Strategic Projects Lead, Coding/RLE

Cacheflow; San Francisco (CA); Hybrid; USD 120,000 - 150,000; Full time

Benefits offered by this job

401(k) match

Competitive compensation

Medical, dental, and vision

Flexible PTO

Remote & Office support

Job summary

Cacheflow in San Francisco is looking for a Strategic Projects Lead to run AI-focused coding initiatives. This role includes coordinating skilled SWE Fellows and managing technical evaluations to ensure quality outcomes.

The ideal candidate has solid technical experience, strong coding skills, and proven stakeholder management abilities. The position offers competitive compensation, equity, and flexible PTO as part of a supportive benefits package.

Qualifications

• 2+ years of experience in technical or analytical roles.
• Hands-on experience with coding in Python, SQL, or similar.
• Practical experience with unit tests, CI, version control.

Responsibilities

• Run multi-week to multi-month coding data initiatives.
• Design and own technical evaluation and annotation workflows.
• Ensure code annotations meet production quality.

Skills

Strong coding skills (Python, TypeScript/Node, Java)

Technical problem solving and analytical skills

Exceptional communication and stakeholder management

Fast learner with curiosity about AI

Education

Technical degree in Computer Science, Engineering, Data Science or similar

Tools

Python

SQL

TypeScript/Node

Job description

The Role

As a Strategic Projects Lead, Coding/RLE you’ll run multi-week to multi-month coding data initiatives for leading AI and platform teams. You’ll coordinate hundreds to thousands of highly skilled SWE Fellows, design and own technical evaluation and annotation workflows, and be accountable for delivery, margins, quality and customer relationships.

You’ll write and validate coding assessments, build rubric-driven code review processes, instrument quality signals, and quickly adapt workflows when systems and people need to flex to meet deadlines. This role bridges ML/product/engineering and operations — hands‑on with code, fluent with metrics, and ruthless about data quality. What you'll do:

• Multi-million ARR-equivalent program scope and delivery metrics.
• End-to-end delivery of coding-data programs: scoping → assessment design → Fellow selection → annotation → QA → customer feedback.
• Design and run technical screens (take-homes, unit-test driven tasks, live coding) that populate the SWE Talent Bench.
• Create rubrics, audit processes and tooling to ensure code annotations/model labels meet production quality.
• Create scripts/infrastructure (Python/TypeScript/SQL) to automate QA, analytics and reporting.

You Have

• 2+ years of experience in technical or analytical roles such as software engineering, data, analytics, or technical product. We are also open to people who come out of non-technical jobs that have a coding background or degree.
• A technical degree in Computer Science, Engineering, Data Science or similar and/or hands-on experience with coding (Python, SQL, or similar).
• Strong coding skills (Python, TypeScript/Node, Java or equivalent) and practical experience with unit tests, CI, version control, and basic infra.
• Strong analytical and data driven problem solver, with a first principles approach to scaling and operational challenges.
• Exceptional communication and stakeholder management skills, able to work closely with technical teams and customers while juggling multiple high priority projects.
• Entrepreneurial, high ownership mindset, with a high degree of agency, comfort with ambiguity, and pride in end to end outcomes.
• Fast learner with deep curiosity about AI, able to quickly pick up complex and technical concepts and stay up to date on LLMs and AI trends.

You don’t need to be a full-time engineer in this role, but you should be technical enough to reason deeply about systems, data quality, and tradeoffs, and to earn credibility with technical stakeholders.

We Offer

Handshake delivers benefits that help you feel supported—and thrive at work and in life.

The below benefits are for full-time US employees.

• Ownership: Equity in a fast-growing company
• Financial Wellness: 401(k) match, competitive compensation, financial coaching
• Family Support: Paid parental leave, fertility benefits, parental coaching
• Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend
• Growth: $2,000 learning stipend, ongoing development
• Remote & Office: Internet, commuting, and free lunch/gym in our SF office
• Time Off: Flexible PTO, 15 holidays + 2 flex days
• Connection: Team outings & referral bonuses