About Accommodations Plus International

API is the global leader in crew accommodation technology & services for the airline industry, with a strong service base in rail, cruise lines and sports teams. For more than 40 years, we have been offering a powerful combination of crew accommodation services delivered through innovative technology, unique software solutions, and a highly experienced team of service professionals, enabling our clients to maximize savings in all areas of travel operations.

Our Company is globally-supported by 794 employees and full-time dedicated consultants working from 59 locations around the world and is privately-held and headquartered in Melville, Long Island, New York.

Position Overview:

The AI Strategy Analyst owns the operational backbone of API’s AI Enablement program — the cross-functional cadence, experimentation discipline, adoption measurement, and vendor management that turn AI investment into measurable productivity and operating leverage. The role also has responsibility within the Strategy function to drive alignment and execution on strategic initiatives across the organization, including corporate development and inorganic growth activities. This is a remote position.

Success in this Role

• Milestone: drive Claude Enterprise adoption and rollout; own AI Sandbox rollout and cross-functional use-case identification and development, including both internal and external (customer-facing) applications.
• Long-term contributions: drive API toward an AI-native end-state through leadership, training, and execution.
• Mastery: Claude as a daily working tool; development of AI-enabled processes and outcomes across internal operations and customer-facing applications.
• Impact: drive quantifiable ROI through dollar savings, efficiency generation, and AI productization and monetization.
• Engagement: direct engagement with the CSO and EVP of Strategy & Innovation; broad engagement opportunity across the organization and with external parties including investors, vendors, partners, and acquisition targets.

What You’ll Do

Essential Functions: Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Key responsibilities

• Experimentation portfolio — Run intake, hypothesis design, metric definition, and outcome documentation for AI experiments across Engineering, Client Delivery, and Corporate functions. Drive go/no-go reviews and graduation-to-production decisions.
• Pilot management — Run end-to-end management of AI pilots across the portfolio. Own validation evidence, vendor coordination, integration readiness, and graduation decisions.
• Adoption and management — Partner to drive org-wide training, communications, and enablement for Claude Enterprise and Microsoft Copilot. Move seat utilization from license to behavior. Produce the monthly AI scorecard: experiments launched, seats utilized, automation rates, FTE-equivalent savings, and experiments graduated.
• Sandbox operations — Co-lead AI sandbox management with Engineering. Manage onboarding from initial cohort through expansion, including use-case intake, prioritization, and graduation criteria.
• Internal AI optimization — Work with IT and internal stakeholders to manage, analyze, and optimize internal utilization of AI across the organization — identifying gaps, surfacing high-value use cases, and improving return on AI spend.
• Vendor and budget management — Own day-to-day relationship management for AI tooling vendors and the sandbox platform. Track spend against the approved Opex plan and flag variances.
• Strategy execution — Drive alignment and execution on strategic initiatives across the organization. Support corporate development and inorganic growth activities, board and investor materials, VCP reporting, and ad hoc strategic projects on the CSO’s agenda.

What You’ll Bring

Minimum Qualifications

• 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.

Preferred Qualifications

• 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.

Education
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
• Paid Time Off
• 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 $150,000, plus a discretionary 10% bonus.