{"id":2792977,"url":"https://alion.io/job/sidley-ai-attorney-associate-principal","title":"AI Attorney Associate Principal","company":{"id":15213,"name":"Sidley","domain":"sidley.com","url":"https://alion.io/company/sidley","size_band":"1001-5000","is_staffing_agency":false,"employer_type":"direct","is_intermediary":false,"listed_via":null,"ats_vendor":"Workday","truth_index":null},"role":"Legal","role_family":"Legal","seniority":"lead","employment_type":"full_time","work_mode":"on_site","remote_scope":null,"remote_scope_basis":null,"remote_working_hours":null,"hiring_geo_confidence":"structured","locations":["Chicago, United States"],"countries":["US"],"hiring_countries":[],"hiring_countries_total":0,"salary":{"min":202000,"max":287000,"currency":"USD","period":"year","gross":null,"usd_annual":287000},"salary_estimate":null,"experience_years_min":8,"visa_sponsorship":false,"relocation_package":false,"has_equity":false,"technologies":[{"name":"Agentic Workflows","optional":false},{"name":"Agile","optional":false},{"name":"Embeddings","optional":false},{"name":"LLM Guardrails","optional":false},{"name":"RAG","optional":false}],"status":"live","first_seen_at":"2026-10-16T00:00:00Z","employer_posted_date":"2026-10-16","last_verified_at":"2026-11-12T13:35:44Z","board_verified":true,"closed_at":null,"days_open":27,"trust":{"level":"ok","repost_count":null,"flags":[],"days_open":27},"description":"The AI Attorney Associate Principal serves as a senior legal subject matter expert on the Firm's AI Engineering team, bringing deep legal-practice expertise to the development and adoption of AI-powered legal products. Reporting to the Senior Director of AI Engineering, this role partners with Product Design & UX, Engineering, Knowledge Management, and other stakeholders to translate lawyer workflows and quality expectations into product requirements, lead legal-quality evaluation, and help ensure AI products meet the Firm's standards for quality and professional responsibility. The AI Attorney Associate Principal also serves as a key advocate for the Firm's AI products, cultivating lawyer engagement and advising on developments in generative AI and legal technology.\nDuties and Responsibilities:\nServe as a senior legal subject matter expert for the AI Engineering team, applying practitioner insight into legal workflows, work product standards, and client expectations throughout product development.\nShape product requirements and priorities in partnership with AI Engineering leadership and Product Design & UX, translating lawyer workflows, pain points, and quality expectations into requirements, user stories, acceptance criteria, and product improvements.\nLead discovery with lawyers and practice groups to understand workflows and identify and prioritize high-value opportunities for AI-enabled legal work, including drafting, contract review and analysis, due diligence, research, summarization, and knowledge retrieval.\nPartner with Product Design & UX and Engineering to improve product experiences, applying a practitioner's perspective to interfaces, prompts, agentic workflows, and outputs to meet lawyers' expectations for accuracy, citation, format, tone, and usability.\nLead legal-quality evaluation of AI products, developing evaluation rubrics, gold-standard datasets, and test cases; coordinating expert review of AI outputs; and identifying improvements to prompts, retrieval, grounding, and model configuration.\nPartner with Knowledge Management and practice groups to incorporate Firm expertise into AI products, including relevant precedents, playbooks, clause libraries, templates, and other legal content used to ground and evaluate AI solutions.\nServe as a key advocate for the Firm's AI products, demonstrating use cases to lawyers and Firm leadership, cultivating champions and early adopters across practices and offices, incorporating user feedback into product priorities, and supporting pilots, training, and product adoption.\nEmbed responsible AI considerations into product development, partnering with the Office of General Counsel, Risk, Information Security, and Privacy to translate professional responsibility obligations, client requirements, and applicable AI regulations into practical product guardrails and controls.\nEvaluate legal AI vendors, models, and emerging capabilities, contributing legal and product expertise to build-versus-buy decisions, vendor due diligence, and assessments of new technologies and market developments.\nAdvance legal AI product practices and team capabilities by improving processes and standards for defining, evaluating, and launching legal AI products; communicating product direction, outcomes, risks, and tradeoffs to senior stakeholders; and providing guidance, coaching, and subject matter expertise to other professionals.\nEducation and/or Experience:\nRequired:\nJuris Doctor (J.D.) from an ABA-accredited law school and admission in good standing in at least one U.S. jurisdiction.\nA minimum of 8 years of legal experience, including substantive practice at a large law firm and/or in the legal department of a major financial institution, technology company, or other complex enterprise.\nA minimum of 2 years of experience focused on generative AI or legal technology, including advising on, designing, evaluating, or deploying AI-enabled solutions.\nDeep understanding of law firm workflows, legal work product, and lawyers' expectations for quality, precision, and risk management.\nDemonstrated experience working cross-functionally with product, engineering, and business stakeholders across the product development lifecycle.\nHands-on proficiency with generative AI tools and demonstrated ability to evaluate AI output quality, limitations, and failure modes.\nWorking knowledge of AI governance, professional responsibility, confidentiality, and data privacy considerations applicable to AI use in legal practice.\nDemonstrated ability to communicate complex legal, technical, and regulatory concepts to lawyers, executives, and non-technical audiences and influence senior stakeholders.\nAbility to lead complex, cross-functional initiatives with a high degree of independence, navigate ambiguity, balance competing priorities, and exercise sound judgment.\nPreferred:\nTransactional legal practice experience, such as finance, capital markets, commercial and technology transactions, or mergers and acquisitions.\nExperience developing standardized legal templates, playbooks, clause libraries, or similar knowledge resources.\nFamiliarity with large language model concepts and technologies, including retrieval-augmented generation (RAG), embeddings, agents, evaluation frameworks, and AI- or code-based prototyping tools.\nExperience with Agile product delivery practices and tools.\nKnowledge of applicable AI regulatory, governance, and legal ethics frameworks.\nExperience presenting or publishing on legal AI, legal technology, or related topics.\nRelevant AI governance or privacy certification.\nOther Skills and Abilities:\nThe following will also be required of the successful candidate:\nStrong organizational skills.\nStrong attention to detail.\nGood judgment.\nStrong interpersonal communication skills.\nAbility to manage multiple projects with competing deadlines and priorities.\nAbility to work effectively under pressure.\nStrong analytical skills and a proactive approach to problem-solving.\nAble to work harmoniously and effectively with others.\nAble to preserve confidentiality and exercise discretion in all interactions.\nThe target salary range for this role is:\n$202,000 - $287,000 if located in Illinois.Salaries vary by location and are based on numerous factors, including, but not limited to, the relevant market, skills, experience, and education of the selected candidate. Our compensation package also includes bonus eligibility and a comprehensive benefits program. Benefits information can be found at Sidley.com/Benefits.\nTo perform this job successfully, an individual must be able to perform the Duties and Responsibilities above satisfactorily and meet the requirements. The requirements listed above are representative of the minimum knowledge, skill, and/or ability required. Reasonable accommodations will be made to enable individuals with disabilities to perform the essential functions of the job. If you need such an accommodation, please email  (current employees should contact Human Resources).\nSidley Austin LLP is an Equal Opportunity Employer.","description_format":"text","description_chars":7112,"description_truncated":false,"requirements":{"experience_years_min":8,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":null,"security_clearance":false,"languages":[]},"benefits":[],"hiring_locations":[],"hiring_excludes":[],"relocation_offered":false,"industries":["Legal Services"],"lifecycle":[{"event":"open","at":"2026-10-17T20:51:40Z"}],"visa":[],"liveness":{"score":81,"band":"hot","label":"Hiring now","p_open":1,"p_active":0.903,"p_room":0.9,"age_days":27,"expected_fill_days":50,"reasons":["conf:6","velocity","win:mid"],"computed_at":"2026-11-12T10:38:37Z"},"pay":{"stated_usd_annual":287000,"is_top_pay":true},"html_url":"https://alion.io/job/sidley-ai-attorney-associate-principal","json_url":"https://alion.io/job/sidley-ai-attorney-associate-principal.json","meta":{"generated_at":"2026-11-12T18:00:40Z","cache_seconds":300,"methodology":"https://alion.io/methodology","terms":"https://alion.io/terms","contact":"https://alion.io/contact","api":"https://alion.io/developers","about":"Alion is a live layer of people, companies and AI agents: who they are, whether they are real and active right now, what they do and how to work with them, readable by people and by agents and paid per call.","catalog":"https://alion.io/catalog.json","usage":{"tier":"crawler_verified","counted_by":"address","units_charged":1,"used_today":37819,"day_limit":null,"remaining_today":null,"minute_limit":300,"resets_at":"2026-11-13T00:00:00Z"}},"offers":[{"id":"company.slices","title":"One company in depth, by slice","status":"live","price":{"credits":0.1,"usd":0.01,"plus_per_slice":{"credits":0.05,"usd":0.005}},"unit":"per company, plus each slice with data","note":"the employer in depth","call":{"mcp_tool":"get_company","arguments":{"id":15213},"rest":"https://alion.io/mcp/rest/get_company?id=15213"},"human":"https://alion.io/catalog?offer=company.slices&for=job%2Fsidley-ai-attorney-associate-principal"},{"id":"market.stats","title":"A market slice: pay, demand and time to fill","status":"live","price":{"credits":2,"usd":0.2},"unit":"per slice","note":"pay, demand and time to fill for this role and place","call":{"mcp_tool":"market_stats"},"human":"https://alion.io/catalog?offer=market.stats&for=job%2Fsidley-ai-attorney-associate-principal"},{"id":"job.search","title":"Open jobs by role, technology, place, pay and visa","status":"live","price":{"credits":0.1,"usd":0.01},"unit":"per posting in a list","note":"similar open postings","call":{"mcp_tool":"search_jobs"},"human":"https://alion.io/catalog?offer=job.search&for=job%2Fsidley-ai-attorney-associate-principal"},{"id":"company.verify","title":"Is this company real and active right now","status":"pilot","price":null,"unit":"per company","request":{"url":"https://alion.io/catalog/request","method":"POST","body":"{\"offer\": \"company.verify\", \"for\": \"job/sidley-ai-attorney-associate-principal\", \"note\": \"what you need it for\"}"},"human":"https://alion.io/catalog?offer=company.verify&for=job%2Fsidley-ai-attorney-associate-principal"}],"agent":{"mcp":"https://alion.io/mcp/jobs","mcp_open":"https://alion.io/mcp/open","next":[{"tool":"get_job","arguments":{"id":2792977}},{"tool":"search_jobs","arguments":{"company":"sidley.com","detail":"compact"}},{"tool":"match_people","arguments":{"job_id":2792977},"note":"people open to offers who fit this vacancy"}],"note":"The same data through MCP tools: https://alion.io/mcp/open needs no sign-in (compact searches, postings, people); https://alion.io/mcp with an Alion account has everything. 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