Head of AI Strategy & Transformation

ButterflyMX

About The Position

We are seeking the Head of AI Strategy & Transformation to lead our company’s evolution into an AI-enabled organization. The role is responsible for defining, executing, and continuously refining our AI strategy to ensure it delivers meaningful business value. This role owns AI budgeting, establishes governance frameworks, and drives adoption across the organization. This is a hybrid strategic and hands-on role: part visionary, part operator, part evangelist. You will be advocating for AI solutions, coordinating cross-functional initiatives, and building the operational infrastructure that enables teams to leverage AI at scale. You will not be expected to build models or write production code, but you must deeply understand what modern AI can and cannot do, how it fits into real workflows, and how to enable teams to capture value safely and efficiently.

Requirements

Proven track record leading cross-functional initiatives and driving organizational change
Deep understanding of AI technologies, capabilities, and limitations across the current landscape
Experience managing organizational budgets
Strong stakeholder management skills with ability to influence at executive level
Experience establishing governance frameworks and policies
Demonstrated ability to translate technical concepts for non-technical audiences and vice versa
Deep curiosity and a hands-on mindset with emerging technology

Nice To Haves

Would be preferred to have background strategy, operations, technology leadership or consulting

Responsibilities

Define and own the company’s AI transformation strategy, ensuring alignment with business goals, operating plans, and long-term vision.
Develop and maintain an AI transformation roadmap, balancing near-term wins with longer-term strategic investments.
Partner with executive leadership to translate business priorities into AI-enabled opportunities.
Manage headcount planning and hiring strategy for AI teams
Establish processes for AI project intake, prioritization, and resource allocation
Identify, prioritize, and size high-impact AI use cases across the business.
Build and manage AI-related budgets, including tooling, vendors, experimentation, and enablement initiatives.
Ensure decisions are driven by data with clear KPIs
Act as a visible AI champion across the organization.
Translate complex AI concepts into clear, practical language for non-technical audiences.
Foster excitement while maintaining credibility and realism.
Continuously experiment with emerging AI tools, platforms, and workflows.
Identify AI tools and services that should be adopted by our company
Share learnings quickly and pragmatically with teams.
Ensure AI adoption is secure, compliant, and responsible by establishing governing policies
Balance risk management with speed and usability.
Help define guardrails that enable innovation.

Benefits

Comprehensive Medical, Dental and Vision plans (ButterflyMX covers 80% of the cost) starting day 1
401(k) plan with a match
10 paid holidays, 20 vacation days, 5 sick days, 3 floating holidays
Basic Life and Accidental Death and Dismemberment Insurance (ButterflyMX covers 100% of the cost)
Short and Long Term Disability (ButterflyMX covers 100% of the cost)
Paid Family Leave
Employee Assistance Program
Quarterly self-care stipends
Access to optional benefits including pre-tax flexible healthcare spending accounts (FSA and HSA), Dependent Care FSA, and Commuter Benefits, as well as optional Supplemental Life, AD&D, Hospital Indemnity, Legal, Accident, Critical Illness, Pet, and Personal Liability Insurance
And more!