VP, Technology and R&D (AI-DLC Transformation Leader)

Jonas Software

2d • Remote

About The Position

VP, Technology and R&D (AI-DLC Transformation Leader) MiniSoft - Jonas Software Location: Remote (travel as needed) Reports to: President, MiniSoft, Inc. Works closely with: Product, Customer Success/Services, Support, Security/Compliance (as applicable) Company & Market Context MiniSoft is a market-leading legal collections software business helping law firms unify collections data, communications, and workflows to improve cash flow visibility and outcomes. Our platform includes ARCS3 (collections/cash flow management) and Acumen (financial insights extending beyond finance to timekeepers). Role Summary We are seeking a hands-on, high-impact Technology/R&D leader to own MiniSoft’s engineering execution and modernization with a primary mandate to lead the conversion from SDLC to an AI Development Lifecycle (AI-DLC). This leader will set technical direction, build and scale the delivery system (people/process/platform), and ship AI-enabled capabilities safely and reliably for legal-industry customers. This role requires demonstrated AI and AI-DLC experience including model evaluation, production monitoring, governance, and the practical steps required to transform an SDLC shop into an AI-DLC shop. Success Measures (12–18 months) SDLC to AI-DLC operating model implemented and adopted across teams (planning, build, eval, release, monitor, iterate). Increased delivery throughput and reliability (cycle time down, predictable releases up, fewer production incidents). Customer-facing AI capabilities shipped with measurable adoption and trust metrics (accuracy/reliability, time saved, reduced manual effort). Internal AI productivity gains realized across engineering/QA, support, services, and go-to-market enablement. Strong engineering culture: high standards, strong talent bench, and healthy technical debt trajectory.

Requirements

• Senior leadership experience in engineering/R&D (VP/Head/Director+), leading teams that design, ship and operate production software at scale.
• Demonstrated AI delivery experience in a commercial product environment (LLM and/or ML), including evaluation and production monitoring.
• Experience evolving engineering organizations toward AI-enabled product development (AI-DLC, ML lifecycle practices, or similar), including adapting workflows, tooling, and team structures.
• Strong system design and architecture capabilities (data, integrations, security, reliability).
• Track record of improving delivery throughput and quality (CI/CD, QA automation, observability, incident management).
• Executive-level communication skills with the ability to translate technical strategy into clear business priorities and drive alignment across leadership teams.

Nice To Haves

• Experience in legal tech, fintech, or other regulated/sensitive data environments.
• Experience modernizing legacy systems (cloud migration, platform refactor, API strategy).
• Experience with enterprise security practices and customer trust requirements.

Responsibilities

• Lead SDLC to AI-DLC transformation: Own AI delivery from intake/data readiness through evaluation, deployment, monitoring, and iteration.
• Governance & trust: Ensure privacy, security, auditability, model/vendor risk controls, and human-in-the-loop use.
• Technical strategy & platform: Drive architecture, data/integrations, QA automation, reliability, and secure engineering (CI/CD, testing, observability).
• Product outcomes: Partner with Product/President to ship measurable, usable, trustworthy capabilities.
• Team leadership: Hire and develop a strong engineering/data/ML org with clear standards and accountability.
• Operational excellence: Improve predictability, capacity planning, tech debt management, and alignment with Services/Support.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed