Associate Director, Product Software Engineering - AI

Wolters Kluwer's InnovateHub is seeking an Associate Software Director - AI to lead the development of cutting-edge AI solutions for the Tax and Accounting product portfolio. This hybrid role involves architecting solutions, writing code, mentoring engineers, and co-designing with customers. The director will drive technical strategy, implement AI features using Python and TypeScript, and ensure compliance with data security and privacy regulations, focusing on delivering measurable business value through rapid feedback cycles.

Must Have

• Lead end-to-end delivery of complex AI products from concept to production.
• Drive technical strategy for initiatives, make rapid architecture decisions.
• Design and implement AI features using Python, TypeScript, and modern frameworks.
• Lead 1-2 technical workstreams or cross-functional initiatives.
• Mentor Lead and Senior Engineers through pair programming, code reviews, and architectural guidance.
• Establish technical standards, reusable infrastructure, and development frameworks.
• Lead customer sessions for early access programs and technical validation.
• Ship production-ready software through rapid feedback cycles.
• 7+ years building software applications (Python, JavaScript/TypeScript, cloud-native architectures).
• 1+ years hands-on experience with LLMs or AI systems (NLP preferred).
• Experience with Agile/XP practices including TDD/BDD and pair programming.
• Proficiency with AI coding tools (GitHub Copilot, Cursor, or similar).
• Experience with LLM platforms: LangChain, LangGraph, OpenAI APIs, Azure OpenAI.
• Experience with RAG architectures, vector databases, embeddings, and semantic search.
• Experience with MLOps practices and AI system monitoring.
• Experience with AI governance and compliance frameworks for sensitive data.
• Understanding of data security, privacy regulations, and audit controls.

Good to Have

• Microsoft Azure AI-102 certification is highly desired.
• Experience with Azure AI services, advanced AI frameworks, or multi-modal AI systems.
• Background in dynamic environments like startups, innovation teams, or product-focused companies.
• Experience with document processing, financial data analysis, or B2B professional software.
• Track record building training programs or champion networks.
• Published technical papers or recognized thought leadership in AI/ML.

Perks & Benefits

• Well-being benefits, tools, programs, and resources.
• Caring and inclusive culture.
• Opportunities to grow.
• Diversity is core to collective strength and high performance.
• Equitable opportunities for all employees.

This is a hybrid position requiring 8 days per month at an approved Wolters Kluwer location. ​

We're looking for an Associate Software Director - AI to join InnovateHub, our startup-within-the-enterprise that co-designs AI solutions with customers across Wolters Kluwer's Tax and Accounting product portfolio. You'll help build teams and cutting-edge AI features that transform how accounting professionals work, focusing on real customer problems rather than technology-first solutions.

InnovateHub operates with close collaboration between engineers and product managers—engineers deeply understand business problems while product managers can prototype their own ideas. We work in fast feedback cycles, obsess over customer value, and blur traditional role boundaries to focus on solving the right problems. We practice Agile and XP methodologies with weekly sprints, BDD/TDD practices, and pair programming with daily rotation to support high team cohesion and knowledge sharing.

This role is ideal for someone who lives at the intersection of hands-on technical work and strategic leadership; you’ll architect solutions, write code, mentor engineers, establish organizational AI capabilities, and co-design with customers to solve real problems in the tax and accounting domain.

Key Responsibilities:

Major Initiative Ownership:

• Lead end-to-end delivery of complex AI products from concept to production, measured in weeks not quarters.
• Drive technical strategy for initiatives, make rapid architecture decisions, and coordinate execution across engineering teams.

Hands-On Technical Leadership:

• Design and implement AI features using Python, TypeScript, and modern frameworks for document intelligence, RAG systems, and agentic platforms within CCH Axcess.
• Lead 1-2 technical workstreams or cross-functional initiatives from concept to production.
• Make architectural decisions balancing technical excellence with compliance requirements.
• Mentor Lead and Senior Engineers through pair programming, code reviews, and architectural guidance.
• Establish technical standards, reusable infrastructure, and development frameworks that accelerate team velocity.

Customer Co-Design:

• Lead customer sessions for early access programs and technical validation with accounting firms.
• Ship production-ready software through rapid feedback cycles, focusing on measurable business value.
• Present technical solutions to customers and executive stakeholders.

Requirements:

Technical Leadership:

• 7+ years building software applications (experience with Python, JavaScript/TypeScript preferred) and cloud-native architectures (Azure preferred)
• 1+ years hands-on experience with LLMs or AI systems (NLP preferred)
• Full-stack development capabilities with focus on modern frameworks and cloud services
• Experience with Agile/XP practices including TDD/BDD and pair programming
• Proficiency with AI coding tools (GitHub Copilot, Cursor, or similar)

AI/ML Experience:

• Experience with LLM platforms: LangChain, LangGraph, OpenAI APIs, Azure OpenAI
• Experience with RAG architectures, vector databases, embeddings, and semantic search
• Experience with MLOps practices and AI system monitoring

Organizational Impact:

• Experience building capabilities that scale beyond immediate team (training, standards, frameworks)
• Strong mentorship capabilities and collaborative engineering culture building
• Excellent communication – explain complex technical concepts to non-technical stakeholders and drive adoption across teams

Compliance & Domain Knowledge:

• Experience with AI governance and compliance frameworks for sensitive data
• Understanding of data security, privacy regulations, and audit controls
• Background in document processing, financial data analysis, or B2B professional software

Preferred Qualifications:

• Microsoft Azure AI-102 certification is highly desired - our team is 100% certified and we value this demonstration of Azure AI expertise
• Experience with Azure AI services, advanced AI frameworks, or multi-modal AI systems
• Background in dynamic environments like startups, innovation teams, or product-focused companies that prioritize customer co-design and rapid value delivery
• Experience with document processing, financial data analysis, or B2B professional software
• Track record building training programs or champion networks that drove organizational adoption
• Published technical papers or recognized thought leadership in AI/ML

We encourage applications from candidates with diverse backgrounds who have strong technical skills, project leadership experience, and can adapt quickly to new challenges in a customer-focused, innovation-driven environment.

Our Culture:

At Wolters Kluwer, our core values—Focus on Customer Success, Make it Better, Aim High and Deliver, and Win as a Team—guide everything we do. We are committed to driving success for our customers by delivering innovative solutions that exceed expectations. We continually strive to improve our processes and products, aiming for excellence in all our efforts. Collaboration and teamwork are central to our culture, enabling us to achieve great results together.

Our Interview Practices

To maintain a fair and genuine hiring process, we kindly ask that all candidates participate in interviews without the assistance of AI tools or external prompts. Our interview process is designed to assess your individual skills, experiences, and communication style. We value authenticity and want to ensure we’re getting to know you—not a digital assistant. To help maintain this integrity, we ask to remove virtual backgrounds and include in-person interviews in our hiring process. Please note that use of AI-generated responses or third-party support during interviews will be grounds for disqualification from the recruitment process.

Applicants may be required to appear onsite at a Wolters Kluwer office as part of the recruitment process.

Compensation:

Target salary range CA, CT, CO, DC, HI, IL, MA, MD, MN, NY, RI, WA: $183,700 - $260,050

Be the Difference

If making a difference matters to you, then you matter to us.

Join us, at Wolters Kluwer, and be part of a dynamic global technology company that makes a difference every day.

We’re innovators with impact. We provide expert software and information solutions that the world’s leading professionals rely on, in the moments that matter most. You’ll make a real difference in the lives of millions of people. Together with our customers, we help to advance sustainability, health, justice, prosperity, and commerce around the world.

You can thrive at Wolters Kluwer, where diversity is core to our collective strength and high performance. Be your unique self, share your creative ideas, do your best work, and take time to grow in our caring and inclusive culture where you can belong.

About Wolters Kluwer

Wolters Kluwer reported 2023 annual revenues of €5.6 billion. The group serves customers in over 180 countries, maintains operations in over 40 countries, and employs approximately 21,400 people worldwide.

Our customers work in industries which impact the lives of millions of people every single day. Our mission is to empower our professional customers with the information, software solutions, and services they need to make critical decisions, achieve successful outcomes, and save time.

Our expert solutions combine deep domain knowledge with technology to deliver both content and workflow automation to drive improved outcomes and productivity for our customers.

We are committed to helping professionals improve the way they do business and solve complex problems with our range of digital solutions and services, which we continuously evolve to meet their changing needs. Our 188-year legacy and portfolio represent thousands of customers worldwide.

For more information about our solutions and organization, visit www.wolterskluwer.com, follow us on Twitter, Facebook, and LinkedIn.

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Building Diverse Teams

As a global organization, we recognize that solving a wide range of complex problems requires diverse perspectives and innovative thinking. We know that bringing our best to our customers, communities, and other key stakeholders requires a highly engaged and talented workforce – one that represents the diversity of those we serve and the communities where we live and work.

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In 2024 we were awarded Ragan’s Top Places to Work for Employee Wellbeing: Large Organization, in recognition of our commitment to maintaining and enhancing the well-being of our colleagues through our ‘Together we thrive’ well-being program.

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