFit AI is proud to be an equal opportunity workplace.
• We celebrate diversity and are committed to creating an inclusive environment for all employees.
• We do not discriminate on the basis of race, religion, color, gender identity, sexual orientation, age, disability, veteran status, or other applicable legally protected characteristics.
• We encourage people of different backgrounds, experiences, abilities, and perspectives to apply.
• We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment.