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Head Of Customer Learning

harvey

San Francisco
Advertising

Job Score

80 pts
On-site model (+70) Advertising (+10)

Why Harvey

At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come.

This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched.

Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you.

At Harvey, the future of professional services is being written today — and we’re just getting started.

Role Overview

Customer Education sits within Product and owns the front door through which every Harvey customer comes to understand the product. The team already runs a strong certification program and a content library our customers trust, and partners constantly with Product, Product Operations, Sales, Legal Engineering and Customer Success to keep it that way.

We're hiring a Head of Customer Learning to take ownership of an evolving Customer Education team and elevate the function into a strategic, revenue-relevant part of the business. The foundation is strong: an Academy, certification program and content library our customers already trust. This role is about scaling that foundation, setting a multi-quarter roadmap, and owning exec-level updates for Customer Education.

You'll partner closely with Product, Customer Experience, Product Operations, and GTM leadership to align the roadmap to the business, build out a digital-first strategy for onboarding and adoption, and develop the longer-term vision for how Harvey teaches an entire industry to work with AI - positioning Harvey as the definitive authority on Legal AI education along the way.

What You'll Do

  • Roadmap and executive alignment - partner with Product, Product Operations, and GTM leadership to define and own the Customer Education roadmap, and represent the function in executive-level updates and decisions.

  • Team leadership and scale - lead and grow the existing Customer Education team, including its current lead, as Harvey's customer base and product surface area expand - building the org structure, hiring plan, and contractor/agency or in-house train-the-trainer model to match.

  • Content strategy and portfolio health - own the lifecycle, governance, discoverability, and quality bar of Harvey's education content as the portfolio scales, so Sales, CS, and Support can always find and trust the right resource.

  • Certification and learning programs - own and evolve Harvey's existing certification program and Academy, expanding curriculum depth and coverage as new products and workflows launch.

  • Digital adoption strategy - design and run the multi-channel, digital-first strategy that drives onboarding and adoption - in-product guidance, digital nurture and engagement sequences, webinars, video, and community - treating activation and expansion as a funnel to measure and improve.

  • Legal AI thought leadership - develop the vision and content strategy for how Harvey teaches the legal industry to work with AI, and position Harvey as the definitive authority on Legal AI education through external-facing content, programs, and points of view.

  • Metrics and systems - own north-star metrics for the function - time-to-value, activation/adoption depth, certification and adoption velocity, ticket deflection, and education's contribution to NRR - and partner with Product and Data to instrument what's working.

What You Have

  • 10+ years of experience in customer education, learning/academy functions, content strategy, or digital-led customer engagement, including real experience scaling a function beyond its initial build into a strategic, revenue-relevant program.

  • Comfortable operating at both altitudes: setting a multi-quarter roadmap and owning exec-level updates, while staying close enough to the work to raise the bar on content, certification, and digital programs.

  • Experience partnering with Product, Product Operations, and GTM/Sales leadership to align a customer-facing function to business priorities and turn that into a roadmap.

  • A digital-first instinct for adoption and onboarding - thinks in funnels, touchpoints, and journeys across in-product guidance, digital communications, and content.

  • Strong content and program operations judgment: portfolio governance, lifecycle management, and quality standards.

  • A point of view on building thought leadership and market authority through education and content - ideally developed in a specialized, regulated, or traditionally low-software-adoption industry.

  • Data-driven - comfortable owning dashboards and making the case that education and adoption are leading indicators of revenue.

  • Proven people leadership: has hired, developed, and led teams (including other leads or managers) and has managed external contractor or agency relationships.

  • Excellent written and verbal communication, with real experience presenting to and influencing senior executives.

Nice to Have

  • Experience in legal, professional services, financial services, or another industry where customers are newer to AI-native software.

  • Familiarity with LMS platforms, authoring tools, and in-product engagement tools.

  • Experience building executive point-of-view content or category-defining thought leadership programs.

  • Experience using AI tools to scale content production or personalize learning paths.

Compensation

$184,000 - $276,000 USD

Depending on your location, an Applicant Privacy Notice may apply to you. You can find all of our Applicant Privacy Notices here.

#LI-DZ1

Harvey is an equal opportunity employer and does not discriminate on the basis of race, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or related condition, or any other basis protected by law.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made by emailing accommodations@harvey.ai

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About Advertising

The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Project Manager

The Project Manager is the professional responsible for planning, executing, and controlling projects end-to-end, ensuring they are delivered on time, within budget, and with the expected quality. With the growing complexity of businesses, project management professionals are fundamental to organizational success.

Key skills include planning and scheduling, scope, cost, risk, quality, and resource management, stakeholder communication, cross-functional team leadership, and use of agile and traditional methodologies. Certifications like PMP, PRINCE2, and Six Sigma are important differentiators.

Project Managers in technology companies are highly valued, especially those who master agile methodologies (Scrum, Kanban), tools like Jira and MS Project, and can deliver complex projects efficiently. The field offers opportunities from project analyst to head of PMO, with a focus on execution, governance, and business value.

About Office Suite

Proficiency in Office Suite is an essential skill for professionals across various areas. Microsoft Excel, Word, PowerPoint, and Outlook are fundamental tools in the corporate day-to-day, while Google Workspace and other collaborative solutions are gaining increasing space.

Key skills include advanced Excel (formulas, pivot tables, Power Query, VBA/Macros), Word (formatting, mail merge, styles), PowerPoint (presentation design, animations), Outlook (email and calendar management), and collaborative tools like Google Sheets, Notion, and Airtable.

Professionals with advanced Office Suite proficiency are valued in administrative, financial, data, and operational areas. Microsoft Office Specialist (MOS) certifications are important differentiators. The combination of advanced Excel with data analysis skills is one of the most in-demand competencies in the market.

About Infrastructure and DevOps

Infrastructure and DevOps are responsible for creating, maintaining, and optimizing IT environments that support applications at scale. This area is fundamental for system reliability and performance.

Key technologies include AWS, GCP, Azure, Docker, Kubernetes, Terraform, Ansible, CI/CD (GitHub Actions, GitLab CI, Jenkins), and monitoring (Datadog, Grafana, Prometheus).

DevOps engineers and SREs are highly sought-after professionals, with salaries among the highest in the technology sector.

About QA and Testing

QA and Software Testing are fundamental to ensure the quality and reliability of applications. QA professionals ensure that the delivered product meets requirements and is free of critical defects.

Key skills include manual and automated testing, Selenium, Cypress, Playwright, Postman, JMeter, and CI/CD pipeline knowledge. Performance and security testing are differentiators.

With the adoption of DevOps and continuous deployment, the demand for automation QAs and SDETs continues to grow.

About Customer Service

The Customer Service / Client Relations area is essential for ensuring customer satisfaction, retention, and a good relationship. Professionals in this field are the primary interface for communication, handling inquiries, requests, feedback, and ensuring a high-quality day-to-day experience. Skills in communication, problem-solving, empathy, and patience are indispensable.

Career Guides

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Design Career Guide

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Marketing Career Guide

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Finance Career Guide

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Administration Career Guide

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Product Career Guide

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Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

The 2026 AI Boom: The Most Valuable Tech Careers and How to Land Six-Figure Remote Jobs

We are halfway through 2026, and one thing is crystal clear: the "experimental" phase of Artificial Intelligence is officially over. While 2023 and 2024 were characterized by awe over chatbots drafting emails and generating images, 2026 has solidified AI as the core infrastructure of global enterprises. The transition from standalone "AI tools" to Autonomous Agents and Multi-Agent Systems has radically transformed the job market.

For Tech, Design, and Digital Marketing professionals across the United States, 2026 represents the greatest window of opportunity of the decade to secure top-tier, 100% remote roles with highly lucrative six-figure compensations.

In this article, we will break down the current AI job landscape, backed by recent data, and list the top careers that startups and Fortune 500 companies are desperately trying to fill.

The Current Landscape: 2026 Data and Projections

The market isn't just hiring standard developers anymore; it's hiring intelligence orchestrators. According to recent Future of Work reports:

  • Exponential Growth: The World Economic Forum (WEF) 2026 update highlights that roles focused on AI, Machine Learning, and Big Data have grown by 45% compared to 2024, cementing them as the fastest-growing fields nationwide.
  • Corporate Adoption: Data published by Gartner earlier this year reveals that over 80% of Fortune 500 companies are now running Generative AI applications in production environments. This has created a massive demand for AI maintenance, ethics, and governance.
  • The Remote Premium: An internal analysis from Mondywork's database (which tracks integrations with major ATS platforms like Greenhouse and Ashby) shows that 73% of US-based AI roles are Remote-First. The average salary for senior specialists in these roles currently exceeds the $140,000 to $180,000 annual range, plus equity.

The 5 Hottest AI Opportunities in 2026

If you want to tailor your resume and LinkedIn profile to be easily captured by modern recruiting algorithms, these are the positions with the highest talent deficit in the US market right now:

1. MLOps and LLMOps Engineers (Operations Engineering)

Large Language Models (LLMs) are like Formula 1 engines: they need a full pit crew to avoid crashing on the track. The industry has realized that putting AI into production is vastly different from running a local model.

  • What they do: Manage infrastructure, oversee the model lifecycle, handle fine-tuning with proprietary company data, and ensure the AI does not suffer from large-scale hallucinations.
  • Hot Search Terms: MLOps, LLMOps, Platform Engineering, Data Ops, Kubernetes for AI.

2. Prompt Engineer & AI Interaction Designer

The profession many thought would be a passing fad has heavily evolved. The 2026 Prompt Engineer is not just someone who "talks well to machines"; they are complex logical system designers.

  • What they do: Sitting at the intersection of Software Engineering and UX Design, these professionals design system prompts for Autonomous Agents, build RAG (Retrieval-Augmented Generation) flows, and structure how AI safely interacts with end-users.
  • Hot Search Terms: Prompt Engineering, NLP, AI Behavior Design, UX Writer for AI.

3. Analytics Engineer / Structured Data Specialist

AI is completely useless without clean data. The classic Data Scientist role has yielded massive ground to the Analytics Engineer, the professional who bridges the gap between raw data engineering and business analysis.

  • What they do: Prepare, model, and transform chaotic data lakes into crystal-clear sources so enterprise AI models can consume data and generate real-time insights.
  • Hot Search Terms: Analytics Engineer, dbt, Snowflake, Computer Vision, BigQuery.

4. AI Product Manager (AI PM)

Companies are tired of building AI features "just because." Now, they need these features to drive serious revenue (ROI). The AI-focused Product Manager is the conductor of this orchestra.

  • What they do: Understand the technical limitations of modern LLMs, translate user pain points into viable AI solutions, and manage the product roadmap while ensuring the technology complies with strict privacy laws (like CCPA and GDPR).
  • Hot Search Terms: AI Product Manager, CPO, Product Ops, AI Governance.

5. AI Growth Marketer / High-Performance Media Buyer

In the digital marketing realm, 2026 is the year of autonomous campaign orchestration. Marketers still relying on 100% manual campaign creation are rapidly losing ground to those who can direct predictive AI.

  • What they do: Leverage Machine Learning and advanced AI tools for autonomous Conversion Rate Optimization (CRO), automated A/B testing, mass content generation, and predictive consumer behavior analysis.
  • Hot Search Terms: Growth Marketing, Media Buyer, Programmatic, AI Copywriting, Martech.

How to Prepare and Get Found (Beating the ATS Filters)

US companies utilize incredibly rigorous Applicant Tracking Systems (ATS) like Workday, Greenhouse, and Lever. They configure recruiting bots to filter resumes using fine-mesh keyword grids.

If you want to land these highly competitive roles, the golden rule is to mirror the exact industry jargon:

  • Don't just write "Data Analyst"; use "Data Ops" or "Analytics Engineer".
  • Don't just list "Cloud Support"; highlight "FinOps", "Cloud Architect", or "Platform Engineer".
  • Replace the outdated "Digital Marketer" with "Growth Ops" or "Performance Manager".

Mondywork Does the Heavy Lifting for You

The US market is fiercely competing for top-tier talent. Startups and tech giants are looking for highly skilled professionals ready to collaborate across different time zones in fully remote environments. That is exactly why Mondywork exists. Our proprietary algorithm scans the largest global Job Boards to find verified, high-paying, and 100% remote Tech, Design, and Marketing opportunities.

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Macroeconomic Reference Sources:

  • World Economic Forum - The Future of Jobs Report 2026 Update.
  • Gartner - Hype Cycle for Artificial Intelligence, 2026.
  • McKinsey Global Institute - The Economic Potential of Generative AI (Revisited 2026).