Fractional Opportunity · CXOwork
Data Strategy & AI/ML
Fractional CDO / Data Leader
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About this opportunity
We are placing Fractional CDOs and Data Leaders with Series A–C companies sitting on valuable product and customer data they cannot yet use. The data is there — unstructured, siloed, and underused. These companies need a senior data operator who can build the stack, define the model, and start shipping data-driven and AI-powered product features.
This is a high-leverage, technical leadership role. You will own the data strategy, build or migrate the data infrastructure, and work side-by-side with product and engineering to turn data into a measurable competitive advantage.
Core responsibilities
- Conduct a data infrastructure audit and define a target-state modern data stack architecture within 30 days
- Design and implement the company's semantic data model — events schema, entity definitions, truth sources, and metric definitions
- Build or migrate to a modern data stack: dbt + Snowflake/BigQuery + Fivetran/Airbyte + Looker/Metabase/PowerBI
- Lead ML engineering — feature store design, model training pipelines, A/B testing frameworks, and production model monitoring
- Evaluate and implement LLM-powered product features: RAG architectures, fine-tuning, prompt engineering, and AI agent workflows
- Establish data governance: access control, data quality SLAs, lineage documentation, and PII handling policies
- Build self-serve analytics capabilities — enabling non-technical stakeholders to answer product, marketing, and finance questions independently
- Ensure compliance with GDPR, CCPA, and any industry-specific data privacy regulations
- Build and lead the first data team: analytics engineers, data scientists, and ML engineers
Required qualifications
- 10+ years in data engineering, data science, or analytics, with at least 4 years in a CDO, VP Data, or equivalent leadership role
- Hands-on experience implementing modern data stacks (dbt, Snowflake, BigQuery, Databricks, or equivalent)
- At least 2 production ML or AI systems shipped in a live product context
- Deep knowledge of data governance, privacy regulation (GDPR/CCPA), and data quality management
- Ability to hire, manage, and develop a data team of 3–10 engineers and scientists
- Executive communication skills — able to translate data strategy into business outcomes for boards and investors
Nice to have
Not required — but will strengthen your match quality.
- Experience with LLM fine-tuning, RAG pipeline design, or AI agent architecture
- Background in Fintech, HealthTech, eCommerce, or marketplace data problems
- PhD or MSc in Statistics, Computer Science, or a related quantitative field
- Prior fractional CDO or advisory data leadership experience
Compensation & benefits
- Equity participation available for longer-term strategic engagements (0.1–0.5%)
- Remote-first engagements across time zones — async by default
- Access to CXOwork's CDO peer network and AI/ML implementation playbooks
- Average engagement length 4–12 months, with very high renewal rate post data stack launch
Application process
- 01Application with one data infrastructure transformation case study: before state, stack decisions, and business impact
- 0245-minute technical panel — data modelling exercise and ML pipeline design discussion
- 03Profile approved and matched to active companies
- 04Founder intro call — data maturity and infrastructure assessment
- 05Kick-off within 2 weeks
Roles included
- Chief Data Officers
- Data Scientists
- ML Engineers
Key skills