Tech Strategy Lead: AI & Cloud Roadmaps

PowerToFly; Town of Florida (NY); On-site; USD 150,000 - 230,000; Full time

Job summary

PowerToFly is seeking an experienced Tech Strategy and Planning Lead to guide enterprise technology initiatives for financial services clients. You will translate business priorities into delivery plans, build multi-year roadmaps, and engage C-suite stakeholders.

As part of AI & Engineering offerings, you’ll evaluate GenAI, cloud, and data platforms, shape investment cases, and drive governance across programs. This role emphasizes strategic insight over travel.

Qualifications

• 4+ years of experience in technology strategy, enterprise architecture, or IT management consulting within financial services or capital markets.
• Experience translating business goals into technical deliverables and managing replanning as priority/conditions change.
• Experience developing enterprise technology roadmaps and target-state architectures.
• Experience developing business cases, TCO models, and ROI frameworks for executive decisions.
• Proven ability to engage senior executives and present complex tech trade-offs clearly.

Responsibilities

• Align business priorities with technology capacity by representing business requirements, coordinating effort estimation and sizing, and translating priorities into actionable delivery plans.
• Monitor execution against delivery plans and drive timely replanning as priorities, timelines, dependencies, or resource constraints evolve.
• Define and communicate enterprise technology strategies and multi-year roadmaps aligned with objectives, regulatory requirements, and market trends.
• Evaluate emerging technologies including GenAI, AI/ML, cloud, and data platforms through market scans and proofs-of-concept.
• Develop data-driven business cases and investment recommendations assessing TCO, ROI, and portfolio priorities.
• Engage and influence C-suite and cross-functional stakeholders by translating complex technology considerations into strategic narratives.
• Lead technology portfolio planning, initiative prioritization, governance, and performance tracking.
• Coordinate architecture, engineering, data, and business teams to execute strategies with milestones and delivery objectives.

Skills

Technology strategy

Enterprise architecture

IT management consulting

Financial services domain

Executive communication

Job description

PowerToFly is seeking an experienced Tech Strategy and Planning Lead to guide enterprise technology initiatives for financial services clients. You will translate business priorities into delivery plans, build multi-year roadmaps, and engage C-suite stakeholders.

As part of AI & Engineering offerings, you’ll evaluate GenAI, cloud, and data platforms, shape investment cases, and drive governance across programs. This role emphasizes strategic insight over travel.