Description
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 Hiring Locations
This position is 100% remote, work from home.
BOLD can hire full-time residents of the following U.S. States & Territories: Arizona, California, Colorado, Connecticut, Florida, Georgia, Illinois, Indiana, Kentucky, Maine, Maryland, Massachusetts, New Hampshire, New Jersey, New York, North Carolina, Ohio, Pennsylvania, Puerto Rico, South Carolina, Tennessee, Texas, Utah, Virginia, Washington, and Wisconsin.
California Residents: Please see our privacy notice for more info on how we handle your data.
SELECT ONE: #LI-Remote
Individual pay is based on location, transferable skills, experience, and other relevant factors. This estimated range is based on the best available market data and factors, all of which are subject to change. This position may also be eligible for a bonus and medical, dental, vision, life, short and long-term disability insurance, 401(k), paid time off, sick leave, and paid holidays, all subject to applicable plan terms.
About Bold
We Transform Work Lives
As an established global organization, BOLD helps people find jobs. Our story is one of growth, success, and professional fulfillment. We create digital products that have empowered millions of people in 180 countries to build stronger resumes, cover letters, and CVs. The result of our work helps people interview confidently, finding the right job in less time. Our employees are experts, learners, contributors, and creatives.
We Celebrate And Promote Diversity And Inclusion
We value our position as an Equal Opportunity Employer. We hire based on qualifications, merit, and our business needs. We don't discriminate regarding race, color, religion, gender, pregnancy, national origin or citizenship, ancestry, age, physical or mental disability, veteran status, sexual orientation, gender identity or expression, marital status, genetic information, or any other applicable characteristic protected by law.
Under San Francisco's Fair Chance Ordinance, qualified applicants with arrest and conviction records will be considered for the position.
Similar jobs
Est. 17,000 PLN
We are seeking an expert Senior Prompt Designer I to design, optimize, and operationalize the LLM architectures powering BOLD’s consumer-facing career tools. In this role, you will bridge the gap between advanced natural…
Est. 141,000 USD
We are seeking a Senior Applied AI Engineer to lead the development of an advanced automation framework powered by Large Language Models (LLMs). At BOLD, we aren’t just following the AI trend; we are building the future…
Est. 172,500 USD
We are seeking a strategic and execution-focused Senior Product Manager I to lead the strategy, development and ongoing optimization of our B2B sourcing products on Monster. As a high-leverage force multiplier, you will…
Est. 172,500 USD
We are looking for a Senior Product Manager to oversee our mobile app business. We're in the business of making a positive difference—and now, you can join us in helping millions of job seekers change their careers and t…
BOLD is seeking a senior professional to implement and run Testing and Quality Assurance specifically designed for AI-driven products and Data Science workflows. In this role, you will bridge the gap between traditional…
BOLD is seeking for the newest addition to our existing Data Science team, you’ll combine your analytical skills and business knowledge to deliver key insights to our Product and Management teams. You’ll help drive produ…
BOLD is seeking a Technical Lead Specialist who can understand functional, technical & architectural views and has the ability to translate them into a low-level technical design for the developers. The successful ca…
BOLD is seeking for the newest addition to our existing Data Science team, you’ll combine your analytical skills and business knowledge to deliver key insights to our Product and Management teams. You’ll help drive produ…
BOLD is seeking for a Senior Software Engineer with 5–8 years of experience in building scalable, high-performance applications. The ideal candidate has deep expertise in Java and Spring Boot, hands-on experience with Gr…
BOLD is seeking a Module Lead who can understand functional & technical views and has the ability to take responsibility for one or more modules independently. The successful candidate will be expected to work with t…
BOLD is seeking for newest addition to our existing Data Science team, you’ll combine your analytical skills and business knowledge to deliver key insights to our Product and Management teams. You’ll help drive product d…
BOLD is seeking for newest addition to our existing Data Science team, you’ll combine your analytical skills and business knowledge to deliver key insights to our Product and Management teams. You’ll help drive product d…
Est. 120,000 USD
We are seeking a Senior Financial Analyst who is business-minded, data-driven, and able to translate large and complex data sets into meaningful information and have the desire to influence BOLD’s decision and performanc…
BOLD is seeking for .Net professional, you will be a member of the product or platform development team that develops, customizes and support our various web-based products or services to meet the growing business needs.…
Est. 85,000 USD
We're seeking a Browser Automation Engineer to join our team in Puerto Rico. We’re building an intelligent automation framework powered by large language models to solve complex, real-world workflows. We’re looking for a…
We are seeking a versatile and highly skilled Full Stack Engineer. We care more about how you think, learn, and deliver than about the exact tools you’ve used. We want a great engineer who can take a problem from idea to…
As a Data Analyst, you will provide insight and recommendations to the business. You will be responsible for developing the company's reporting capabilities, working with partner teams on ad-hoc analyses, and providing s…
We are seeking a versatile and highly skilled Full Stack Engineer. We care more about how you think ,learn, and deliver than about the exact tools you’ve used. We want a great engineer who can take a problem from idea to…
Est. 120,000 USD
We are seeking a Director of Sales who will lead our new business and account management organizations to accelerate revenue growth, strengthen customer retention, and expand existing accounts across the BOLD portfolio b…
Est. 120,000 USD
We are seeking a Director of Sales who will lead our new business and account management organizations to accelerate revenue growth, strengthen customer retention, and expand existing accounts across the BOLD portfolio b…
Est. 14,500 PLN
We are looking for a Product Manager II to help create better resume experiences for millions of job seekers. In this role, you’ll own product initiatives that help different types of users get more relevant guidance, bu…
BOLD is seeking for Principal Engineerto make intuitive high-level decisions for software development.You will understand the domain knowledge and see the “big picture” to create architectural approachesfor software desi…
Bold is seeking a Devops professional who owns production ML environments and MLOps infrastructure within infrastructure and data science teams. Handle day-to-day support, ad-hoc requests, and cross-team projects. Archit…
Est. 85,000 USD
We are seeking a Senior Project Manager I (Contract-to-Hire) to lead complex, cross-functional initiatives spanning multiple business units. In this role, you’ll drive high-visibility projects from planning through deliv…
We are seeking for senior professional who is having experience in building scalable, high-performance applications. The ideal candidate has deep expertise in Java and Spring Boot, hands-on experience with GraphQL, and s…
Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. We design and ship AI co-workers that integrate into enterprise operations and deliver measurable results for ou…
Est. 140,000 USD
Location: United States – RemoteClearance: Ability to obtain and maintain a Public Trust LTS is seeking a highly skilled Senior Applied AI Engineer to focus on continuously improving the intelligence behind the platform.…
Company Overview APPLICATIONS FROM OUTSIDE COLOMBIA AND ARGENTINA WILL NOT BE CONSIDERED FOR THIS ROLE Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. We design…
Est. 170,000 USD
Who We Are Lightning AI is the company behind PyTorch Lightning. Founded in 2019, we build an end-to-end platform for developing, training, and deploying AI systems—designed to take ideas from research to production with…
Est. 151,800 USD
At Accenture Federal Services, nothing matters more than helping the US federal government make the nation stronger and safer and life better for people. Our 13,000+ people are united in a shared purpose to pursue the li…