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Side

Director of Datasets

RemoteUnited Kingdom, Poland, Portugal +2 more only
Published
Role
Operations
Experience
Senior
Employment
Full-time
Salary not disclosed
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Open to GB, PL, PT, AU, CA only. Set where you work from to check your eligibility.

No BS summary

Director-level leader for AI datasets/data collection with 5+ years in datasets, machine learning, AI data collection or data operations. Must have led large-scale multi-market or multilingual dataset collection programmes and understand pricing, delivery, legal/licensing, consent and rights management.

What you'll do

  • Define and execute the long-term strategy for Side’s Datasets business.
  • Identify opportunities to expand beyond speech datasets into new collection services, including image, video, multimodal, transcription, annotation and other AI training data.
  • Evaluate emerging technologies, methodologies and market trends to ensure Side remains competitive.
  • Help shape investment priorities, capability development and future service offerings.
  • Support diversification of the client portfolio across technology, AI and adjacent industries.
  • Lead solution design for complex client requirements across bespoke dataset collection projects.
  • Develop scalable methodologies for global data collection programmes involving professional talent, crowdsourced contributors, partner studios and distributed workforces.
  • Identify the most appropriate collection platforms, tooling, technologies, payment methods and workflows for each engagement.
  • Collaborate with Production, Legal and other business units to ensure practical and commercially viable delivery models.
  • Define best practices for quality assurance, validation, metadata, rights management and delivery standards.
  • Act as the subject matter expert for dataset pricing, costing and commercial strategy.
  • Develop pricing frameworks covering a wide range of dataset collection methodologies and licensing models.
  • Support Sales and Solutions teams during client discovery sessions, proposal development and contract negotiations.
  • Evaluate project scope, assumptions, commercial risks and resource requirements.
  • Advise leadership on market pricing, competitive positioning and new commercial opportunities.
  • Serve as a trusted adviser during client discussions involving AI training data and dataset collection.
  • Translate complex technical requirements into practical, scalable delivery solutions.
  • Build trusted relationships with AI companies, technology organisations, publishers and enterprise clients.
  • Demonstrate Side’s expertise and capabilities throughout the sales process.
  • Support key client engagements from initial consultation through to successful delivery.
  • Lead and develop the global Datasets team.
  • Provide coaching, mentoring, performance management and career development.
  • Establish KPIs and operational objectives aligned with business growth.
  • Develop scalable internal processes that support efficient delivery across multiple collection types and global regions.
  • Foster collaboration across Audio, QA, Player Support and other business units.
  • Represent Side as a recognised authority within the AI datasets and data collection industry.
  • Monitor developments in AI model training, synthetic data, multimodal datasets, crowdsourcing platforms and data licensing.
  • Identify opportunities to introduce new methodologies that improve quality, efficiency, scalability and commercial competitiveness.
  • Contribute to Side’s positioning as a premium global provider of high-quality AI datasets.

What they require

  • At least five years’ experience within datasets, machine learning or AI data collection, data operations or a related industry.
  • Proven experience leading large-scale dataset collection programmes across multiple markets or languages.
  • Strong understanding of AI training data requirements and collection methodologies.
  • Experience designing scalable operational workflows for global data collection projects.
  • Demonstrated commercial experience, including pricing, estimation, proposal development and client solutioning.
  • Experience working directly with enterprise or technology clients.
  • Strong understanding of legal, licensing, consent and rights management considerations relating to dataset collection.
  • Experience leading multidisciplinary teams and collaborating across global organisations.
  • Preferred: Experience across multiple dataset types, including speech, image, video, transcription, annotation, multimodal or synthetic data.
  • Preferred: Experience with both professionally managed and crowdsourced collection models.
  • Preferred: Strong knowledge of data quality assurance, validation, metadata and delivery standards.
  • Commercially minded, with strong analytical and problem-solving skills.
  • Confident presenting complex solutions to senior stakeholders and clients.
  • A strategic thinker capable of balancing innovation with operational delivery.
  • Passionate about AI technologies and emerging market trends.
  • Highly autonomous, collaborative and proactive.

Side is a video game development company and provider of AI datasets and data collection services across more than 85 languages.

Video Game DevelopmentEnterprise
Salary not disclosed