Job Description

Join to apply for the Principal Engagement Consultant role at 66degrees

Chicago, IL $54,800.00-$121,100.00

Overview

66degrees is an endtoend AI transformation partner that guides enterprises from complex business challenges to clear, quantifiable outcomes. Our company is the culmination of several successful firms, each a leader in cloud, artificial intelligence, and data. This convergence of talent and expertise allows us to help businesses reach their own inflection point, turning chaotic data into a strategic asset, complexity into clarity, and AI into an engine for growth. Our ultimate vision is to be the catalyst for a future where every business operates as an intelligent enterprise.

Role Summary

The consultant serves as the strategic and technical solution partner delivering integrated solutions to clients, proactively creating solution growth pathways and driving longterm partnership. This highly experienced leader ensures all engagementsacross data, AI and cloudare fundamentally sound in their solution design, aligned with executive expectations, and positioned to deliver measurable strategic value. The expert consultant provides executive oversight and strategic direction, leveraging a dedicated Delivery Manager for project execution.

Key Responsibilities

Strategic Solution Design & Quality Assurance

• Serve as the primary leader in translating the client's highlevel business goals into cohesive, viable, and innovative AIfirst solutions in deep collaboration with technical architects across all capability areas.
• Own the strategic framing of all engagements, ensuring clear definition of the strategic objectives, scope boundaries, and ultimate success criteria.
• Act as a highly fungible resource (specializing in AI and Data) to conduct project triage and validate design approaches, providing critical quality assurance feedback on key deliverables to ensure technical integrity and strategic alignment.
• Maintain the ability to be handson when necessary to diagnose critical design issues, validate technical strategies, or unblock teams, ensuring the solution remains robust.

Executive Alignment & Stakeholder Management

• Act as the pivotal strategic liaison between the clients executives and program owners, internal leadership (Account Executives), and the Delivery organization.
• Build and maintain deep, trustbased relationships with key client stakeholders at the executive and director levels to ensure continuous strategic alignment and manage expectations.
• Articulate the clients strategic needs internally while transparently communicating delivery realities and constraints externally, mitigating scope creep and risk of misalignment.
• Leverage deep expertise in the healthcare business and technology to ensure all solutions are compliant, operationally relevant, and impactful for the client.

Portfolio Governance & Commercial Support

• Partner with the supporting Account Executive and Delivery Manager to monitor execution against the strategic vision and design.
• Coordinate with Practice Leaders to define the resourcing strategy for the portfolio, making recommendations to optimize resources for strategic goals and revenue acceleration.
• Regular travel to client locations is required to maintain strong executive and delivery oversight.

Qualifications

Experience & Leadership

• Minimum of 10+ years of progressive experience in consulting, professional services, or a related strategic technology leadership role, with a strong focus on solution design and executive stakeholder management.
• Proven experience in a clientfacing leadership role managing multimillion dollar, largescale cloud data and AI technology engagements, preferably in the Healthcare and Life Science (HCLS) sector.

Core Expertise (Cloud AI & Data)

• Deep, demonstrably strategic expertise in the solution design and strategic implementation of projects involving AI/ML, Agentic AI, Data Products, or Master Data Management (MDM).
• Strong understanding of MLOps, cloudbased data architecture, and Agile delivery models.
• Experience building and deploying productionquality data and AI solutions in the cloud, preferably on Google Cloud Platform (GCP).

Professional Skills

• Exceptional executive communication and presentation skills, with the ability to articulate complex technical strategy to Clevel leadership.
• Proven negotiation, conflict resolution, and portfolio governance skills.

66degrees is an Equal Opportunity employer. All qualified applicants will receive consideration for employment without regard to actual or perceived race, color, religion, sex, gender, gender identity, national origin, age, weight, height, marital status, sexual orientation, veteran status, disability status or other legally protected class.

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