Strategic Project Lead / Delivery Manager 

Data Annotation & AI Delivery

8+ Years of Experience

Position Overview

We are looking for a seasoned Delivery Manager (8+ years of experience) to lead large-scale data annotation and curation projects in support of cutting-edge LLM and multimodal AI research. You will oversee end-to-end delivery for projects with 100+ team members, ensure world-class data quality, and drive process and tooling innovation in collaboration with AI researchers and cross-functional teams.

This role is ideal for someone who combines deep technical expertise, proven leadership in managing large teams, and a passion for advancing AI/ML innovation. Given that our key customers operate in the data analytics, data engineering, and Business Intelligence (BI) space, the ideal candidate will bring hands-on leadership experience with platforms such as Databricks and Snowflake, enabling them to deeply understand customer domains, speak their language, and deliver annotation outcomes that are contextually relevant and technically sound.

Primary Responsibilities

1. Team Leadership & Development

• Lead, mentor, and grow large-scale teams of annotators and trainers.
• Drive performance management, career development, and targeted training.
• Foster a culture of excellence, ownership, and continuous learning.
• Design and implement motivation strategies (including gamification) to boost engagement and reward top performers.

1. Project Management & Coordination

• Define and manage project scope, objectives, timelines, and quality metrics.
• Align with cross-functional stakeholders on goals and deliverables.
• Proactively identify and resolve delivery risks, blockers, and dependencies.
• Provide clear and consistent reporting on progress, challenges, and solutions.

1. Data Quality & Integrity

• Own quality control and data integrity across the annotation lifecycle.
• Analyze datasets to identify trends, anomalies, and insights for improvement.
• Implement best practices for annotation, evaluation, and data curation.
• Share learnings and continuously improve quality processes.

1. Technical Collaboration & Innovation

• Partner with engineering and research teams to optimize internal tooling.
• Stay ahead of emerging trends in AI, ML, and multimodal processing.
• Champion innovations that reduce task completion times and improve efficiency.
• Maintain clear and scalable documentation for processes and training.

1. Customer & Domain Engagement

• Serve as a domain-knowledgeable point of contact for customers operating in data engineering, analytics, and BI environments.
• Leverage hands-on experience with platforms like Databricks and Snowflake to understand customer data workflows, terminology, and quality expectations.
• Translate customer-specific data engineering and BI contexts into clear, actionable annotation guidelines and quality benchmarks for delivery teams.
• Collaborate with customers to define annotation taxonomies and evaluation criteria that align with their data pipeline and analytics use cases.

Required Skills & Qualifications

• 10+ years of experience in engineering, program management, or delivery of large-scale projects.
• Proven ability to lead and scale large teams (100+ members) with measurable impact.
• Strong technical grounding in AI/ML, data annotation, and multimodal systems.
• Hands-on leadership experience in data analytics, data engineering, or BI domains, with working knowledge of platforms such as Databricks and/or Snowflake (architecture, pipelines, data modeling, and production workflows).
• Familiarity with the modern data stack including ETL/ELT pipelines, data warehouses, data lakes, and BI tools (Power BI, Tableau, Looker, or similar).
• Ability to translate complex data engineering and analytics concepts into annotation frameworks, quality standards, and training materials.
• Proficiency in Python (preferred) or Swift for data analysis and automation.
• Strong mathematical and analytical skills for data-driven problem solving.
• Experience in data curation, annotation pipelines, and quality control.
• Excellent communication and stakeholder management skills.
• Track record of driving high-quality outputs under tight deadlines.

Preferred Skills & Qualifications

• Advanced degree in Computer Science, Data Science, AI, or related fields.
• Experience applying gamification to workforce engagement.
• Familiarity with modern project management tools & methodologies.
• Exposure to state-of-the-art multimodal AI technologies.
• Prior experience managing annotation or data labeling projects for customers in the data engineering, analytics, or BI space.
• Familiarity with SQL at an advanced level and data orchestration tools such as Apache Airflow, dbt, or Prefect.
• Certifications in Databricks (e.g., Data Engineer Associate) or Snowflake (e.g., SnowPro Core) are a plus.

Cambridge Mobile Telematics (CMT) is the world’s largest telematics service provider. Its mission is to make the world’s roads and drivers safer. The company’s AI-driven platform, DriveWell® Fusion, gathers sensor data from millions of IoT devices — including smartphones, proprietary Tags, connected vehicles, dashcams, and third-party devices — and fuses them with contextual data to create a unified view of vehicle and driver behavior. Auto insurers, automakers, commercial mobility companies, and the public sector use insights from CMT’s platform to power risk assessment, safety, claims, and driver improvement programs. Headquartered in Cambridge, MA, with offices in Budapest, Chennai, Seattle, Tokyo, and Zagreb, CMT measures and protects tens of millions of drivers across the world every day.

We are embarking on a transformative journey with DriveWell Atlas, a groundbreaking initiative to build a family of novel AIs on telematics data. As a Senior Machine Learning Engineer, Foundation Models on the DriveWell Atlas team, you will help design and develop next-generation AI models that advance CMT’s capabilities in risk assessment, driver engagement, crash detection, and claims processing. This role offers the opportunity to work at the intersection of cutting-edge AI research and real-world telematics applications.

CMT is looking for a collaborative, customer-committed, and creative Senior Machine Learning Engineer, Foundation Models who wants to join us in making roads safer by making drivers better!

Responsibilities:

• Contribute to the design, training, and deployment of novel AI models for telematics applications
• Develop algorithms that model physical phenomena associated with vehicle and human movement
• Explore and implement advanced self-supervised learning methods tailored to multi-modal telematics sensor data
• Fine-tune upstream pretrained models or leverage their embeddings to solve downstream telematics tasks such as crash detection, driver risk scoring, and claims processing
• Build models robust to noise, missing data, and diverse real-world operating conditions
• Collaborate with engineers and product teams to integrate AI models into production systems
• Develop scalable training and inference pipelines using frameworks such as Ray, PyTorch DDP, or Horovod
• Optimize models for efficient deployment across cloud and edge/mobile environments
• Stay current with AI/ML research, applying new techniques to real-world telematics challenges
• Document and present findings, contributing to CMT’s AI/ML knowledge base
• Support junior team members through code reviews, collaboration, and knowledge sharing
• Complete any additional tasks as they arise

Qualifications:

• Bachelor’s degree or equivalent years of experience and/or certification in Artificial Intelligence, Computer Science, Electrical Engineering, Physics, Mathematics, Statistics, or a related field
• 4+ years of relevant experience in AI/ML (post-degree)
• Strong hands-on experience developing and training deep learning models, preferably transformers for time-series or multimodal data
• Familiarity with self-supervised learning and representation learning on noisy sensor data
• Proficiency in Python and data science libraries (e.g., Pandas, NumPy, scikit-learn)
• Strong experience with PyTorch (preferred) or TensorFlow for deep learning
• Practical experience with distributed training methods and efficient model training
• Experience with data processing pipelines and ML infrastructure (e.g., Spark, Airflow, Docker, AWS/GCP/Azure)
• Excellent problem-solving skills and ability to translate complex business problems into AI solutions
• Strong communication skills to effectively present technical concepts to diverse audiences
• Product-focused mindset with a track record of delivering impactful ML solutions

Nice to Haves:

• Master’s or PhD preferred
• Experience with model interpretability and explainability techniques (XAI)
• Familiarity with ethical AI principles, bias detection, and mitigation strategies
• Exposure to MLOps practices for managing the ML lifecycle
• Publications or open-source contributions in AI/ML

Compensation and Benefits:

• Fair and competitive salary based on skills and experience
• Equity may be awarded in the form of Restricted Stock Units (RSUs)
• Medical Benefits (Health insurance, Personal accident insurance, Group term life insurance), gratuity, parental leave, sick leave and public holidays
• Employees are eligible for flexible allowances which includes Leave Travel Assistance, Telephone/Mobile Expenses, Professional development expenses, Meals Coupon, Vehicle Reimbursement
• Flexible scheduling and work from home policy depending on role and responsibilities

Additional Perks:

• Feel great working to improve road safety around the world!
• Join one of our many employee resource groups including Black, AAPI, LGBTQIA+, Women, Book Club and Health & Wellness
• Extensive education and employee assistance programs
• CMT will do all that is possible to support our employees and create a positive and inclusive work environment for all!

Commitment to Diversity and Inclusion:

At CMT, we believe the best ideas come from a mix of backgrounds and perspectives. 

We are an equal-opportunity employer committed to creating a workplace and culture where everyone feels valued, respected, and empowered to bring their unique talents and perspectives. Diversity is essential to our success, and we actively seek candidates from all backgrounds to join our growing team. 

We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability state. CMT is headquartered in Cambridge, MA. To learn more, visit www.cmtelematics.com and follow us on X @cmtelematics.