Senior Director, Data Platform and AI

Job Description:

  • Drive the company-wide AI agenda: scaling local AI initiatives into centralized production systems that create measurable business value.
  • Own broad, high-impact AI initiatives that have cross functional impact: Moving our AI usage from past narrow or siloed automation examples to execute a company operational transformation.
  • Partner with Product, Engineering, and operational leaders to embed AI capabilities into our customer-facing platform, internal business workflows, and core processes.
  • Serve as the ultimate technical authority for our data and AI infrastructure, making critical architectural decisions across MLOps pipelines, LLM orchestration frameworks, and distributed data systems.
  • Oversee the development of a scalable corporate data platform that serves as the foundational bedrock for all AI and machine learning capabilities.
  • Transform our internal knowledge base by building the systemic data architecture needed to turn unstructured information into intelligent, easily searchable, and actionable assets.
  • Re-build and evolve our company-wide data structures and connectivity pipelines to be optimized to deploy, run, and maintain AI models efficiently while lowering cost-to-serve.
  • Set the company wide tooling standards, maintain technical quality guardrails, and establish engineering best practices for embedded AI specialists working within distinct business units.
  • Actively support the implementation of key local solutions built by decentralized specialists, ensuring they have the tools and centralized platform support required to succeed.
  • Maintain high levels of ethical compliance by ensuring all global AI initiatives strictly adhere to data privacy, platform security, and ethical compliance standards.
  • Educate and empower teams across the organization to scale their own AI use productively, providing them with the structural frameworks needed to safely build and innovate within their functions.
  • Partner deeply with the People and Operations functions to champion organizational AI capability, replacing operational uncertainty with structured technical training loops that convert manual specialists into power-users of automated solutions.
  • Drive the organizational change management and literacy efforts required to reshape daily workflows, shifting company culture and habits from traditional manual processes to AI-assisted operations.

Requirements:

  • A genuine passion for artificial intelligence that goes far beyond product feature delivery. You possess a demonstrated interest in, and concrete evidence of driving, internal organizational change, specifically regarding how AI reshapes day-to-day employee workflows and habits.
  • Proven experience operating within a service-delivery model or a highly complex operational business, where data strategy directly impacts intricate, real-world workflows and diverse stakeholder ecosystems.
  • A history weighted heavily toward data engineering, distributed systems development, platform services infrastructure, or system architecture over front-end application product design.
  • A proven deep technical track record in distributed data systems, MLOps pipelines, and LLM orchestration. You can easily evaluate complex models and emerging technologies, serving as the ultimate technical authority for our infrastructure.
  • Documented success building, testing, and scaling complex asynchronous data structures, machine learning routing layers, or high-volume API integrations within modern software platforms.
  • The ability to view the organization holistically. You use your understanding of how interconnected technical platforms, business processes, and human teams interact, designing data and AI solutions that optimize entire workstreams rather than individual silos.
  • A proven track record of driving internal adoption for major technology or workflow shifts. You can break down complex AI frameworks for non-technical teams, guide employees through operational transitions, and successfully shift daily habits from manual work to AI-assisted processes.
  • Comprehensive familiarity with model validation systems, technical anomaly logging, data pipeline health metrics, and automated governance frameworks (e.g., custom logging models or open-source pipeline validation stacks).
  • BONUS : Background architecting semantic search solutions, internal retrieval-augmented generation engine layers, or multi-tenant customer data structures from zero-to-one phases.
  • A reliable home internet connection and fluency in both written and spoken English.

Benefits:

  • Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.
  • Paid time off: Enjoy 40 days off per year (including holidays and vacation), or more if required by your country.
  • Mental health support: Access Plumm, our mental well-being service.
  • Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet. Spend it on a wide range of options; see the benefits catalogue for ideas.
  • Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally.
  • WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.
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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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