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Senior Product Manager II, AI Content

As a Senior Product Manager II, you will lead the development of cutting-edge AI and LLM-powered products that transform how we deliver personalized content and experience to our customers. As a senior member of our product team, you will partner closely with engineering, data science, design, and frontend teams to build differentiated products powered by AI and large language models. You will drive the full product lifecycle, from strategy and vision to execution, measurement, and scaling, ensuring that our AI innovations are not only technically excellent but also deeply customer-centric and business-impactful.

ABOUT THIS TEAM

The career products platform team is dedicated to transforming how multiple product surfaces deliver personalized content and experiences to BOLD’s global customers. The team’s goal is to create seamless, personalized, data-driven experiences that provide long-term value to users while contributing to growth.

WHAT YOU’LL DO

  • Own and drive the end-to-end product vision, strategy, and execution for generative AI features and platforms across multiple content surfaces
  • Guide the prompt engineering lifecycle, from ideation and authoring to evaluation and iteration, with rigorous feedback loops and metrics
  • Lead cross-functional collaboration with backend and frontend engineering, design, data science, and ML operations (MLOps) to deliver high‑quality, scalable AI experiences
  • Define and manage quarterly roadmaps tailored to both internal platform enhancements and customer-facing capabilities, prioritizing based on business impact, user signal, and operational feasibility
  • Drive and evangelize best practices for LLM prompt ops, model governance, and responsible AI, balancing innovation with ethical constraints
  • Act as a domain expert in AI-powered content, guiding stakeholders through the evolving generative AI landscape (e.g., memory‑enabled agents, token management, multimodal signals)
  • Model and champion best practices in product management: actively share expertise, promote a culture of experimentation, and help embed rapid prototyping as a core approach to developing AI solutions

WHAT YOU’LL NEED

  • 8+ years of product management experience, including 5+ years building AI/ML-driven products
  • Demonstrated success shipping AI, ML, or LLM-based products at scale, ideally in B2C, SaaS, media, or marketplace contexts
  • Deep familiarity with generative AI, LLMs, and prompt engineering, with hands-on experience guiding model evaluation and iteration
  • Proven expertise in A/B testing and large-scale experimentation, including statistical analysis and test design
  • Strong product sense and customer intuition, with a passion for building products people love
  • Skilled at data-driven decision-making, able to define metrics, analyze performance, and translate insights into action
  • Outstanding collaboration skills: experienced in influencing engineering, design, and data science partners without direct authority
  • Strategic thinker with a bias for action and comfort working in fast-moving, ambiguous AI landscapes

WHAT’S GOOD TO HAVE

  • Background in AI ethics, governance, or compliance frameworks
  • Experience with AI agents, copilots, or memory-enabled systems
  • History of establishing prompt-ops best practices or AI platform tooling
  • Hands-on prototyping skills and experience experimenting with multimodal AI
  • Published thought leadership, patents, or contributions to the AI/ML ecosystem
  • Familiarity with enterprise AI metrics: ROI, adoption, model performance, feedback loop velocity, and engagement

 

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: California, Colorado, Connecticut, Florida, Georgia, Illinois, Iowa, Kentucky, Maine, Maryland, Massachusetts, Minnesota, New Jersey, New York, North Carolina, Ohio, Oklahoma, Oregon, Pennsylvania, Puerto Rico, Tennessee, Texas, Utah, Virginia, Washington.

California Residents: Please see our privacy notice for more info on how we handle your data.

#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.

Starting pay range
$120,000$180,000 USD

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.

BOLD Glassdoor Company Review
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CEO of BOLD
BOLD CEO photo
Doug Jackson and Jamie Freundlich
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Average salary estimate

$150000 / YEARLY (est.)
min
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$120000K
$180000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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WE TRANSFORM WORK LIVES. From jobseekers to employers, we inspire everyone to go further, to reach higher and to do better. We provide online products, tools, guidance and support to help everyone make their jobs, careers, and businesses better. ...

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Full-time, remote
DATE POSTED
August 28, 2025
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