Technical Chief of Staff

If you haven’t built and scaled a 0-1 product to at least 7-figure (USD) ARR and/or been part of a YC (or equivalent startup) founding engineer team we kindly ask that you don't apply for this role. Our client is looking for a hands-on engineer who dreams about LLM solutions, keeps up with the latest AI research for fun, and has previously led technical early-stage startups in a YC batch (or an equivalent high-growth environment).

About Us

Our client is an innovative startup revolutionizing how businesses operate through AI and automation. With a focus on efficiency and scalability, we are building the future of intelligent workflows. To drive this mission, we are seeking a highly skilled Technical Chief of Staff. This role is for someone deeply embedded in the startup and AI ecosystem, passionate about building AI-powered products from the ground up and integrating them into real-world applications

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Role Overview

As the Technical Chief of Staff, you will report directly to the CEO and play a pivotal role in driving our expansion into the financial services market. You will lead the development and scaling of our AI solutions specifically tailored for financial institutions while providing strategic technical leadership across the organization. This hands-on role requires you to architect and implement advanced LLM and RAG systems while deeply understanding the unique requirements of financial services clients. You'll bridge technical execution with strategic vision, developing solutions that address specific challenges in financial document processing, compliance, and due diligence workflows.

Key Responsibilities

1. AI Product Development for Financial Services

• Architect and develop specialized AI solutions for financial document transcription, analysis, and processing
• Design and implement custom RAG systems optimized for financial terminology and document structures
• Build secure, compliant, and auditable AI pipelines that meet financial industry standards
• Lead the development of our financial services product roadmap from concept to significant revenue

2. Strategic Technical Leadership

• Partner with the CEO and leadership team on technical strategy and execution
• Identify innovative applications of AI technology in financial due diligence, reporting, and analysis
• Translate strategic objectives into technical requirements and implementation plans
• Drive cross-functional alignment on technical priorities and resource allocation

3. Hands-On Implementation & Engineering Excellence

• Write production-level code in Python and other relevant languages for our financial services solutions
• Implement scalable AI architectures, retrieval systems, and real-time processing workflows
• Design cloud-native infrastructure that meets the security and compliance requirements of financial institutions
• Guide engineering teams on best practices for financial AI application development

4. Financial Services Domain Expertise

• Apply deep understanding of financial services workflows to inform technical solutions
• Ensure our AI systems meet regulatory requirements for financial data processing
• Architect solutions that integrate seamlessly with existing financial technology stacks
• Develop features that address specific pain points in financial document management and due diligence

5. Team Enablement & Organizational Impact

• Serve as a technical advisor to the CEO on AI strategy and financial services opportunities
• Mentor engineering teams on AI implementation and financial domain knowledge
• Foster a culture of engineering excellence and continuous innovation
• Represent the company's technical capabilities with key financial services clients and partners

Who You Are

• You have founded or been an early engineer at a startup that scaled from 0-1 to significant ARR
• You have deep experience implementing LLM and RAG solutions in production environments
• You understand the financial services landscape and have built technical solutions for this sector
• You are a hands-on technical leader who codes regularly while providing strategic direction
• You thrive in a fast-moving, high-impact environment and are comfortable with ambiguity

Qualifications

1. Technical Expertise

• 7+ years of experience in software engineering, with a focus on AI systems
• Proven track record implementing production-grade LLM and RAG solutions
• Strong coding abilities in Python and relevant frameworks (LangChain, Hugging Face, etc.)
• Experience with secure cloud infrastructure (AWS, GCP, Azure) for financial applications
• Knowledge of vector databases (FAISS, Pinecone, Weaviate) and optimization techniques

2. Financial Services Experience

• Direct experience building technology solutions for financial institutions
• Understanding of financial due diligence processes and documentation requirements
• Knowledge of compliance and security considerations in financial technology
• Experience with financial document processing, extraction, and analysis

3. Startup & Leadership Experience

• Proven success scaling a product from concept to significant revenue
• Experience leading technical teams in fast-paced environments Strategic thinking balanced with hands-on execution capabilities
• Track record of shipping products that deliver measurable business value

What We Offer

• A strategic leadership role shaping the future of AI applications in financial services
• A rapidly growing startup with significant expansion plans
• Direct collaboration with the CEO on company vision and technical strategy
• Competitive compensation
• Flexible, remote-friendly work environment

How to Apply

Please submit your resume and a cover letter that specifically addresses:

1. Your experience scaling AI products from 0-1 to significant revenue
2. Your hands-on implementation of LLM/RAG solutions in production
3. Your background in financial services and understanding of the due diligence ecosystem

If you are passionate about building AI-native products for financial services and driving innovation in a high-growth startup, we'd love to hear from you!