Director of Datasets

Side

Director of Datasets leading strategic growth in AI training data at Side. Overseeing expansion of market-leading speech and voice dataset services with a focus on operational excellence and client partnership.

Posted 7/10/2026full-timeRemote • 🇬🇧 United KingdomLeadWebsite

About the role

Key responsibilities & impact

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.
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.

Requirements

What you’ll need

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.
Experience across multiple dataset types, including speech, image, video, transcription, annotation, multimodal or synthetic data.
Experience with both professionally managed and crowdsourced collection models.
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.

Benefits

Comp & perks

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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.
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. 🎯 Requirements
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.
Experience across multiple dataset types, including speech, image, video, transcription, annotation, multimodal or synthetic data.
Experience with both professionally managed and crowdsourced collection models.
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. Apply Now 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score Similar Jobs Project Director, Qualitative Research 🔥 14 hours ago M3 USA 201 - 500 ⚕️ Healthcare Insurance 💊 Pharmaceuticals 🎯 Recruiter Website LinkedIn All Job Openings Project Director managing international market research projects. Delivering client satisfaction and achieving financial goals with a focus on healthcare. 🇬🇧 United Kingdom – Remote ⏰ Full Time 🔴 Lead 👔 Director Director, EMEA Professional Services 🕒 Yesterday Dotmatics 501 - 1000 🧬 Biotechnology 🔬 Science ⚕️ Healthcare Insurance Website LinkedIn All Job Openings Director leading EMEA Professional Services at Dotmatics, driving delivery excellence across their scientific software portfolio. Managing regional performance and cultivating customer success. 🇬🇧 United Kingdom – Remote 💵 £91.5k - £123.7k / year ⏰ Full Time 🔴 Lead 👔 Director 🇬🇧 UK Skilled Worker Visa Sponsor Director, Channel Demand & Digital 🕒 2 days ago Promethean 501 - 1000 📚 Education 🏢 Enterprise 🔧 Hardware Website LinkedIn All Job Openings Head of Channel Demand and Digital at Promethean focused on partner-led demand generation strategies. Responsible for creating and executing integrated marketing campaigns, ensuring alignment with sales. 🇬🇧 United Kingdom – Remote 💵 £84k - £115.5k / year ⏰ Full Time 🔴 Lead 👔 Director 🇬🇧 UK Skilled Worker Visa Sponsor Director of Fundraising 🕒 2 days ago Climate Bonds Initiative 51 - 200 🤝 Non-profit 💸 Finance 🤝 B2B Website LinkedIn All Job Openings Director of Fundraising providing enterprise-level leadership to secure and diversify Climate Bonds’ income. Shaping a long-term funding strategy to underpin institutional sustainability and global impact. 🇬🇧 United Kingdom – Remote 💵 £95k - £100k / year ⏰ Full Time 🔴 Lead 👔 Director Service Development Director – Anti Fraud 🕒 3 days ago SGS 10,000+ employees 📋 Compliance ☁️ SaaS Website LinkedIn All Job Openings Service Development Director at SGS leading the growth and market positioning of global services portfolio. Collaborating with cross-functional teams to drive service development and revenue growth. 🇬🇧 United Kingdom – Remote ⏰ Full Time 🔴 Lead 👔 Director 🇬🇧 UK Skilled Worker Visa Sponsor 🗣️🇫🇷 French Required View More Director Jobs 🌐 Worldwide Built by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com Search Search Jobs by country Search jobs by city Search jobs by job title Search entry-level jobs Search junior-level jobs Search senior-level jobs Search jobs by tech stack Search jobs by contract type Search remote internships Search remote part-time jobs Remote jobs Anywhere in the World Companies Hiring Anywhere in the World Companies Hiring Sales People Anywhere in the World Companies Hiring Software Engineers Anywhere in the World Resources Advice Tips for finding remote jobs Interview questions and answers Resume examples Cover letter examples Post a job Affiliates Privacy policy Terms of service Job board SEO course AI Apply Copilot OpenClaw job finder Find jobs using your resume Jobs by Country Remote jobs anywhere in the world (Worldwide remote jobs) Remote jobs United States Remote jobs Australia Remote jobs Brazil Remote jobs Canada Remote jobs France Remote jobs Ireland Remote jobs Germany Remote jobs Netherlands Remote jobs Spain Remote jobs UK Popular Jobs Remote data analyst jobs Remote customer support jobs Remote executive assistant jobs Remote marketing jobs Remote product designer jobs Remote product manager jobs Remote project manager jobs Remote recruiter jobs Remote sales jobs Remote software engineer jobs Jobs by Type Remote full-time jobs Remote part-time jobs Remote contract jobs Remote internship jobs Remote entry-level jobs Remote jobs with no experience required Remote junior jobs (1-3 years of experience) Digital nomad jobs Remote jobs with no degree required Freelance remote jobs Temporary remote jobs Remote jobs hiring now Stay at home mom jobs

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Hard Skills & Tools

Dataset CollectionMachine LearningData OperationsOperational Workflow DesignPricing and EstimationData Quality AssuranceMetadata ManagementRights ManagementTranscriptionAnnotation

Soft Skills

Analytical Problem-SolvingStrategic ThinkingPresentation SkillsCollaborationProactivity