Director of Product Delivery Operations, AI

Fully Remote

Job Description

About Engine

At Engine, we’re transforming business travel into something personalized, rewarding, and simple. For too long, managing travel and spend has been overwhelming and fragmented — we’re here to change that. We believe the future of travel should be seamless and powered by technology that delights customers at every step. That’s why we’re building a platform that brings together corporate travel, a powerful charge card, and modern spend management in one place.

To make this vision real, we’re looking for exceptional, mission-driven people to help redefine how businesses manage and experience travel.

More than 20,000 companies already rely on Engine to support over 1 million travelers and billions in annual bookings each year. Cash flow positive with rapid growth, we pair exclusive Engine-only rates, industry-leading rewards, and intelligent automation to help businesses save money while delivering world-class personalization and convenience.

Backed by Telescope Partners, Blackstone, and Permira, Engine has been recognized as one of the fastest-growing travel and fintech platforms in North America, with honors including the Deloitte Fast 500 and Built In’s Best Places to Work.

The Role

We are seeking a strategic, technically-fluent Director of AI, Product Delivery Ops to lead the operationalization of AI across our product ecosystem and internal workflows. This is a high-leverage leadership role for someone who has built product operations infrastructure from scratch and can now evolve it for an AI-native world. You will bridge the gap between high-level strategy and execution, ensuring our AI initiatives deliver measurable ROI while maintaining the highest standards of governance and velocity.

Key Responsibilities

AI Operational Strategy: Serve as the primary resource for internal AI initiatives, serving as the "connective tissue" between Product, Engineering, Data, and GTM teams to prioritize high-impact AI opportunities. Your key responsibilities also include building and driving the internal AI PD Operations roadmap.
Product Operations Leadership: Build and lead a high-performing small AI PD Ops organization, managing individual contributors.
Performance & ROI Monitoring: Define and monitor AI adoption, performance, and ROI metrics, building dashboards and visibility for executive leadership to drive data-driven decision-making.
Infrastructure & Systems Building: Lead the design and implementation of AI-enabled workflow automations and internal tooling to reduce cycle times and increase throughput across Product Delivery (Engineering, Product, Design, Program Management).
Governance & Compliance: Ensure all AI tools and workflows align with firm governance, security, and compliance standards, integrating guardrails without sacrificing developer velocity.

What You’ll Bring to Engine

Experience: 10+ years of professional experience with at least 5+ years leading product operations teams.
AI-Native Fluency: Genuine fluency with AI tools and models (e.g., Claude, Cursor, Gemini) and the ability to build and instrument processes involving AI agents and LLMs.
Proven Track Record: Demonstrated experience building product operations infrastructure from scratch or significantly rebuilding it within a fast-growing, ambiguous environment.
Technical Acumen: Strong data and analytics capability; comfortable with modern data stacks (Snowflake, dbt) and technical systems design.
Execution Mindset: A "driver" who can move fast without cutting corners, with the judgment to know when to follow existing agile processes and when to evolve them for AI-native development.
Strategic Communication: Excellent interpersonal skills with the ability to translate complex technical concepts into clear updates and business cases for senior executives.

Engine DNA: How You’ll Work

Drivers, Not Passengers: You own the ambiguity and chart a clear path forward.
Conviction with Rationale: You propose and challenge ideas grounded in logic and data.
Speed with Precision: You move at light speed while maintaining high quality and security.
Innovate & Elevate: You constantly explore bold ideas to stay at the leading edge of AI.

Compensation

Our compensation packages are based on several factors, including your experience, expertise, and location. In addition to a competitive base salary, total compensation may include equity and/or variable pay (OTE). Your recruiter will share your complete compensation package as you move through the process.

Base Pay Range

$195,000—$270,000 USD

The Engine Edge: Perks & Compensation
We believe in rewarding great work with great benefits:

Compensation: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.
Benefits: Check out our full list at engine.com/culture.
Environments for Success: Different roles have different needs in terms of the environments that drive success which is why we have a hybrid-hub model. Whether you are in one of our amazing offices or fully remote, we’ll make sure you have what you need to succeed.

Important: Perks and benefits may vary based on employment type, location, and more.

Ready to Build the Future of Work Travel?
Join us on our mission to transform how work travel works—for businesses, for travelers, and for the industry. Apply now and let’s make travel simpler, smarter, and more enjoyable—together.

Benefits & Perks

Work-Life Balance

Health Insurance

Engine offers multiple medical plans including an option that covers 100% of the individual premium. Medical, dental, vision, and ancillary benefits are provided to all associates.

Dental Insurance

100% employer-paid dental insurance for all associates.

Vision Insurance

100% employer-paid vision insurance for all associates.

Disability Insurance

Short-term disability covering up to 60% of pre-tax weekly earnings, max $2,000/week. Optional voluntary Accident and Critical Illness coverage also available.

Life Insurance

Employer-provided life insurance coverage for all associates.

Pet Insurance

Company-subsidized pet insurance available for associates.

Health Savings Account (HSA)

HSA available with individual contributions up to $3,500 and family contributions up to $7,500 per year.

Mental Health Benefits

Dedicated commitment to mental health and wellness for all associates, including EAP for all employees and dependents with mental health services.

Employee Assistance Program

EAP available for all employees and dependents, covering mental health services and other support resources.

Wellness Programs

Go365 employee wellness program that incentivizes healthier lifestyle choices.

Unlimited PTO

All associates receive unlimited paid time off.

Paid Holidays

Company-observed paid holidays for all associates.

Sick Days

Paid sick days provided to all associates.

Flexible Schedule

Engine offers a flexible work environment with a hybrid-hub model. Roles may be in-office, hybrid, or fully remote depending on the position.

Parental Leave

Paid parental leave and family medical leave provided to all associates.

Adoption Leave

Adoption assistance provided as part of Engine's family benefits.

Caregiver Policy

Family medical leave available for associates needing to care for ill or dependent family members.

401(k) / Retirement Plan

Employer-sponsored 401(k) retirement savings plan available to all associates.

401(k) Match

Engine matches employee 401(k) contributions as part of the retirement plan.

Equity / Stock Options

BuiltIn lists company equity, and the careers page confirms stock options for all associates. Job postings reference equity as part of total compensation.

Stock Options

Stock options granted to all associates, with performance-based stock option opportunities.

Employee Stock Purchase Plan

Employee stock purchase plan available for associates to buy company stock at a discount.

Performance Bonus

Annual performance-based bonuses tied to individual and company results. Job postings confirm opportunities for bonuses, commissions, and equity.

Pay Transparency

Engine publishes salary ranges in all job postings with clear base pay ranges and compensation philosophy.

Commuter Benefits

Commuter benefits available for associates working from Engine's office hub locations.

Volunteer Time Off

2 paid volunteer days per year for charitable causes and community service.

Charity Matching

Employer donation matching program where Engine matches employee charitable contributions.

Team Events & Social Budget

Company-sponsored social outings, happy hours, and in-person revenue kickoff events for associates.

Employee Recognition Awards

Formal employee awards program and Presidents Club recognition for top sales performers.

Employee Product Discount

Global lodging discounts for all associates through Engine's travel platform.

Home Office Stipend

Home-office stipend provided for remote employees to set up their work environment.

Learning & Development

Job training, conferences, and lunch-and-learn sessions available. Engine promotes from within and provides professional development opportunities.

Defined Career Pathways

Engine promotes from within with structured career advancement opportunities.

Free Snacks & Drinks

Free snacks, drinks, and some meals provided at Engine's office hub locations in Denver, Chicago, Tempe, New York, and San Francisco.

Director of Product Delivery Operations, AI

Job Description

About Engine

The Role

Key Responsibilities

What You’ll Bring to Engine

Engine DNA: How You’ll Work

Compensation

Benefits & Perks

Work-Life Balance

Tech Stack

Frameworks

Infrastructure

Analytics & Monitoring

Interested in this role?

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