AI Strategy Director

• Must have working personal fluency with Claude (mandatory) and other enterprise AI tooling (Microsoft Copilot or equivalent); demonstrated ability to design and document hypothesis-driven experiments.
• 2–5 years of professional experience in program management, strategy operations, consulting, private equity, or transformation roles, with demonstrated experience running cross-functional projects to measurable outcomes.
• Strong written communication; ability to produce CEO- and board-quality artifacts.
• Comfort operating in ambiguity within a small, fast-moving team.

• Technical background (educational or professional) — computer science, engineering, data, or comparable hands-on experience with software, automation, or AI systems.
• Exposure to voice AI, document automation, or contact-center modernization.
• Prior experience in a PE-portfolio company or other high-growth, lean environment.

Bachelor’s degree required.

Technical or quantitative field (computer science, engineering, economics, mathematics, data science) preferred.

Advanced degree welcome but not required.

Position Type and Expected Hours of Work Full time, Monday through Friday, normal core business hours and as needed on nights and weekends unless otherwise specified.

Supervisory Responsibility Individual contributor role.

No direct reports at hire.

May supervise contractors, vendors, or interns supporting AI Enablement initiatives.

Travel Requirements Occasional travel to API headquarters in Melville, NY and to vendor or partner sites, estimated at less than 10% of working time.

What’s In it for You

• Health, dental, and vision insurance
• Competitive 401(k) matching

• AI mastery and hands-on building with frontier AI tools
• AI Enablement skillset and experience across an enterprise rollout
• Program management experience on a high-visibility, board-tracked initiative
• High-growth company environment backed by private equity
• High autonomy and entrepreneurial role with direct CSO and EVP engagement

Compensation Compensation is determined based on several factors, including the candidate’s experience, qualifications, skill set, and location, as well as internal equity and external market benchmarks.

The good faith annual salary range for this position is ​$130,000​ to ​$175,000, plus a discretionary 10% bonus.

Duties, responsibilities and activities may change at any time according to business needs.

The performance of additional responsibilities if you are designated as a Data Protection Champion (DPC), Senior Information Risk Owner (SIRO) or Information Assurance Accounting Officer (IAAO).

This position operates in a professional office environment.

This role routinely uses standard office equipment such as computers, phones, photocopiers, filing cabinets and fax machines.

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job.

While performing the duties of this job, the employee is regularly required to talk or hear.

The employee frequently is required to stand, walk; use hands to finger, handle or feel; and reach with hands and arms.

Accommodations Plus International is an Equal Opportunity Employer that does not discriminate on the basis of actual or perceived race, creed, color, religion, alienage or national origin, ancestry, citizenship status, age, disability or handicap, sex, marital status, veteran status, sexual orientation, genetic information, arrest record, or any other characteristic protected by applicable federal, state or local laws. Our management team is dedicated to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities and general treatment during employment.

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Accommodations Plus International (API) is a technology and services company focused on driving innovation across the travel and transportation industry.

We partner with organizations in the airline, cruise, and rail sectors to deliver solutions that improve layover operations, enhance customer experience, and support long-term growth.

Our mission is to make layovers simpler and more efficient for crew members—and we bring that to life through deep industry expertise and a practical, results-driven approach.

Today, API’s platform powers over 18 million crew room nights each year for 100+ airlines and travel operators worldwide.

Our Global Reach ensures that airline crews are rested, transported, and connected so global aviation runs on time.

At API, we’re building a culture rooted in succeeding and thriving together.

It’s a place where people are encouraged to take ownership, develop their skills, and contribute to work that matters.

If you’re looking to grow your career in a company that values steady progress, real impact, and long-term development, we’d like to meet you!