Enterprise AI Portfolio Principal

Humana•Chicago, IL

3d•$142,300 - $195,700•Hybrid

About The Position

The Enterprise AI Portfolio Principal collaborates with the business portfolio team to align the IT portfolio and demand, providing strategic advice and guidance to functional teams. This role is the senior portfolio management subject-matter expert for Enterprise AI, integrating operational budgets, AI platform investments, Enterprise AI capabilities, applied AI products, and innovation or incubation initiatives. The position leads portfolio strategy, investment and financial management, demand prioritization, capacity planning, governance, executive reporting, and delivery and value-realization oversight. It designs and improves portfolio processes, supports planning and review cycles, develops financial and decision-support analyses, and connects strategic objectives and investments to delivery, adoption, and measurable business outcomes. The role also advises Enterprise AI leaders, establishes reusable standards and methods, and leads cross-functional work through expertise and influence rather than formal authority or direct people-management accountability. The position follows a hybrid schedule: three days per week in the office and the remaining days remotely. Candidates must reside within, or be willing to relocate to, a commutable distance from Louisville, Kentucky, or Chicago, Illinois. The role is scheduled for 40 hours per week. The stated starting base-pay range is $142,300–$195,700 per year, and the role is eligible for a bonus incentive plan.

Requirements

Bachelor's degree or equivalent work experience.
Seven or more years of experience in portfolio management, program management, technology strategy, technology finance, product operations, management consulting, or a related discipline.
Demonstrated experience managing or governing complex technology investment portfolios.
Deep experience with financial planning, forecasting, budgeting, business cases, and investment governance.
Experience developing recommendations and decision materials for executive-level governance forums.
Advanced analytical, problem-solving, facilitation, and organizational skills.
Exceptional executive communication and presentation abilities.
Ability to independently lead complex, ambiguous work across multiple stakeholder groups without direct authority.
Ability to manage multiple priorities in a dynamic enterprise environment.
Commitment to advancing AI-driven business transformation and improving consumer experiences.
Must currently reside within, or be willing to relocate to, a commutable distance from Louisville, Kentucky, or Chicago, Illinois.

Nice To Haves

Experience supporting Artificial Intelligence, Data, Analytics, Digital, or Technology organizations.
Lean Portfolio Management experience.
SAFe Agile, PMP, Finance, or Organizational Change Management certification or training.
Expertise in workforce planning, demand management, and capacity planning.
Experience establishing portfolio governance functions, decision frameworks, and operating models.
Strong understanding of AI product development, AI platforms, cloud technologies, and enterprise transformation programs.
Experience translating technical, financial, and delivery information into enterprise investment recommendations.
Demonstrated success leading highly visible enterprise initiatives with executive exposure through influence rather than direct people leadership.

Responsibilities

Partner with Enterprise AI, product, platform engineering, architecture, Finance, and business stakeholders to align investments with strategic priorities and delivery roadmaps.
Integrate the operational budget, AI platform investments, Enterprise AI capabilities, applied AI products, and innovation or incubation initiatives into a coherent portfolio.
Design and continuously improve portfolio management processes for transparency into funding, delivery, resource allocation, dependencies, risks, outcomes, and strategic tradeoffs.
Facilitate annual planning, quarterly portfolio reviews, and ongoing prioritization, translating complex inputs into recommendations for leadership.
Advance Lean Portfolio Management practices and portfolio operating-model maturity across Enterprise AI.
Maintain traceability from strategic objectives through funding, delivery, adoption, and measurable business outcomes.
Identify portfolio risks, dependencies, capacity constraints, and investment tradeoffs, and provide options for resolution.
Lead analytical and governance work for portfolio investment planning, budgeting, forecasting, and financial management.
Partner with Enterprise AI Finance, IT Finance, and Segment Finance on investment planning and operational budget management.
Develop and maintain business-case methodologies, financial models, scenario analyses, and value-realization frameworks for AI investments.
Align funding plans, workforce capacity, delivery commitments, and expected outcomes across the portfolio.
Monitor portfolio financial performance and recommend actions to improve investment efficiency, forecast accuracy, and value realization.
Produce monthly, quarterly, and annual insights on budget versus actuals, forecast accuracy, investment and capacity utilization, cost optimization, and realized value.
Analyze workforce and labor strategy, including associate and contractor mix, onshore and offshore sourcing, capacity forecasts, and hiring and ramp assumptions.
Establish and operate consistent methods to intake, assess, prioritize, and govern Enterprise AI demand.
Facilitate prioritization using agreed criteria for value, risk, strategic alignment, readiness, dependencies, funding, and capacity.
Balance demand against funding, workforce capacity, platform constraints, and delivery sequencing; reassess alignment as priorities and conditions change.
Create decision-support tools and recommendations for investment tradeoffs, sequencing, deferral, acceleration, and portfolio optimization.
Serve as the primary liaison and subject-matter expert between Enterprise AI and IT Portfolio Management, representing Enterprise AI in planning, demand management, funding governance, and portfolio reviews.
Develop executive dashboards, portfolio scorecards, decision materials, and concise narratives for senior leadership.
Facilitate recurring portfolio reviews and provide executive insights on portfolio health, delivery and financial performance, resource utilization, strategic alignment, and business value realization.
Promote accountability through measurable outcomes, clear decision rights, disciplined follow-through, and transparent reporting.
Monitor delivery performance across AI platform, capability, and product portfolios without assuming direct product ownership or delivery-team management.
Assess portfolio health across financial, operational, delivery, adoption, risk, and business-value dimensions; identify bottlenecks, dependency conflicts, and emerging risks and recommend mitigation paths.
Establish metrics and KPIs connecting investments to measurable business outcomes, and partner with product and platform leaders to evaluate expected value and benefits.
Ensure executive stakeholders receive accurate, timely, decision-ready information.
Advise Enterprise AI leaders on portfolio choices, investment tradeoffs, governance, and operating priorities.
Lead complex cross-functional work through expertise, facilitation, structured problem solving, and influence rather than formal authority.
Create standards, playbooks, templates, and reusable methods to improve portfolio-management capability across Enterprise AI.
Coach and advise partners on portfolio management, investment planning, business cases, value realization, and executive communication without direct people-management accountability.
Build partnerships across Enterprise AI, Technology, Finance, Product Management, Architecture, IT Portfolio Management, and business organizations; model accountability, transparency, sound judgment, operational excellence, and continuous improvement.