[All remote jobs](https://jobicy.com/jobs.md)Open role[![Banyan Software logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/bf5d3bb2-221.png)](https://jobicy.com/company/banyan-software.md)Remote opportunity at[Banyan Software](https://jobicy.com/company/banyan-software.md) # Head of AI Engineering – NCT Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/banyan-software.md)Share25 Aug 2026Published40Listing views1Application actions24 Sep 2026Apply before Opportunity details ## About this role. AI SummaryThis is a senior, hands-on AI engineering leadership role responsible for making Next Chapter Technology's CaseWorks platform AI-first. The hire must initially work independently to build and validate production AI capabilities, including RAG, LLM orchestration, code generation, and multi-agent workflows. The role then expands into leading modernization, delivery execution, and the development of an AI-native engineering team. Work requires careful incremental modernization of a legacy Microsoft-stack platform while meeting HIPAA, CJIS, and government-adjacent compliance expectations. The position is US-remote and partners closely with the CEO and Banyan's broader AI ecosystem. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThe role combines deep production AI engineering, cloud and legacy-platform modernization, compliance-sensitive delivery, and eventual people leadership. Success depends on independently delivering credible customer value quickly while making high-stakes architectural and build-versus-buy decisions. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job medianMarket rate$230,000US market range$190k–$280k0$308k AI insightNo salary was disclosed, so these are estimated US-market annual base-salary figures in USD for a US-based Head of AI Engineering with 8+ years of hands-on experience, production AI delivery experience, modernization ownership, and engineering leadership responsibilities. Actual compensation may vary materially based on company size, equity, bonus structure, location, government-clearance or compliance requirements, and scope of people management. ## Core skills Skills and capabilities most closely associated with this opportunity. [AI engineering](https://jobicy.com/jobs?search_keywords=AI%20engineering.md)[LLM orchestration](https://jobicy.com/jobs?search_keywords=LLM%20orchestration.md)[Retrieval-augmented generation (RAG)](https://jobicy.com/jobs?search_keywords=Retrieval-augmented%20generation%20RAG.md)[Multi-agent systems](https://jobicy.com/jobs?search_keywords=Multi-agent%20systems.md)[Generative AI](https://jobicy.com/jobs?search_keywords=Generative%20AI.md)[Legacy modernization](https://jobicy.com/jobs?search_keywords=Legacy%20modernization.md)[Cloud-native architecture](https://jobicy.com/jobs?search_keywords=Cloud-native%20architecture.md)[DevSecOps](https://jobicy.com/jobs?search_keywords=DevSecOps.md)[HIPAA and CJIS compliance](https://jobicy.com/jobs?search_keywords=HIPAA%20and%20CJIS%20compliance.md)[Engineering leadership](https://jobicy.com/jobs?search_keywords=Engineering%20leadership.md) Sample interview questionsDescribe a production AI capability you built end-to-end and how you measured its value after launch.I would explain the user problem, data sources, model and architecture choices, evaluation approach, deployment process, monitoring, and measurable results such as adoption, accuracy, cycle-time reduction, or cost savings. I would also describe how feedback and production telemetry informed iterative improvements. How would you approach introducing RAG and LLM workflows into a 15-year-old, mission-critical case-management platform without undertaking a wholesale rewrite? I would begin with a narrow, high-value workflow and establish secure data access, retrieval quality standards, evaluation datasets, and a service boundary that can integrate with the legacy platform. I would release incrementally using feature flags, shadow mode, audit logging, and human review where risk is high, then modernize adjacent components based on proven value and operational constraints. What does a build-solo-first strategy look like in practice during your first 90 days? I would align with leadership on one or two customer-impacting use cases, map the relevant data and system dependencies, and build a thin production-capable vertical slice myself. I would document architecture, security controls, evaluation results, and operating procedures so the initial implementation becomes a repeatable AI factory pattern before expanding the team. How do you ensure AI features are safe and compliant in HIPAA- and CJIS-adjacent environments? I would apply data classification, least-privilege access, encryption, tenant and environment isolation, vendor due diligence, auditability, retention controls, and clear policies for sensitive data. I would also use robust evaluations, output monitoring, feature flags, rollback plans, and human-in-the-loop controls for workflows where inaccurate or unauthorized outputs could affect users or cases. How would you transition from being the initial hands-on builder to leading and upskilling the broader engineering team? After proving the first patterns, I would define clear engineering standards, reusable tooling, delivery metrics, and training paths for AI-assisted development. I would coach through pairing, design reviews, and measurable adoption goals while maintaining accountability for reliability, security, customer outcomes, and sustainable delivery cadence. Banyan Software is the best permanent home for software businesses that serve specialized industries, their employees, and their customers. We are on a mission to acquire, build, and grow great companies worldwide, helping them modernize through shared AI expertise and operational discipline. The Banyan Software Foundation, endowed with $100 million in Banyan stock, leverages technology to build a greener and more equitable world. Banyan is Great Place to Work Certified, a five-time Inc. 5000 honoree, and a top 10 company on the Deloitte Technology Fast 500. Founded in 2016 and headquartered in Atlanta, Banyan operates more than 100 portfolio companies across North America, the UK, EU, and APAC. ### Head of AI Engineering Company: Next Chapter Technology (An Operating Company of Banyan Software) Location: US-Based (Remote) — Must meet federal-adjacent compliance eligibility Reports To: Chief Executive Officer ### About Next Chapter Technology (NCT) Next Chapter Technology builds CaseWorks, a mission-critical content and workflow management platform embedded in county-level Health and Human Services operations across the United States. With a 15-year engineering history, a captive install base, and structured operational data, NCT sits at an inflection point to become an AI-first platform. As a Banyan Software operating company, we combine the agility of an independent business with the permanent backing of a global enterprise that buys, holds, and grows software companies for life. ### The Opportunity We are seeking a Head of AI Engineering to spearhead NCT’s transition into an AI-first platform. This is an intensely hands-on, builder-to-leader role designed for an elite engineer who is energized by complex, legacy transformation. You will lead from the front with a strict “build-solo-first” mandate. Your initial mission is to personally design, build, and prove the first version of NCT’s AI-driven capability, shipping measurable customer value before expanding headcount. Once the AI factory framework is successfully established, you will take on the people-management responsibility of scaling and upskilling the engineering team to adopt these modern workflows. We are not looking for a hands-off manager or a slide-deck architect—anyone who has left day-to-day technical execution behind will not be a fit. ### What You Will Own * AI-First Modernization (Hands-On): Personally design and build NCT’s foundational AI capabilities (RAG systems, code generation, LLM orchestration, and multi-agent workflows) to analyze legacy code and generate production-ready services. * Platform Modernization: Pragmatically refactor legacy components into scalable, cloud-native services and replace manual workflows with AI-driven automation without succumbing to the temptation of a wholesale platform rewrite. * Phased Engineering Leadership: Once the AI factory is proven solo, you will assume direct delivery outcomes: managing team execution, elevating talent density, setting engineering rhythms, and mentoring developers into an AI-native way of working. * Safe, Compliant Execution: Safely deploy features (utilizing feature flags, shadow mode, and monitoring) while strictly operating within government-adjacent and public-sector compliance frameworks (HIPAA, CJIS). * Banyan Ecosystem Partnership: Act as the core technical partner to the CEO while collaborating with Banyan’s centralized AI initiatives to accelerate localized product value. ### What We Are Looking For * Deep Software Breadth: 8+ years of hands-on software engineering with a proven track record of modernizing complex architectures and establishing cloud-native/DevSecOps practices. * Production AI Experience: Documented history of shipping functional AI/ML systems end-to-end to real users (data pipelines, modeling, deployment, and monitoring). You treat AI tooling as the core foundation of engineering productivity. * The “Build-Solo” Appetite: Experience as a founding or first AI engineer who is completely comfortable delivering baseline architecture independently before relying on a large team. * Pragmatic Refactoring Judgment: Exceptional judgment regarding build-vs-buy decisions and the patience required to guide a 15-year-old Microsoft-stack platform through a modernization step-change. * Leadership Maturity: Proven track record of managing engineering teams and a genuine desire to develop technical talent rather than operating in a silo. * Radical Humility: Non-negotiable at Banyan. You possess strong commercial acumen and an exploratory mindset, but you earn trust through coachability and clear-eyed self-awareness. * Logistics: Must be US-based and fully eligible for government-adjacent/public-sector compliance work. ### Nice-to-Haves * Direct GovTech, public sector, or federal case management software experience. * Familiarity with the Microsoft AI stack (Azure ML, Azure OpenAI integrations) given the CaseWorks platform heritage. * Experience managing, coordinating, or collaborating with distributed/offshore engineering teams. ### Success Metrics (First 3–6 Months) * AI-assisted development model built and in production use. * Initial wave of high-value AI features successfully shipped inside CaseWorks. * Measurable, predictable improvements in engineering delivery speed and cadence. * Core legacy components systematically modernized into scalable cloud services. ### Why Join Us & The Banyan Family? * A Permanent Home, Not a Portfolio Play: Banyan buys, holds, and grows companies for life. We never resell. You can invest in real architectural health and long-term value without an arbitrary 3-to-5-year exit clock cutting your work short. * True Autonomy with Enterprise Backing: Complete ownership of the AI strategy, tool choices, and engineering execution, combined with the financial stability and shared expertise of a global network. * Built-In Peer Network: Gain immediate access to a vibrant community of Banyan operating company leaders sharing playbooks, lessons, and real-world tech-stack modernizations. Diversity, Equity, Inclusion & Equal Employment Opportunity at Banyan: Banyan affirms that inequality is detrimental to our Global Teams, associates, our Operating Companies, and the communities we serve. As a collective, our goal is to impact lasting change through our actions. Together, we unite for equality and equity. Banyan is committed to equal employment opportunities regardless of any protected characteristic, including race, color, genetic information, creed, national origin, religion, sex, affectional or sexual orientation, gender identity or expression, lawful alien status, ancestry, age, marital status, or protected veteran status and will not discriminate against anyone on the basis of a disability. We support an inclusive workplace where associates excel based on personal merit, qualifications, experience, ability, and job performance. Please Note: Banyan Software does not accept unsolicited resumes or applications submitted via email, LinkedIn, or other direct channels. All candidates must apply through our official Careers site to be considered for employment. Applications submitted outside of our applicant tracking system will not be reviewed. Recruitment Notice Banyan Software may use artificial intelligence (AI) tools to assist in screening and/or assessing applicants during the recruitment process. All hiring decisions are made by our team. Personal information submitted through your application will be collected and used for recruitment purposes in accordance with applicable privacy laws. Contact us at any time with questions about our process or to request accommodation. Beware of Recruitment Scams We have been made aware of individuals fraudulently posing as members of our Talent Acquisition team and extending fake job offers. These scams may involve requests for personal information or payment for equipment. Protect yourself by following these steps: * Verify that all communications from our recruiting team come from an @banyansoftware.com email address. * Remember, employers will never request payment or banking information during the hiring process. * If you receive a suspicious message, do not respond — instead, forward it to [careers@banyansoftware.com](mailto:careers@banyansoftware.com) and/or report it to the platform where you received it. Your safety and security are important to us. Thank you for staying vigilant. Show more [Apply now >](https://jobicy.com/jobs/151636-head-of-ai-engineering-nct.md) > Annual salary information is not provided for this position. 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