BOLD

BOLD is a tech company dedicated to transforming work lives by providing online products, tools, guidance, and support for job seekers, employers, and businesses. Founded by passionate entrepreneurs, BOLD empowers individuals to reach their professiona...

Internet Software & Services

Information Technology

251-1K (750)

Founded 2004

5 open positions

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Senior Prompt Designer II

2 months, 1 week ago

United States, Puerto Rico

Full-time

Lead

Prompt Engineer

Software Development

Git

Apply Now

BOLD

Internet Software & Services

251-1K

Founded 2004

View All Jobs 5

Description

Lead prompt framework design and strategy, including end-to-end architecture, version control, CI/CD pipelines, and deployment playbooks for distributed teams.
Design complex 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 and reduce hallucination, bias, and AI-sounding content.
Translate requirements from Content, Engineering, Data, Product, and portal teams into production-grade prompt implementations.
Evaluate emerging AI paradigms, new models, and tooling, and provide adoption recommendations.
Mentor the prompt management team and help build the function through structure, processes, documentation, and quality standards.

Requirements

8+ years of professional experience with AI/ML systems, language technologies, or software product engineering.
4-5 years of experience in prompt design or LLM product development, with a track record of shipping consumer-facing features at scale.
Mastery of advanced prompt design paradigms, including RAG, multi-agent architectures, chain-of-thought, context window management, and model behavior trade-offs.
Hands-on experience with LLM providers such as OpenAI, Anthropic, and Google, including their behavioral differences and trade-offs.
Experience designing and maintaining LLM evaluation pipelines, including LLM-as-judge, human evaluation, automated metrics, and prompt versioning workflows.
Strong instinct for naturalness and the ability to identify and remove AI-sounding, repetitive, or generic output.
Demonstrated ability to influence cross-functional roadmaps and mentor prompt designers or AI content teams.
Experience with resume builder products, HR tech, or career content platforms is preferred.
Familiarity with fine-tuning, RLHF, or preference data collection workflows is preferred.
Experience with structured output validation tools such as JSON Schema or Pydantic is preferred.
Familiarity with orchestration tools such as LangChain, LlamaIndex, LangSmith, or PromptLayer is preferred.
Contributions to open-source prompt design projects or published writing on the topic are preferred.

Benefits

Competitive salary with a starting pay range of $120,000–$160,000 USD.
Bi-annual bonus eligibility.
401(k) plan with company match.
Equity in the company.
Flexible spending accounts for health and dependent care.
Internet and home office reimbursement.
Medical, dental, and vision coverage, with optional family plans, plus life and long-term disability insurance options.
Mental health support and resources, wellness reimbursement, flexible PTO, sick time, observed holidays, and remote work from home.

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