Strategy Intern - AI/Strategy, Healthcare

Engagement: FT Summer Internship

Location: Toronto (Hybrid) with 1-2 days per week of in-person collaboration in Toronto, Canada, and Tampa, Florida

Role Overview

Eastwood & Cleef is seeking a Summer Intern to support AI enablement, strategy, and program execution across our healthcare portfolio. You’ll work alongside consultants and operators at the intersection of applied AI, value-based care (VBC) strategy, and operational transformation. This is a hands-on role designed to build real skills through real work: research, analysis, structured problem solving, and clear client-ready output.

Key Responsibilities

• Support project teams by conducting research and synthesising findings into clear takeaways

• Assist with quantitative and qualitative analysis to support strategy, operations, and transformation workstreams

• Support senior leadership by acting as a bandwidth extension and taking ad-hoc tasks

• Help document current-state workflows and identify opportunities for improvement and AI enablement

• Support the creation of executive-ready deliverables, including slides, memos, and simple operating summaries

• Contribute to workstream coordination by tracking action items, timelines, risks, and next steps

• Gather and organise data from multiple sources to identify patterns and inform recommendations

• Participate in team discussions, ask thoughtful questions, and apply feedback to improve your work

• Use modern productivity and AI tools responsibly to improve efficiency and quality of output

Your Experience

• Currently pursuing an undergraduate or graduate degree in Business, Health Administration, Economics, or Engineering

• Strong interest in healthcare, operations, and technology, with curiosity about applied AI and workflow automation

• Structured thinking and problem-solving skills, with the ability to break ambiguous problems into clear steps

• Strong written and verbal communication skills, including the ability to create clean, organised slides and summaries

• Proficiency in Excel / Google Sheets; comfort working with data and basic analysis

• Reliability, attention to detail, and willingness to take ownership of assigned tasks

• Ability to work well in a fast-moving environment and collaborate effectively with a small, high-output team

• Familiarity with SQL, BI tools, or Python is helpful 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 M&A Strategy team maximises value through Mergers & Acquisitions (M&A) transactions, both strategic and financial, across the deal continuum by leveraging its core expertise and extensive experience in M&A from both the Buyer / Seller perspectives.