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Director, Litigation

perplexity

San Francisco
IT Governance

Job Score

80 pts
On-site model (+70) IT Governance (+10)

Perplexity AI is looking for a sharp, entrepreneurial litigation attorney to join our small legal team to help advance the business, protect the products we are building, and revolutionize the way people search and interact with the internet. This unique role offers significant responsibility, direct ownership of high stakes matters, and growth potential across an in-house practice group.

This is a unique role within a rapidly growing AI technology company. You will play a key role in safeguarding Perplexity’s interests by managing litigation files and pre-litigation disputes related to our AI answer engine, models, and technologies, while helping to build and scale our litigation function. You will oversee complex disputes in a fast-moving and often unsettled legal landscape, spanning intellectual property (including copyright), privacy, commercial, and regulatory matters, and you will work closely with our AI, engineering, and product teams to assess legal risk, develop litigation strategy, and provide guidance during disputes involving our products and services.

The ideal candidate combines deep substantive knowledge of litigation practice and procedure with strong business judgment and practical problem-solving abilities. You are comfortable confronting novel legal issues, including questions where the rules are still being written, and you bring intellectual curiosity about AI technology, adaptability in an emerging landscape, and exceptional collaboration skills. Success in this role requires a deep understanding of high-growth startup environments, where you will pair traditional legal expertise with sharp business risk assessment. We are seeking someone who is inquisitive, has an entrepreneurial drive, and the agility to thrive in our fast-paced environment.

Key Responsibilities

  • Manage litigation matters and pre-litigation disputes across all phases, including strategy, pleadings, motions, discovery, depositions, hearings, trials, and appeals, while developing comprehensive case strategies that align with business objectives.

  • Provide counsel across a broad range of disputes, including intellectual property (copyright, trademark, and trade secret), privacy, commercial, and regulatory matters, in both first-party and third-party contexts.

  • Evaluate and respond to litigation threats, demands, and disputes across jurisdictions, developing appropriate matter-resolution proposals that resolve issues with minimal disruption to the business.

  • Select, onboard, manage, and collaborate with outside counsel across all stages of disputes. Negotiate budgets and fee arrangements, monitor performance, and hold outside counsel accountable for delivering optimal results while maintaining cost efficiency.

  • Partner closely with AI, product, and engineering teams to proactively identify litigation risks in product development and go-to-market strategies, and to collect information efficiently in support of active matters. Translate complex legal requirements into practical, actionable guidance for technical teams.

  • Assist in responding to regulatory investigations and inquiries from government regulators and private organizations relating to our products and services.

  • Build internal litigation processes, policies, and tools, including legal-hold and discovery workflows, that support litigation and regulatory matters efficiently and can scale with company growth.

  • Monitor the evolving legal and regulatory landscape for AI, copyright, and privacy; translate court decisions, agency guidance, and legislative developments into timely, executive-ready advice; and communicate with business leaders about ongoing litigation, emerging risks, and preventive measures.

Qualifications

  • JD and in good standing with an active US state bar membership (California preferred)

  • At least 15+ years of law firm and/or in-house experience handling complex commercial litigation (with experience representing emerging technology companies preferred)

  • Deep substantive knowledge of litigation practice and procedure, with a demonstrated history of strong outcomes and effective case execution

  • Exceptional analytical, organizational, and collaboration skills, strong business acumen, and the ability to partner with business and technical teams

  • An ability to communicate clearly and credibly with business and technical audiences, including translating genuinely unsettled legal doctrine into concise, business-relevant advice for executives and engineers without over-hedging

  • Hands-on attitude to tackle projects large and small, and a low-ego, roll-up-your-sleeves approach to working across the organization

  • Excellent composure in stressful situations, high level of integrity, intellectual curiosity, and the ability to work independently with limited guidance while exercising good judgment about when to escalate

  • Thrive working in a fast-paced, dynamic environment

Nice to Have

  • Experience managing copyright and privacy litigation, as well as commercial disputes, for AI or other emerging technology companies

  • Experience managing regulatory responses or investigations, including both first-party and third-party responses

  • Experience building or scaling a litigation function at a growth-stage company, with creativity and an openness to novel solutions

  • Experience litigating cases in multiple jurisdictions, including internationally

  • A passion for supporting the development of AI that is both innovative and trustworthy

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About IT Governance

IT Governance is the area responsible for ensuring that information technology resources are used strategically, efficiently, and in compliance with standards and regulations. IT governance professionals ensure that technology supports business objectives in a secure and reliable manner.

Key skills include IT service management (ITIL), IT audit and compliance, risk management, business continuity, disaster recovery, metrics and indicators (SLAs, KPIs), and strategic alignment between IT and business. Frameworks like COBIT, ITIL, ISO 27001, and compliance standards are essential.

IT Governance professionals in technology companies are highly valued, especially those who master ITSM, IT audit, and risk management. The field offers opportunities from governance analyst to CIO/CTO, with a focus on efficiency, compliance, security, and business value.

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The Product Owner (PO) is the professional responsible for maximizing the value of the product delivered by the development team. They act as the voice of the customer and stakeholders, managing and prioritizing the product backlog, defining clear user stories, and ensuring the team works on the most valuable items for the business.

Key skills include backlog management, user story writing, prioritization (Mascow, RICE), agile methodologies (Scrum, Kanban), and stakeholder communication. Knowledge of tools like Jira, Trello, Azure DevOps, and Miro is essential.

Product Owners are highly sought-after professionals in the technology market, working collaboratively with Scrum Masters, Product Managers, and engineering teams to drive agility and continuous value delivery.

About Automation Engineer

The Automation Engineer is the professional responsible for designing, developing, and implementing solutions that automate manual and repetitive processes in IT, infrastructure, testing, and operations. They combine programming knowledge with DevOps and SRE vision to eliminate manual tasks and increase operational efficiency.

Key skills include Infrastructure as Code (Terraform, Ansible, Pulumi), CI/CD (Jenkins, GitHub Actions, GitLab CI), test automation (Selenium, Cypress, Playwright), network automation (Netconf, SDN), RPA (UiPath, Power Automate), and scripting (Python, Bash, PowerShell). Knowledge of Kubernetes, GitOps (ArgoCD, Flux), and automation platforms is a differentiator.

Automation Engineers in technology companies are highly valued, especially those who can create automated deployment pipelines, self-healing infrastructure, and internal developer platforms (IDP). The field offers opportunities from junior automation engineer to automation architect and head of automation.

About Content Manager

The Content Manager is the professional responsible for leading the entire content strategy, production, and management of an organization. They define the editorial strategy, coordinate writing teams, and ensure content aligns with business goals and brand identity.

Key skills include content strategy, editorial planning, content audit, buyer persona, customer journey, content ops, content governance, performance metrics (ROI, engagement, organic traffic), and team management. Knowledge of WordPress, Contentful, Notion, and analytics tools is a differentiator.

Content Managers in technology companies are highly valued, especially those who can align content with conversion funnels, lead multidisciplinary teams, and use data to optimize editorial strategy. The field offers opportunities from content manager to head of content, with a focus on strategy, quality, and scale.

About Public Relations

The Public Relations (PR) area focuses on managing the reputation, image, and communication of an organization with its various stakeholders (such as clients, investors, employees, media, and the community). PR professionals develop corporate communication strategies, manage media relations (press relations), organize institutional events, and work in image crisis prevention and management.

About Scrum Master

The Scrum Master is the professional responsible for facilitating the adoption of Scrum and agile practices within development teams. They act as servant leaders, removing impediments, promoting continuous improvement, and ensuring Scrum events and ceremonies happen in the best possible way.

Key skills include event facilitation (sprint planning, daily, review, retrospective), backlog management, team coaching, conflict resolution, and agile metrics (velocity, burndown, cycle time). Knowledge of Jira, Trello, Azure DevOps, and frameworks like Kanban, XP, and SAFe is a differentiator.

Scrum Masters in technology companies are highly valued, especially those who can promote team autonomy, create psychologically safe environments, and lead agile transformations at scale. The field offers opportunities from junior scrum master to agile coach, head of agile, and director of agile transformation.

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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).