Consultant / Sr. Consultant (AI & Strategy | Healthcare)
Eastwood & Cleef· Remote·
Location: Remote, with preference for Toronto (EST only). Occasional in-person collaboration in Toronto, Canada, and Tampa, Florida
Role Overview
Eastwood & Cleef is seeking a Consultant / Sr Consultant (AI & Strategy | Healthcare) to support AI enablement, strategy, and program execution across our healthcare portfolio.
You'll work at the intersection of AI, Value Based Care (VBC) strategy, and operational transformation — designing AI-enabled workflows, supporting diligence and growth initiatives, and partnering with clinical, operational, and investment stakeholders to drive measurable impact. High ownership, real scope, day one.
Key Responsibilities
Partner with managerial, clinical, and operational teams to identify AI and workflow transformation opportunities
Support the development of AI and technology strategies tied to measurable business outcomes
Analyze processes, data, and systems to identify performance improvement opportunities
Translate business needs into requirements and support solution implementation with technical teams
Help design AI-enabled workflows, operating models, and transformation roadmaps
Support the evaluation and adoption of AI, automation, and data platform tools
Manage assigned workstreams and track deliverables, risks, and timelines
Build clear, executive-ready presentations and analyses
Stay current on AI and healthcare technology trends
Your Experience
Consultant: 0-3 years in consulting, healthcare strategy, healthcare operations, health tech, or a related field
Sr Consultant: 3-6 years in consulting, healthcare strategy, healthcare operations, health tech, or a related field
Strong business problem-solving and structured thinking skills
Familiarity with workflow design, process improvement, or program management
Demonstrated ability to operate in ambiguous, fast-moving environments
Strong interest in applied AI workflow automation
Experience using AI tools in professional or academic settings
Strong Excel / Google Sheets proficiency
Familiarity with SQL, BI tools, or Python is helpful but not required
Bachelor’s degree (Business, Health Administration, Economics, Engineering, Information Systems, or related) - MBA or graduate degree is a plus but not required
Our Shared Ethos
Commitment to improving the American healthcare system
Continuous improvement mindset
High attention to detail
Extreme ownership (no task too big or small)
High impact, low ego
Collaboration and communication as the roots of problem-solving
Responsible use of tools and good judgment with sensitive information
About Eastwood & Cleef
Eastwood & Cleef is the management consulting arm of a US-based private equity family office, focused on data-driven problem solving and producing measurable impact.
Our Healthcare practice partners with MSOs, providers, and investors to accelerate VBC transformation.