Senior Prompt Designer II

We are seeking a Senior Prompt Designer II to define the overarching prompt architecture strategy, roadmaps, and governance frameworks powering BOLD's consumer-facing career tools. This is a senior leadership position for someone with genuine depth in prompt systems design, model behavior, and cross-functional enablement. You will build the system others work within, establishing frameworks, governance, and quality standards that ensure AI-generated content is consistent, human-sounding, and maintainable at scale.
About this team

As Senior Prompt Designer II, you will sit at the intersection of long-term architectural vision, organizational mentorship, and rigorous data-driven design. You will support Content, Engineering, Data, and Product teams; acting as the expert who bridges creative intent and technical execution, while leading the professionalization of the prompt management function itself.
What you'll do

- Lead prompt framework design and strategy - defining end-to-end architecture, version control, CI/CD pipelines, and deployment playbooks for distributed teams.

- Design complex, high-impact prompt systems including multi-agent and chain-of-thought architectures for resume builder flows across global product lines.

- Partner with Engineering, Product, and Data to align prompt strategies with model selection, API cost reduction, performance budgets, and roadmaps.

- Architect evaluation frameworks and safety guardrails to benchmark LLM outputs globally, minimizing hallucination, bias, and AI-sounding content.

- Act as the cross-functional prompt design resource; translating requirements from Content, Engineering, Data, Product, and portal teams into production-grade implementations.

- Spearhead R&D into emerging AI paradigms, evaluate new models and tooling, and provide clear adoption recommendations.

- Mentor the prompt management team and contribute to building the function - structures, processes, documentation, and quality standards.

What you'll need

- 8+ years of professional experience with AI/ML systems, language technologies, or software product engineering.

- 4-5 years in prompt design or LLM product development, with a track record of shipping consumer-facing features at scale.

- Mastery of advanced prompt design paradigms: RAG, multi-agent architectures, chain-of-thought, context window management, and model behaviour trade-offs.

- Hands-on experience across LLM providers (OpenAI, Anthropic, Google) with clear understanding of behavioural differences and trade-offs.

- Experience designing and maintaining LLM evaluation pipelines (LLM-as-judge, human eval, automated metrics) and prompt versioning workflows.

- Strong instinct for naturalness, recognising and eliminating AI-sounding, repetitive, or generic output.

- Demonstrated ability to influence cross-functional roadmaps and mentor prompt designers or AI content teams.

What's good to have

- Experience with resume builder products, HR tech, or career content platforms

- Familiarity with fine-tuning, RLHF, or preference data collection workflows

- Experience with structured output validation (JSON Schema, Pydantic, or equivalent)

- Familiarity with orchestration tooling: LangChain, LlamaIndex, LangSmith, PromptLayer, or equivalents

- Contributions to open-source prompt design projects or published writing on the topic

Benefits
Outstanding Compensation

- Competitive salary

- Bi-annual bonus

- 401(k) plan with match

- Equity in company

- Flexible spending accounts (health, dependent care)

- Internet and home office reimbursement

100% Full Health Benefits

- Medical, dental, and vision (optional plans for your family)

- Life & long-term disability insurance (optional)

- Mental health support and resources

- Wellness reimbursement (gym, health apps, etc.)

- Pet Insurance (optional)

Flexible Time Away

- Flexible PTO

- Sick time policy

- Observed holidays

Eligibility
Eligible Hirin