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Casework

34 open roles, all remote.

Casework sells one engagement to one kind of buyer. That makes the work unusually legible: every role here either produces the conformity file, builds what produces it, or puts it in front of the companies that need one. Below is what we are hiring for right now.

Open roles

Every posting lives on Land Early, where applications are handled. Each link opens the full description in a new tab.

  • RemoteEngagement delivery· Mid level · Posted

    Lawyer

    You would draft the conformity file itself: Fundamental Rights Impact Assessments under Article 27, risk-management system documentation, and Annex IV-aligned technical files for the hiring tools our clients deploy.

    What you would do

    • Draft and review conformity documentation for client hiring systems
    • Work the EU AI Act, Colorado, Illinois, and NYC requirements down to the individual obligation
    • Run discovery interviews with client engineering and HR teams
    • Turn whatever evidence the vendor has produced into documentation a regulator can follow
    • Lead the client review call on a delivered file, and advise on what to remediate first

    What we are looking for

    • A JD and bar admission, or comparable time as compliance counsel
    • Working knowledge of AI regulation, employment law, or data privacy
    • Comfort with fixed-scope, fixed-price project work rather than open-ended matters
    • Writing that holds up when a regulator is the reader
    • Helpful, not required: HR tech or AI governance experience, and familiarity with the major hiring platforms
    Read the full posting and apply — Lawyer, opens in a new tab
  • RemoteEngagement delivery· Senior level · Posted

    Employment Counsel

    You would set the standard the deliverables are held to — reviewing the frameworks behind each conformity file and the Fundamental Rights Impact Assessments that go out under them.

    What you would do

    • Review and advise on the employment-law accuracy of conformity files, FRIAs, and risk documentation produced for client engagements
    • Track and interpret developments under the EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144, and emerging state and federal AI employment regulations
    • Partner with the production team during discovery and drafting to flag legal risk and ensure documentation aligns with regulatory requirements
    • Help refine and update Casework's documentation methodology as new regulations and guidance are issued
    • Support client-facing conversations where legal context or clarification is needed, in coordination with client counsel
    • Contribute to published methodology and regulation explainers that inform Casework's public-facing content

    What we are looking for

    • J.D. and active bar admission, with a practice background in employment law
    • Experience advising on compliance with employment-related regulatory regimes (e.g., EEOC guidance, state fair employment practices, or similar)
    • Familiarity with, or strong interest in, AI governance and algorithmic accountability frameworks
    • Ability to translate dense regulatory text into clear, actionable documentation requirements
    • Strong written communication skills; comfort working on tight, fixed-timeline production cycles
    • Comfort working independently in a small, specialized team rather than a traditional law firm structure
    • Helpful, not required: direct work on the EU AI Act, Colorado, Illinois HB 3773, or NYC LL 144, review of Fundamental Rights Impact Assessments or bias audits, and time advising HR technology vendors
    Read the full posting and apply — Employment Counsel, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Algorithmic Impact Assessment Auditor

    You would do the substantive analysis behind the file: assessing a client's hiring tools against the requirements, finding the risks and the gaps, and writing it up so it survives review by a regulator, by counsel, and by the client's own compliance team.

    What you would do

    • Conduct algorithmic impact assessments and Fundamental Rights Impact Assessments for AI hiring tools, scoped to a client's actual workflow and affected populations
    • Evaluate AI hiring systems against EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144, and related requirements
    • Identify and document risks, residual-risk justifications, and mitigation measures for Article 9-style risk management files
    • Design and document bias audit frameworks, including audit scope, methodology, and results summaries
    • Draft post-market monitoring plans, including metrics, thresholds, ownership, and escalation paths
    • Review vendor-provided documentation and technical materials, flag gaps, and engage vendors directly when documentation is incomplete or unavailable

    What we are looking for

    • Experience conducting algorithmic audits, impact assessments, or AI risk assessments, ideally involving employment or HR technology
    • Working knowledge of at least one major AI governance framework or regulation (EU AI Act, NYC LL 144, Colorado AI Act, Illinois HB 3773, or comparable)
    • Ability to translate technical AI system behavior into clear, well-cited documentation suitable for regulators, auditors, and legal counsel
    • Strong analytical and writing skills, with attention to detail in structured, deadline-driven deliverables
    • Comfort working directly with client stakeholders and third-party AI vendors to gather documentation and close gaps
    • Helpful, not required: data science, HR technology, or algorithmic bias testing, familiarity with Annex IV technical documentation, and audit work delivered to a fixed scope and timeline
    Read the full posting and apply — Algorithmic Impact Assessment Auditor, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Compliance Analyst

    You would build and maintain the documentation artifacts at the center of every engagement, working across the regulatory frameworks, the client's hiring workflow, and whatever their AI vendor has actually published.

    What you would do

    • Research and map applicable AI hiring regulations (EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144, and emerging state rules) to specific client tools and workflows
    • Draft sections of conformity files, Fundamental Rights Impact Assessments, and Article 9 risk management documentation
    • Review vendor-provided model cards, technical documentation, and audit results for completeness and regulatory alignment
    • Support bias audit documentation, including audit scope, summary results, and candidate-notice language
    • Verify citations and regulatory references for accuracy across drafted deliverables
    • Track engagement timelines and coordinate with internal reviewers during drafting, review, and handoff phases

    What we are looking for

    • 2+ years of experience in compliance, regulatory affairs, risk management, or a related documentation-heavy field
    • Strong written communication skills and comfort producing formal, structured documentation under deadline pressure
    • Ability to read and interpret regulatory text and translate it into concrete documentation requirements
    • Detail-oriented approach to citation accuracy, version control, and document structure
    • Comfort working with ambiguity when vendor cooperation or documentation is incomplete
    • Ability to manage multiple concurrent engagements against fixed timelines
    • Helpful, not required: model cards and algorithmic audit processes, HR technology or people-analytics platforms, privacy or technology risk compliance, and deadline-driven professional services
    Read the full posting and apply — Compliance Analyst, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    AI Governance & Policy Analyst

    You would research, draft, and structure the documentation packs — the reading and the mapping that has to happen before a word of the file can be written.

    What you would do

    • Draft sections of conformity files, FRIAs, and Article 9 risk management documentation for client hiring AI tools
    • Map client hiring workflows and AI tools against EU AI Act, Colorado AI Act, Illinois HB 3773, and NYC LL 144 requirements
    • Conduct discovery with client teams to identify design decisions, data flows, and risk factors not currently documented anywhere
    • Track and interpret regulatory developments across converging regimes, including proposed California rules
    • Build and maintain post-market monitoring plans, including metrics, thresholds, and escalation paths
    • Support engagement production cycles, working within fixed intake-discovery-drafting-review-handoff timelines

    What we are looking for

    • Experience with AI governance, technology policy, compliance, or regulatory documentation work
    • Familiarity with at least one of: EU AI Act, US state AI/algorithmic hiring laws, or similar risk/impact assessment frameworks
    • Strong technical writing skills — able to produce precise, citation-backed documentation, not advocacy memos
    • Comfort working directly with client stakeholders during discovery and review conversations
    • Ability to work within a fixed-scope, fixed-timeline production process rather than open-ended consulting engagements
    • Detail-oriented, comfortable synthesizing regulatory text, vendor documentation, and internal client input into a coherent file
    • Helpful, not required: HR technology or people analytics, bias audits and algorithmic impact assessments, and familiarity with the hiring AI vendor landscape
    Read the full posting and apply — AI Governance & Policy Analyst, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Privacy & Data Protection Specialist

    You would own the privacy and data protection components of each conformity file, working alongside the people drafting the rest of it on live engagements.

    What you would do

    • Assess AI hiring tools and workflows for privacy and data protection risks under applicable regimes (GDPR, US state privacy laws, and AI-specific hiring regulations)
    • Draft and review data protection sections of conformity files, including data flow mapping, lawful basis analysis, and retention practices
    • Contribute privacy-specific input to Fundamental Rights Impact Assessments and Article 9 risk management documentation
    • Evaluate vendor data processing agreements and documentation for gaps relevant to hiring AI deployments
    • Support post-market monitoring plan design as it relates to data protection metrics and thresholds
    • Collaborate with drafting and discovery teams during the production cycle to ensure documentation is accurate, defensible, and audit-ready

    What we are looking for

    • Experience in privacy, data protection, or data governance roles, ideally with exposure to GDPR and/or US state privacy laws
    • Familiarity with data protection impact assessments (DPIAs) or similar structured risk-assessment methodologies
    • Ability to translate technical and legal requirements into clear, well-organized documentation
    • Strong written communication skills and comfort working under fixed timelines and deliverables
    • Working knowledge of how AI/ML systems process personal data, including profiling and automated decision-making concerns
    • Helpful, not required: HR tech and hiring platforms, the EU AI Act, Colorado, Illinois, or NYC rules specifically, bias audit support, and consulting or productized-services work
    Read the full posting and apply — Privacy & Data Protection Specialist, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Technical Writer

    You would own the clarity, structure, and consistency of the deliverables across engagements — the difference between a file a regulator can follow and one they cannot.

    What you would do

    • Draft and edit sections of conformity files, FRIAs, risk management documentation, and post-market monitoring plans against a standardized methodology
    • Translate discovery notes, subject-matter interviews, and regulatory text into clear, well-structured documentation suitable for regulator review
    • Maintain consistency of terminology, citation, and formatting across deliverables and engagements
    • Work with discovery and drafting teams to identify documentation gaps and ensure every required section is complete and accurate
    • Verify that citations to source regulation (EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144, and related rules) are accurate and current
    • Revise drafts based on internal review and client feedback within engagement timelines

    What we are looking for

    • Experience as a technical writer, policy writer, or compliance writer, ideally in a regulated, legal, or highly structured documentation environment
    • Strong plain-language writing skills paired with comfort reading and citing regulatory or legal text
    • Ability to work within a fixed production schedule and turn around accurate drafts quickly
    • Meticulous attention to detail, especially around citation accuracy and internal consistency across long documents
    • Comfort working with unfamiliar technical or AI-related subject matter and asking the right clarifying questions
    • Helpful, not required: AI governance, data privacy, or employment law documentation, familiarity with the EU AI Act and US state AI hiring laws, and documentation written for regulator or auditor review
    Read the full posting and apply — Technical Writer, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Paralegal

    You would support the drafting and production of the documentation packs, working with the team that runs each engagement from intake through handoff.

    What you would do

    • Support drafting of conformity documentation, including risk registers, impact assessments, and monitoring plans, under attorney or senior staff direction
    • Conduct research into applicable regulatory requirements (e.g., EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144) and track citation accuracy across drafts
    • Organize and maintain case files, intake materials, vendor correspondence, and supporting documentation for each engagement
    • Assist with fact-checking and cite-checking of technical documentation prior to internal review and client handoff
    • Coordinate timelines across concurrent engagements to keep production cycles on schedule
    • Prepare materials for client walkthroughs and revision rounds

    What we are looking for

    • Paralegal certificate, or a bachelor's degree with relevant compliance, legal support, or regulatory research experience
    • Strong research and writing skills, with the ability to synthesize regulatory text into clear, structured documentation
    • Meticulous attention to detail, particularly around citation accuracy and document consistency
    • Comfort working under fixed deadlines across multiple concurrent files
    • Strong organizational skills and experience managing document-heavy workflows
    • Helpful, not required: regulatory compliance, technology law, or data privacy documentation, AI governance or HR technology exposure, and small-firm or productized-services experience
    Read the full posting and apply — Paralegal, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Implementation Consultant

    You would lead engagements from intake to handoff and carry the deadline with them: each pack delivered accurately, on time, and to a standard that holds up under regulator review.

    What you would do

    • Own the delivery of client engagements through the full production cycle: intake, discovery, drafting, review, and handoff
    • Run discovery sessions with client stakeholders to map their AI hiring tools, workflows, and affected populations
    • Coordinate with vendors and internal client teams to gather documentation needed for conformity files, risk registers, and impact assessments
    • Draft and quality-check sections of the conformity file, FRIA, risk management documentation, and post-market monitoring plans
    • Lead the internal walkthrough of deliverables with clients and manage the 30-day revision window
    • Identify and flag scope risks, vendor cooperation gaps, or regulatory ambiguities early in the engagement

    What we are looking for

    • Experience in implementation, consulting, or professional services, ideally in a project-based or fixed-scope delivery model
    • Strong project management skills with the ability to run multiple concurrent engagements against fixed deadlines
    • Comfort working directly with client stakeholders, including HR, compliance, and legal contacts
    • Excellent written communication skills, with the ability to produce clear, well-structured documentation
    • Ability to synthesize technical and regulatory material quickly and translate it into client-ready deliverables
    • Familiarity with compliance, risk, audit, or regulatory documentation work
    • Helpful, not required: AI governance, HR technology, or employment law, experience evaluating HR and recruiting vendors, and productized or consultancy-style delivery
    Read the full posting and apply — Implementation Consultant, opens in a new tab
  • RemoteEngagement delivery· Mid level · Posted

    Data Analyst

    You would turn discovery findings, vendor documentation, and audit data into the clear, well-cited analysis that feeds the conformity files we deliver.

    What you would do

    • Analyze vendor-provided and client-provided data on AI hiring tools to identify patterns, gaps, and risk indicators relevant to bias audits and impact assessments
    • Build and maintain structured datasets and trackers that support discovery, drafting, and review across multiple client engagements
    • Translate raw findings into clear summaries, tables, and charts suitable for inclusion in regulator-facing documentation
    • Support quality checks on data used in Fundamental Rights Impact Assessments and post-market monitoring plans
    • Collaborate with the production team during discovery and review phases to ensure findings are accurately represented and well-sourced
    • Help refine internal templates and processes for recurring analysis tasks across engagements

    What we are looking for

    • Experience working with data analysis tools (SQL, Excel, Python, or similar) to clean, structure, and summarize datasets
    • Strong written communication skills, with the ability to present findings clearly to non-technical stakeholders
    • Comfort working with ambiguous, qualitative source material (vendor docs, audit reports, policy text) alongside structured data
    • Attention to detail and a track record of producing accurate, well-documented work under deadline pressure
    • Ability to work independently within a fixed-scope, fixed-timeline production cycle
    • Helpful, not required: AI governance, algorithmic bias audits, or HR technology, regulatory documentation work, and small-firm or project-based delivery
    Read the full posting and apply — Data Analyst, opens in a new tab
  • Remote · US$60k–$90kEngineering· Mid level · Posted

    Frontend Engineer

    You would build the interfaces the platform runs on — the surfaces where a conformity file gets drafted, reviewed, and approved, and where clients see what we have produced for them.

    What you would do

    • Build and maintain user-facing features in React and the surrounding stack
    • Turn designs into responsive, accessible UI
    • Work with product and backend on the APIs and data behind each surface
    • Write tested, maintainable code, and review other people's
    • Chase down performance, browser-compatibility, and usability problems
    • Have a say in where the frontend architecture goes next

    What we are looking for

    • Production experience shipping web applications in JavaScript or TypeScript
    • Real HTML, CSS, and browser fundamentals — not only framework knowledge
    • Comfort integrating REST or GraphQL APIs
    • The ability to own a feature end to end on a small team
    • An eye for polish, accessibility, and performance
    • Helpful, not required: design systems, and early-stage or compliance-adjacent products
    Read the full posting and apply — Frontend Engineer, opens in a new tab
  • RemoteEngineering· Senior level · Posted

    Software Engineer

    You would build the internal tooling and production systems the methodology runs on — discovery synthesis, regulation mapping, draft assembly, and citation verification, across every engagement at once.

    What you would do

    • Design, build, and maintain internal systems and tools that support Casework's production methodology, including workflow and document-assembly pipelines
    • Partner with the founder and delivery team to translate methodology steps (intake, discovery, drafting, review, handoff) into reliable, repeatable software
    • Build integrations and tooling that incorporate AI-assisted synthesis and citation verification into the production workflow
    • Own technical decisions for the systems you build, including architecture, data handling, and reliability
    • Write clean, maintainable, well-tested code and review the work of teammates as the engineering team grows
    • Identify opportunities to automate or streamline repetitive parts of the production cycle

    What we are looking for

    • 5+ years of professional software engineering experience, with a track record of shipping production systems
    • Strong fundamentals in backend engineering, API design, and data modeling
    • Experience building tools that integrate with or orchestrate AI/LLM-based workflows
    • Comfort working in a small, fast-moving team where you own projects end-to-end
    • Strong written communication skills, since documentation quality and precision matter deeply to this business
    • Ability to work independently and make sound judgment calls with limited specification
    • Helpful, not required: document-generation, compliance, or regulatory-technology tooling, retrieval and citation-verification pipelines built on LLMs, and an interest in AI governance or HR tech
    Read the full posting and apply — Software Engineer, opens in a new tab
  • RemoteEngineering· Mid level · Posted

    Backend Engineer

    You would build and scale the systems behind the documentation process — the data pipelines, the internal tooling, and the infrastructure under the AI-augmented drafting and review workflow.

    What you would do

    • Design, build, and maintain backend services and APIs that support Casework's document production pipeline
    • Develop and optimize data models and storage for structured regulatory and client information
    • Integrate with AI/LLM services used in discovery synthesis, drafting, and citation verification
    • Build internal tooling to support intake, discovery, drafting, and review workflows
    • Ensure system reliability, security, and data integrity given the sensitivity of client and compliance data
    • Collaborate with product and delivery teams to translate methodology requirements into robust software

    What we are looking for

    • 3+ years of professional backend engineering experience
    • Strong proficiency in at least one backend language (e.g., Python, Node.js, Go, or similar)
    • Experience designing and working with relational and/or document databases
    • Experience building and maintaining production APIs and services
    • Comfort working in a small team where you own systems end-to-end
    • Solid understanding of software architecture, testing, and secure coding practices
    • Helpful, not required: LLM or AI/ML services in production, work with sensitive or regulated data, and document generation or workflow automation tooling
    Read the full posting and apply — Backend Engineer, opens in a new tab
  • RemoteEngineering· Mid level · Posted

    Full Stack Engineer

    You would build and scale the internal tooling and the client-facing systems that make a four-week production cycle repeatable rather than heroic.

    What you would do

    • Design, build, and maintain full stack features across our internal production tooling and any client-facing applications
    • Work across the stack, from database schema and API design to frontend interfaces, to support document generation, workflow tracking, and review processes
    • Collaborate with the founder and delivery team to translate methodology steps (intake, discovery, drafting, review, handoff) into reliable, well-tested software
    • Integrate AI-assisted tooling into production workflows, including discovery synthesis, draft assembly, and citation verification systems
    • Own the reliability, performance, and security of the systems you build, including deployment and monitoring
    • Participate in technical planning and contribute to decisions about architecture and tooling as the engineering function grows

    What we are looking for

    • Professional experience building and shipping full stack web applications, including both backend and frontend work
    • Strong command of a modern backend language/framework and a modern frontend framework
    • Comfort designing and working with relational databases and APIs
    • Experience working with or integrating third-party APIs, including AI/LLM tooling
    • Ability to work independently and take ownership of features end-to-end in a small, fast-moving team
    • Clear written and verbal communication, especially when working asynchronously
    • Helpful, not required: document-generation, workflow, or compliance-adjacent tooling, small teams running a fixed-scope service model, and an interest in AI governance or regulatory technology
    Read the full posting and apply — Full Stack Engineer, opens in a new tab
  • RemoteEngineering· Mid level · Posted

    AI Engineer

    You would build the internal production machinery — the retrieval, drafting, and checking that a four-week cycle depends on, under conditions where a wrong citation is a real problem.

    What you would do

    • Design, build, and maintain AI-assisted workflows that support discovery synthesis, regulation mapping, draft assembly, and citation verification for conformity documentation
    • Develop and refine prompting, retrieval, and evaluation pipelines that keep AI-generated drafts accurate, well-cited, and reviewable by humans
    • Work closely with the delivery team to translate methodology steps (intake, discovery, drafting, review, handoff) into reliable, repeatable tooling
    • Build internal tools for verifying factual and regulatory claims against source documents
    • Monitor and improve the quality, consistency, and speed of AI-produced outputs across engagements
    • Identify where automation can safely replace manual production work, and where human judgment must remain in the loop

    What we are looking for

    • Professional experience building production systems that use LLMs or other AI models, including prompting, evaluation, and retrieval-augmented generation
    • Strong software engineering fundamentals — you can design, ship, and maintain reliable backend systems, not just prototype notebooks
    • Experience building or integrating tools for document processing, citation checking, or structured content generation
    • Comfort working with ambiguous, high-stakes text (legal, regulatory, or compliance-adjacent content is a plus) where accuracy matters more than speed
    • Ability to work independently in a small, specialist team with a tightly scoped, productized service model
    • Clear written communication for documenting how systems work and why
    • Helpful, not required: familiarity with the EU AI Act and US state AI laws, internal tools built for a services business, and small teams shipping fixed-scope engagements
    Read the full posting and apply — AI Engineer, opens in a new tab
  • RemoteEngineering· Mid level · Posted

    Data Engineer

    You would build the data infrastructure and pipelines behind discovery, drafting, and citation verification across engagements.

    What you would do

    • Design, build, and maintain data pipelines that ingest, transform, and structure information used in regulatory documentation production
    • Develop and maintain data models supporting discovery synthesis, regulation mapping, and draft assembly workflows
    • Build tooling to verify data quality, lineage, and citation accuracy across generated artifacts
    • Partner with engineering and subject-matter staff to expose clean, reliable data to internal production tools
    • Monitor pipeline performance and reliability, troubleshooting issues as they arise
    • Evaluate and integrate new data sources as the methodology and vendor landscape evolve

    What we are looking for

    • Experience building and maintaining production data pipelines (batch and/or streaming)
    • Strong SQL skills and experience with at least one modern data warehouse (e.g., Snowflake, BigQuery, Redshift)
    • Proficiency in Python or a similar language for data engineering work
    • Experience with workflow orchestration tools (e.g., Airflow, Dagster, Prefect)
    • Solid understanding of data modeling, schema design, and data quality practices
    • Comfort working in a small, fast-moving team where scope and priorities shift as the company grows
    • Helpful, not required: document-heavy or unstructured text data, retrieval and search infrastructure for AI-assisted generation, and early-stage or productized-services experience
    Read the full posting and apply — Data Engineer, opens in a new tab
  • RemoteEngineering· Mid level · Posted

    QA Engineer

    You would hold the line on quality, consistency, and accuracy — both in the deliverables that go to clients and in the internal tooling that produces them.

    What you would do

    • Design and execute test plans to validate the accuracy and consistency of generated documentation artifacts and any internal tooling used in production
    • Build and maintain automated test suites covering functional, regression, and integration scenarios
    • Identify, document, and track defects through resolution, working closely with engineering and production teams
    • Review AI-assisted drafting and citation-verification workflows for correctness and reliability
    • Collaborate with the team to define quality standards and acceptance criteria for new features and processes
    • Continuously improve QA processes, tooling, and test coverage as the methodology evolves

    What we are looking for

    • Experience as a QA Engineer or in a similar quality assurance / test engineering role
    • Solid understanding of software testing methodologies, including manual and automated testing
    • Experience writing and maintaining automated test scripts (e.g., using tools such as Selenium, Playwright, Cypress, or similar)
    • Familiarity with bug tracking and test management tools
    • Strong attention to detail and ability to reason carefully about edge cases and correctness
    • Clear written communication skills, particularly for documenting defects and test results
    • Helpful, not required: testing AI-generated content and LLM workflows, compliance or legal-tech documentation products, and CI/CD pipelines with automated tests
    Read the full posting and apply — QA Engineer, opens in a new tab
  • RemoteProduct and design· Mid level · Posted

    Product Manager

    You would shape the productized service and the internal tools under it — what it takes to deliver regulator-ready documentation on a four-week cycle, repeatedly, without losing the quality.

    What you would do

    • Own the roadmap for the internal production tooling and workflows that support intake, discovery, drafting, review, and handoff for each conformity pack
    • Work closely with subject-matter specialists to translate regulatory and methodology requirements into product and process improvements
    • Define and track metrics for production-cycle efficiency, quality, and client outcomes
    • Gather structured feedback from engagements to identify where the methodology or tooling needs to evolve
    • Prioritize a backlog that balances new regime coverage (e.g., emerging state AI laws) against improvements to existing production processes
    • Partner with engineering, delivery, and the founder to ship improvements without disrupting live client engagements

    What we are looking for

    • 4+ years of product management experience, ideally in a services, compliance, legaltech, or regtech environment
    • Demonstrated ability to turn ambiguous, process-heavy work into clear, scoped product requirements
    • Comfort working with subject-matter experts on regulated or technical domains and translating their input into usable tooling
    • Strong written communication skills — this role involves documenting decisions and requirements clearly
    • Experience prioritizing a roadmap with limited resources and a small, focused team
    • Data-informed approach to measuring product and process performance
    • Helpful, not required: AI governance, HR tech, or regulatory compliance, productized-service or fixed-scope consulting models, and AI-assisted production workflows
    Read the full posting and apply — Product Manager, opens in a new tab
  • RemoteProduct and design· Mid level · Posted

    Product Analyst

    You would work on how the packs get scoped, produced, and delivered — the measurement behind a process that is supposed to run the same way every time.

    What you would do

    • Analyze intake and discovery data across engagements to identify patterns in client needs, regulatory scope, and documentation gaps
    • Work with the delivery team to refine the methodology and templates used to produce conformity files, FRIAs, and risk registers
    • Track engagement metrics (cycle time, revision volume, scope changes) and surface insights that improve production consistency
    • Translate regulatory requirements (EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144) into structured product and process requirements
    • Partner with drafting and review teams to prioritize methodology updates as regulations evolve
    • Support intake-to-quote workflows by analyzing which tools and workflows fit the current scope versus require expansion

    What we are looking for

    • 2+ years in a product analyst, business analyst, or similar analytical role
    • Strong skills in structured problem-solving and translating ambiguous requirements into clear documentation or specs
    • Comfort working with process and workflow data, even without a dedicated BI stack
    • Clear written communication — this role touches documentation that is ultimately read by regulators and counsel
    • Ability to work independently in a small, fast-moving team producing fixed-scope deliverables on tight timelines
    • Genuine interest in regulatory or compliance domains, or a demonstrated ability to ramp quickly in a specialized field
    • Helpful, not required: AI governance, HR tech, or regulatory compliance, productized services or consulting environments, and exposure to the EU AI Act or US state AI hiring laws
    Read the full posting and apply — Product Analyst, opens in a new tab
  • RemoteProduct and design· Mid level · Posted

    Product Designer

    You would design how clients and internal teams actually interact with the deliverables, the tools, and the workflows that carry an engagement.

    What you would do

    • Design end-to-end user experiences for internal production tools and client-facing deliverables, from early concept through polished UI
    • Translate complex regulatory and documentation workflows into clear, usable interfaces
    • Create wireframes, prototypes, and high-fidelity mockups to communicate design intent and gather feedback quickly
    • Collaborate closely with founders and engineers to scope feasible, high-impact design solutions within a fast-moving production cycle
    • Build and maintain a design system or component library to ensure consistency across products
    • Conduct lightweight user research and usability testing to validate design decisions with real client and internal feedback

    What we are looking for

    • 3+ years of experience as a Product Designer or UI/UX Designer, ideally on a small team or in a fast-paced startup environment
    • A portfolio demonstrating strong visual design skills and clear, structured product thinking
    • Proficiency with modern design tools such as Figma
    • Ability to work independently, take ambiguous problems, and turn them into clear design solutions
    • Strong communication skills, able to explain design rationale to non-designers
    • Comfort designing for complex, information-dense workflows (e.g., compliance, legal, or enterprise software)
    • Helpful, not required: regulated industries, compliance tooling, or B2B SaaS, content-heavy or document-generation products, and a working sense of front-end constraints
    Read the full posting and apply — Product Designer, opens in a new tab
  • RemoteProduct and design· Mid level · Posted

    Graphic Designer

    You would shape how the documentation, and the firm behind it, looks and reads — across the site, the deliverables, and the marketing.

    What you would do

    • Design visual assets for the Casework website, including layouts, diagrams, and illustrative graphics that make complex regulatory concepts easy to follow
    • Create templates and visual systems for client-facing deliverables such as conformity files and case studies
    • Produce marketing collateral, including one-pagers, social graphics, and presentation decks
    • Maintain and evolve brand guidelines to ensure visual consistency across all touchpoints
    • Collaborate with founders and writers to translate dense regulatory content into clear, well-designed visuals
    • Prepare production-ready files and assets for web and print use

    What we are looking for

    • A portfolio demonstrating strong visual design skills across digital and print formats
    • Proficiency with standard design tools such as Figma, Adobe Illustrator, and Photoshop
    • Experience designing for B2B, professional services, or technical/regulatory subject matter
    • Strong typography, layout, and information-design skills, especially for data-dense or explanatory content
    • Ability to work independently, take feedback well, and manage multiple design requests against deadlines
    • Comfort translating written content into clear diagrams, charts, and visual explanations
    • Helpful, not required: design for legal, compliance, HR tech, or governance companies, web design workflows alongside a CMS or developers, and basic motion work
    Read the full posting and apply — Graphic Designer, opens in a new tab
  • Remote · US$40k–$60kMarketing· Mid level · Posted

    Marketing Specialist

    You would make the Pack legible to the people who carry the exposure. One product and one buyer means the job is depth on a narrow message, not breadth across a portfolio.

    What you would do

    • Write the web copy, case studies, emails, and sales material the firm runs on
    • Plan and run campaigns measured in qualified leads, not impressions
    • Own the organic and paid channels, SEO included
    • Track what each channel actually returns, and cut what does not
    • Work with the founder on messaging and go-to-market
    • Keep the regulatory content and compliance-tracking assets current

    What we are looking for

    • Two or more years in marketing, ideally B2B or professional services
    • Technical writing that can carry a regulatory subject without hedging
    • Comfort owning a channel end to end on a small team
    • Fluency with the usual email, CRM, analytics, and CMS tooling
    • Helpful, not required: experience selling to HR, legal, or compliance buyers
    Read the full posting and apply — Marketing Specialist, opens in a new tab
  • RemoteMarketing· Mid level · Posted

    Content Marketing Manager

    You would build the content engine that explains the work — the regulatory landscape, the methodology, and why a fixed-scope product beats the traditional consultancy — to the people already facing the deadlines.

    What you would do

    • Plan and execute a content calendar covering regulation explainers, methodology deep-dives, and case studies for an audience of HR, compliance, and legal decision-makers
    • Write and edit long-form content (articles, guides, landing pages) that translates complex regulatory requirements into clear, actionable material
    • Own top-of-funnel content strategy to drive intake form submissions and qualified engagement inquiries
    • Collaborate with the founder and subject-matter contributors to turn regulatory analysis and case studies into publishable content
    • Manage distribution across email, organic search, and relevant channels, and track content performance against pipeline goals
    • Maintain editorial consistency and voice across the website, insights section, and any associated properties

    What we are looking for

    • 4+ years of experience in content marketing, ideally in B2B SaaS, legal tech, compliance, or professional services
    • Proven ability to write clearly about regulatory, legal, or technical subject matter for a business audience
    • Experience owning a content calendar and measuring results against pipeline or lead-generation goals
    • Strong editing skills and comfort working closely with founders or subject-matter experts to shape their expertise into content
    • Familiarity with SEO fundamentals and content distribution channels
    • Helpful, not required: coverage of AI governance, HR tech, or employment law, writing for a regulated industry, and case study and long-form explainer formats
    Read the full posting and apply — Content Marketing Manager, opens in a new tab
  • RemoteMarketing· Mid level · Posted

    SEO Specialist

    You would grow organic visibility across both properties — the firm and the directory — while demand for AI governance and compliance content is still climbing.

    What you would do

    • Own and execute SEO strategy across getcasework.com and hireaiscore.com, including keyword research, content gap analysis, and technical audits
    • Partner with content and editorial teams to optimize existing pages (regulation explainers, methodology pages, case studies) and guide new content briefs
    • Monitor and improve technical SEO health: site speed, crawlability, structured data, internal linking, and indexation
    • Track rankings, organic traffic, and conversion metrics, reporting on progress and recommending priorities
    • Conduct competitive analysis within the AI-governance and HR-tech compliance space to identify content and keyword opportunities
    • Build and execute link-building and digital PR strategies to strengthen domain authority

    What we are looking for

    • 2+ years of hands-on SEO experience, ideally in B2B, SaaS, or professional services
    • Demonstrated experience with SEO tools such as Ahrefs, SEMrush, Google Search Console, and Google Analytics
    • Strong understanding of on-page, technical, and off-page SEO fundamentals
    • Experience writing or briefing SEO-optimized content for a specialist or technical audience
    • Comfortable working independently and communicating results to non-SEO stakeholders
    • Familiarity with content management systems and basic HTML/CSS
    • Helpful, not required: SEO for regulatory, compliance, legal, or HR-tech content, AI and emerging-tech subject matter, and running SEO across more than one brand
    Read the full posting and apply — SEO Specialist, opens in a new tab
  • RemoteMarketing· Mid level · Posted

    SEO Content Writer

    You would write the methodology explainers, regulation breakdowns, and case studies that make this firm the thing people find when they go looking for an answer.

    What you would do

    • Research and write SEO-optimized articles, explainers, and landing pages on topics related to AI hiring compliance and regulatory documentation
    • Conduct keyword research to identify content opportunities aligned with how prospective clients search for compliance guidance
    • Optimize existing pages (titles, meta descriptions, headers, internal linking) to improve search rankings
    • Collaborate with subject-matter contributors to translate technical regulatory concepts into clear, accurate content
    • Track content performance using SEO and analytics tools, and iterate based on results
    • Maintain a consistent editorial voice and ensure all published content is factually grounded and properly cited

    What we are looking for

    • Proven experience writing SEO-driven content, ideally for a B2B, legal, compliance, or professional-services audience
    • Strong research skills and comfort writing about technical or regulatory subject matter
    • Working knowledge of SEO best practices, including keyword research and on-page optimization
    • Excellent writing, editing, and proofreading skills with high attention to accuracy
    • Ability to work independently, manage multiple content pieces, and meet deadlines
    • Helpful, not required: AI governance, employment law, or compliance content, case studies and long-form explainers, and tools like Ahrefs, SEMrush, or Google Search Console
    Read the full posting and apply — SEO Content Writer, opens in a new tab
  • RemoteMarketing· Mid level · Posted

    Social Media Manager

    You would build the firm's presence as a trusted voice in AI governance and hiring compliance — a narrow audience that notices immediately when you get a detail wrong.

    What you would do

    • Plan and execute a content calendar across social channels (primarily LinkedIn and X/Twitter) that reflects Casework's positioning as a specialist, editorially credible firm
    • Translate our methodology, case studies, FAQ content, and founder commentary into engaging, platform-native posts
    • Draft, schedule, and publish posts, and monitor engagement, replies, and mentions in a timely and on-brand manner
    • Collaborate with the founder and delivery team to source timely commentary on regulatory deadlines (EU AI Act, Colorado AI Act, Illinois HB 3773, NYC LL 144) and turn them into social content
    • Track and report on social performance metrics, iterating on formats and cadence based on what drives engagement and leads
    • Support promotion of case studies, methodology explainers, and other long-form content across channels

    What we are looking for

    • Proven experience managing social media accounts for a B2B company, ideally in a professional services, legal, compliance, or tech context
    • Strong writing skills with the ability to make dense, technical subject matter (regulatory, legal, or compliance topics) clear and engaging
    • Working knowledge of LinkedIn and X/Twitter best practices, scheduling tools, and basic analytics
    • Comfort working independently in a small team, with minimal oversight and fast turnaround expectations
    • Ability to maintain a consistent, professional brand voice across channels
    • Organized, deadline-driven, and comfortable juggling multiple content threads at once
    • Helpful, not required: AI governance, HR tech, or compliance topics, LinkedIn thought-leadership programs for founders, and basic design or video editing for social-native work
    Read the full posting and apply — Social Media Manager, opens in a new tab
  • RemotePipeline· Entry level · Posted

    Business Development Representative

    You would find the mid-market companies already running AI in hiring and open the conversation with the people who carry the exposure — heads of people, general counsel, and privacy leads.

    What you would do

    • Identify companies of 200–2,000 employees using AI hiring tools
    • Run outbound across email, LinkedIn, and phone
    • Qualify inbound intake and keep the CRM honest
    • Work directly with the founder on what the message should say
    • Hit weekly and monthly qualified-meeting targets

    What we are looking for

    • One to three years of sales development or outbound prospecting
    • Credibility in a first conversation with a GC or a Chief People Officer
    • Fluency with a CRM and the usual outbound tooling
    • A self-directed working style — this is a small team, not a pod
    • Helpful, not required: HR, legal, compliance, or GRC sales experience
    Read the full posting and apply — Business Development Representative, opens in a new tab
  • RemotePipeline· Mid level · Posted

    Account Executive

    You would own the full sales cycle, from inbound intake to signed engagement, while mid-market companies race to get their hiring AI documented before the deadlines converge.

    What you would do

    • Manage a full-cycle sales process from qualified inbound lead through close, including discovery calls, scoping conversations, and proposal delivery
    • Clearly explain Casework's fixed-scope, fixed-price engagement model to HR, legal, and compliance stakeholders
    • Qualify prospects based on their AI hiring tool stack and regulatory exposure, and identify when a prospect is not the right fit
    • Coordinate with the delivery team to ensure accurate scoping of each Conformity Pack before handoff
    • Maintain accurate pipeline records and forecast revenue against quota
    • Build and manage relationships with HR, talent acquisition, legal, and compliance leaders at mid-market companies

    What we are looking for

    • 3+ years of closing experience in a full-cycle sales or account executive role, ideally in B2B SaaS or professional services
    • Comfort selling a technical or compliance-oriented product to non-technical buyers
    • Strong discovery and qualification skills, with the discipline to walk away from poor-fit prospects
    • Excellent written and verbal communication, with the ability to explain regulatory and technical concepts in plain language
    • Track record of meeting or exceeding sales quotas
    • Organized, process-oriented approach to pipeline and forecast management
    • Helpful, not required: selling into HR, talent acquisition, or compliance, AI governance or HR tech domains, and fixed-scope or productized service engagements
    Read the full posting and apply — Account Executive, opens in a new tab
  • RemotePipeline· Mid level · Posted

    Solutions Engineer

    You would sit between the buyer, the methodology, and delivery — telling a prospect what their hiring stack actually requires, scoping it honestly, and running the technical discovery that feeds the file.

    What you would do

    • Run technical discovery calls with prospective clients to understand their AI hiring tools, workflows, and regulatory exposure
    • Translate a client's tool stack and use case into an accurate engagement scope and production plan
    • Partner with the drafting team during discovery to make sure technical details about vendor tools and workflows are captured correctly
    • Serve as the technical point of contact for clients during intake, discovery, and review, answering questions about how their tools map to our documentation framework
    • Help evaluate whether a prospective client's tooling falls inside or outside our current methodology, and clearly communicate scope boundaries
    • Contribute to internal documentation and playbooks that make discovery and scoping repeatable across engagements

    What we are looking for

    • Experience in a solutions engineering, technical pre-sales, implementation, or technical account management role
    • Comfort running discovery conversations with technical and non-technical stakeholders and translating findings into clear scope
    • Strong written communication skills; able to document technical findings clearly for both internal teams and client-facing artifacts
    • Ability to quickly learn a new technical domain (AI hiring tools, model documentation, vendor architectures) and explain it plainly to others
    • Comfortable working in a fast-cycle, deadline-driven environment with fixed-scope engagements
    • Organized, detail-oriented, and able to manage several concurrent client engagements
    • Helpful, not required: AI/ML concepts such as model cards and algorithmic auditing, HR tech and talent acquisition tools, and regulated or compliance-adjacent industries
    Read the full posting and apply — Solutions Engineer, opens in a new tab
  • RemoteClient success· Mid level · Posted

    Customer Success Manager

    You would own the client relationship from intake through handoff and past it — making sure a client gets the full value of their pack, and comes back for the next tool in their stack.

    What you would do

    • Own the post-sale relationship for a portfolio of client engagements, from kickoff through the 30-day revision window and after
    • Guide clients through the intake, discovery, drafting, review, and handoff stages so deadlines and deliverables stay on track
    • Run the internal walkthrough sessions where completed conformity files are delivered and explained to client stakeholders
    • Act as the primary point of contact for client questions, escalations, and revision requests during active engagements
    • Identify and surface expansion opportunities (e.g., additional tools or upcoming regulatory deadlines) for future engagements
    • Feed client feedback back into the delivery team to improve intake, discovery, and handoff processes

    What we are looking for

    • Prior experience in a customer success, account management, or client-facing delivery role, ideally at a services or professionally productized firm
    • Comfort managing multiple concurrent client engagements against a fixed timeline
    • Strong written and verbal communication skills, including the ability to run structured client meetings and walkthroughs
    • Ability to understand and explain technical/compliance documentation clearly to non-specialist stakeholders
    • Organized, detail-oriented, and comfortable operating with fixed scope and fixed deadlines rather than open-ended engagements
    • Helpful, not required: AI governance, HR technology, or regulatory compliance, B2B clients in regulated industries, and lean teams where success spans several functions
    Read the full posting and apply — Customer Success Manager, opens in a new tab
  • RemoteOperations· Entry level · Posted

    Operations Associate

    You would keep the production cycle moving — intake, discovery, drafting, review, and handoff, across every engagement running at once.

    What you would do

    • Coordinate client intake, scheduling, and communications across active engagements
    • Track engagement timelines against the four-week production cycle and flag risks to deadlines
    • Support document preparation, formatting, and quality checks on deliverables such as conformity files and risk registers
    • Maintain internal systems and records for client engagements, revisions, and handoffs
    • Assist with gathering and organizing vendor and client documentation requested during discovery
    • Help manage post-engagement follow-up, including the 30-day revision support window

    What we are looking for

    • 1-3 years of experience in an operations, coordination, or project support role
    • Strong organizational skills and comfort managing multiple concurrent workstreams against fixed deadlines
    • Excellent written communication skills, with high attention to detail
    • Comfort working with structured documents, templates, and review processes
    • Ability to work independently in a small, fast-moving team environment
    • Proficiency with common productivity and document-collaboration tools
    • Helpful, not required: compliance, regulatory, or consulting exposure, AI governance, hiring technology, or HR processes, and client engagements run to a fixed scope and timeline
    Read the full posting and apply — Operations Associate, opens in a new tab
  • RemoteOperations· Mid level · Posted

    Executive Assistant

    You would work directly with the founder and keep a four-week production cycle from slipping — the calendar, the coordination, and the follow-through around every live engagement.

    What you would do

    • Manage the founder's calendar, scheduling, and inbox triage, prioritizing competing demands
    • Coordinate client intake calls, discovery sessions, and handoff meetings across engagement cycles
    • Prepare, proofread, and format documents, correspondence, and internal materials
    • Track action items and deadlines across active engagements to keep production cycles on schedule
    • Handle travel arrangements, expense reports, and other logistics as needed
    • Serve as a point of contact for clients and partners, representing the firm professionally

    What we are looking for

    • 3+ years of experience as an Executive Assistant, Personal Assistant, or in a similar support role
    • Excellent written and verbal communication skills
    • Strong organizational skills and comfort managing multiple deadlines simultaneously
    • Proficiency with standard scheduling, email, and document tools
    • Sound judgment and discretion when handling confidential or sensitive information
    • Ability to work independently and anticipate needs in a small-team environment
    • Helpful, not required: supporting a founder at an early-stage professional services firm, and client-facing coordination in a consulting, legal, or compliance business
    Read the full posting and apply — Executive Assistant, opens in a new tab
  • RemoteOperations· Mid level · Posted

    Recruiter

    You would build the internal team — sourcing and hiring the specialists, producers, and operators who actually deliver these engagements.

    What you would do

    • Manage full-cycle recruiting for open roles, from intake with hiring managers through offer and close
    • Source active and passive candidates through direct outreach, referrals, and targeted channels
    • Screen resumes and conduct initial phone or video interviews to assess fit against role requirements
    • Build and maintain a strong, organized candidate pipeline and keep hiring managers updated on progress
    • Coordinate interview logistics and ensure a clear, timely, and professional candidate experience
    • Track recruiting metrics and continuously refine sourcing and screening approaches

    What we are looking for

    • 2+ years of recruiting experience, in-house or agency, ideally in a startup or professional services environment
    • Demonstrated ability to run a full-cycle recruiting process independently with minimal oversight
    • Strong written and verbal communication skills, with attention to detail
    • Comfort working with hiring managers to translate loosely defined needs into a clear hiring plan
    • Experience using an applicant tracking system and standard sourcing tools
    • Helpful, not required: recruiting for specialist, compliance, or professional-services roles, and hiring for small teams where the process is still being built
    Read the full posting and apply — Recruiter, opens in a new tab
  • RemoteOperations· Mid level · Posted

    Bookkeeper

    You would run the day-to-day financial recordkeeping for a fixed-scope engagement business, where the revenue arrives in four-week blocks and the billing has to match the scope.

    What you would do

    • Maintain accurate and up-to-date financial records, including accounts payable, accounts receivable, and general ledger entries
    • Reconcile bank and credit card statements on a regular basis
    • Process client invoicing tied to fixed-price engagements and track payment status
    • Prepare monthly financial reports and summaries for leadership review
    • Track expenses, categorize transactions, and maintain organized supporting documentation
    • Assist with preparation of materials for tax filings and coordinate with external accountants as needed

    What we are looking for

    • 2+ years of bookkeeping or accounting experience
    • Proficiency with accounting software (e.g., QuickBooks, Xero, or similar)
    • Strong attention to detail and accuracy in financial recordkeeping
    • Solid understanding of basic accounting principles and double-entry bookkeeping
    • Ability to work independently, meet deadlines, and manage recurring monthly close processes
    • Comfortable working in a small, fast-moving company environment
    • Helpful, not required: services or consulting businesses with engagement-based billing, financial reporting for a small company, and a degree in accounting or finance
    Read the full posting and apply — Bookkeeper, opens in a new tab

How we work

What you should know before you apply.

The firm is deliberately narrow. That shapes the job more than any perk would.

One engagement, run the same way every time.

We sell the AI Hiring Conformity Pack — four weeks, fixed scope, fixed price. The Annex IV requirements are fixed and the Article 27 framework is fixed; what varies is the system a client operates, the evidence their vendor produced, and the gaps in between. If you prefer open-ended matters that expand with the budget, this will not suit you.

We only do hiring AI. Not credit models, not healthcare AI, not enterprise AI risk programs. The upside is that you get deep rather than broad, and quickly.

Small, remote, and on the record.

Every role here is remote, and the firm is small enough that you will work with the founder directly. There is no layer between you and the decision.

Casework operates HireAIScore, an independent directory that scores the same vendors our clients deploy. Whoever joins works under the firewall that keeps those two apart: engagement leads do not contribute to scoring, and we take no fees from vendors. Read the full disclosure.

One clarification

Casework is a specialist services firm, not a law firm. It does not practice law and does not provide legal advice. The legally titled roles here — Lawyer, Employment Counsel, and Paralegal among them — are documentation and compliance roles: you would build conformity files clients can stand behind, not act as their counsel. Clients who need privileged work product engage us through their own outside counsel.

Nothing open that fits you? Email hello@getcasework.com and tell us what you would do here.

Read the work before you apply.

Every role here sits around a single deliverable. The Pack is what we sell; the methodology is how four weeks of it actually run.

Read the PackRead the methodology