Principal, Technology Strategy Advancement

Role Description

The Principal, Technology Strategy Advancement plays a critical role in shaping, connecting, and activating technology strategy across a large, complex, high-visibility business segment. This role brings together:

• Business strategy
• Technology strategy
• Product roadmaps
• Investment planning
• Portfolio performance
• Modernization priorities
• Execution risks
• Value realization

This role will partner across business, product, engineering, architecture, finance, portfolio, and delivery teams to translate business priorities into technology roadmap implications, investment themes, capability needs, scorecards, leadership decision points, and measurable outcomes.

The ideal candidate brings experience working across large-scale, multi-year technology portfolios of $350M+ with multiple initiatives, platforms, products, stakeholders, and cross-functional dependencies. You must be able to operate at a strategic level, synthesize complex information, influence senior stakeholders, and turn ambiguity into clear recommendations and action.

Qualifications

• Bachelor's degree in Business, Technology, Engineering, Finance, Strategy, Operations, or a related field OR equivalent work experience.
• 15+ years of experience in technology strategy, enterprise strategy, portfolio management, technology transformation, strategic planning, consulting, business operations, or executive advisory roles.
• Experience supporting large, complex technology organizations with multi-year roadmaps, substantial investment portfolios ($350M+), strategic initiatives, and senior executive stakeholders.
• Proven ability to translate business strategy into technology strategy, roadmaps, investment priorities, OKRs, governance processes, and measurable business outcomes.
• Experience developing executive-level strategy deliverables, including business cases, strategic roadmaps, investment narratives, scorecards, value realization frameworks, capability assessments, and leadership decision packages.
• Strong experience aligning technology investments to business value through financial analysis, ROI modeling, benefit tracking, portfolio analytics, investment prioritization, and value realization methodologies.
• Experience partnering with senior business, technology, product, architecture, finance, data, delivery, and portfolio leaders within complex, matrixed organizations.
• Experience supporting CIO, CTO, SVP, Technology Strategy, Enterprise Strategy, Transformation Office, or Office of the CIO functions.
• Deep knowledge of technology roadmaps, strategic portfolio management, investment governance, technology modernization, technology business management, and multi-year planning.
• Strong analytical, strategic thinking, executive communication, storytelling, facilitation, and stakeholder influence skills.
• Ability to synthesize complex information, develop strategic recommendations, frame executive decisions, and translate strategy into actionable plans and measurable outcomes.
• Experience facilitating executive planning sessions, investment reviews, governance forums, roadmap discussions, and strategy-to-execution operating routines.

Requirements

• This role is not eligible for work visa sponsorship.
• This position falls within our Individual Contributor career pathway, and it will not manage any direct reports.
• You will report to a Director, IT Portfolio Management.
• This position's work style is remote from any of the locations listed below. You must reside in close proximity to one of these locations:
• Louisville, KY
• Dallas/Frisco, TX
• Washington, DC (Arlington, VA)
• Chicago, IL
• Fort Lauderdale, FL
• Tampa, FL
• New York, NY
• Boston, MA
• Atlanta, GA
• Nashville, TN
• Charlotte, NC
• Work from a dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information.
• While this is a remote position, occasional travel to Humana's offices for training or meetings may be required.

Benefits

• Competitive medical, dental, and vision benefits.
• 401(k) retirement savings plan.
• Time off (including paid time off, company and personal holidays, paid parental and caregiver leave).
• Short-term and long-term disability.
• Life insurance.
• Many other opportunities supporting whole-person well-being.

Pay Range

The compensation range below reflects a good faith estimate of starting base pay for full time (40 hours per week) employment at the time of posting. The pay range may be higher or lower based on geographic location and individual pay will vary based on demonstrated job related skills, knowledge, experience, education, certifications, etc.

$166,700 - $229,200 per year

This job is eligible for a bonus incentive plan. This incentive opportunity is based upon company and/or individual performance.