Software Guidance & Assistance, Inc. (SGA, Inc.) · 4 hours ago
Sr. AI Transformation Lead – Group Benefits
New York, NY
Full-time
Hybrid
Senior Level, Lead/Staff
$250K/yr - $290K/yr
8+ years expSoftware Guidance & Assistance, Inc. (SGA) is searching for a Senior AI Transformation Lead – Group Benefits for a direct placement assignment with one of their premier Insurance clients. The role drives strategy and execution for high-impact AI initiatives across claims, underwriting, customer service, and core Group Benefits operations, focusing on both strategic development and execution leadership.
Information TechnologyStaffing Agency
Responsibilities
Identify, shape, and prioritize AI opportunities across claims, underwriting, and service operations
Convert loosely defined problems into structured use cases with clear business value, feasibility, KPIs, and risks
Build and maintain multi-phase product roadmaps aligned to enterprise AI strategy
Drive end-to-end delivery of AI-enabled products from discovery through launch, business readiness, adoption, and measurable impact
Set program structure, milestones, governance, and decision frameworks across complex, multi-stakeholder initiatives
Partner closely with data science, engineering, legal, finance, and operations to ensure quality, speed, and compliance
Communicate complex concepts simply and persuasively to senior leaders across Group Benefits
Influence executives (Claims, Service, Operations) by providing clarity, framing trade-offs, and enabling informed decisions
Represent Group Benefits in technical discussions with data science, cloud, applications, and platform engineering leads
Develop business cases grounded in quantitative analysis, statistical reasoning, and operational impact
Evaluate pilot results, model performance, and value realization; refine product direction based on data
Lead change management, business readiness planning, training, communications, and operational rollout
Drive adoption and ensure AI products are embedded successfully into business workflows
Qualification
Required
8+ years in product management, management consulting, digital transformation, strategy execution, or relevant hybrid roles
Strong ability to structure ambiguous business problems and translate them into actionable roadmaps
Proven track record delivering enterprise products or transformation initiatives (not just ideation)
Exceptional communication and executive presence — must influence senior business leaders with clarity and confidence
Comfort engaging with data science and engineering teams; able to understand LLM concepts, retrieval patterns, guardrails, and AI solution patterns at a conceptual level
Strong analytical and quantitative orientation; familiar with statistical reasoning, back-testing concepts, and KPI frameworks
Experience working in regulated environments (insurance, healthcare, financial services), with insurance being a major plus
High EQ and professionalism — listens well, communicates succinctly, handles pressure, and builds trust
Preferred
Background in mid-size tech, high-growth product organizations, or top-tier consulting (Bain, BCG, Deloitte, McKinsey) preferred
Passion for AI and a demonstrated ability to ramp up quickly in new domains
Company
Software Guidance & Assistance, Inc. (SGA, Inc.)
SGA is the technology and resource solutions provider driven to stand out. We are a certified women-owned business.
201-500 employees
H1B Sponsorship
Software Guidance & Assistance, Inc. (SGA, Inc.) has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (13)
2024 (12)
2023 (19)
2022 (25)
2021 (41)
2020 (44)
Funding
Current Stage
Growth StageLeadership Team
Peter Taylor
CEO
Andrew Gallagher - CCWP
Senior Vice President - Strategic Partnerships
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