Are you a product leader who can operate at the full depth of AI - from the data foundations that make intelligence possible, to the customer-facing products that make it real? Sidetrade is looking for a VP Data & AI Products to lead one of the most strategically important roles in the business.

Reporting to the CPO, with close alignment to the CTO organisation, this newly created role brings together two previously separate remits into a single, coherent leadership position. You will own Sidetrade’s AI product suite - including Aimie IQ, our AI intelligence product, and Agent Builder Studio, our no-code agentic workflow platform - while simultaneously owning the data and model foundations that power them: the Sidetrade Data Lake, our ML model portfolio, and our LLM fine-tuning strategy.

About Sidetrade:

Sidetrade is an AI company, listed on Euronext Growth, on a mission to revolutionize the way enterprises unlock value from their customers leveraging its Order-to-Cash Intelligence platform and its Data Lake.

We’re proud of our 38 nationalities and these diverse perspectives drive our innovation, one team culture and a customer-first mindset. Sidetrade is positioned as a Gartner Magic Quadrant Leader since 2022.

We value passion over perfection. So, if you’re eager to learn and bring great energy, we want to hear from you. Be you. Grow with us.

Curious about Sidetrade? Catch the Sidetrade Inside Out podcast.

What you’ll be doing:

• Define and drive the roadmap for Aimie IQ, Sidetrade’s AI intelligence product, ensuring it delivers measurable, insight-driven value to enterprise finance teams across the full O2C lifecycle.
• Lead the vision, roadmap, and go-to-market approach for Agent Builder Studio, enabling customers and partners to compose intelligent O2C workflows using agentic AI - without writing a line of code.
• Own the product strategy for the Sidetrade Data Lake - defining how data assets are structured, enriched, governed, and surfaced across all O2C domains, driving continuous improvement across Gold, Silver, and Bronze data layers.
• Own the roadmap for Sidetrade’s traditional ML models, including creation of new models, refactoring and scaling existing ones, and managing on-premises model development and deployment.
• Define and execute Sidetrade’s LLM fine-tuning strategy, building proprietary O2C intelligence models grounded in customer feedback loops, rigorous evaluation frameworks, and domain-specific training data.
• Define and own the suite of predictive KPIs, cash flow signals, risk scores, and behavioural insights that differentiate Sidetrade’s intelligence offering for enterprise finance leaders.
• Collaborate with the CPO, Product Marketing, and Sales to shape how AI and data capabilities are packaged, positioned, and priced - contributing actively to commercialisation strategy alongside GTM and senior leadership.
• Drive data governance frameworks, quality standards, and data mesh or lakehouse architectural decisions that ensure trusted, auditable intelligence at scale.
• Translate complex data and AI topics into clear, tangible business outcomes - equipping customers, prospects, and internal stakeholders to understand and act on Sidetrade’s intelligence with confidence.
• Represent Sidetrade as its Data & AI voice - hosting webinars, conducting media and analyst interviews, meeting executive stakeholders at customer and prospect sites, and speaking at industry events to shape the AI in O2C conversation.
• Work in close partnership with the VP Platform and senior leadership to ensure AI and data products are built on sound foundations, aligned with company strategy, and coherent across the platform.

What you’ll bring:

• Demonstrable experience owning both AI-facing products and data or ML platform capabilities in a B2B SaaS environment, with a track record of shipping at enterprise scale.

• Deep understanding of agentic AI patterns, LLM orchestration, RAG, fine-tuning, and evaluation frameworks - and the ability to translate these into compelling, reliable product experiences.

• Experience managing the full ML lifecycle - development, training, evaluation, deployment, and continuous improvement, including on-premises model development and deployment scenarios.

• Strong understanding of modern data architecture patterns - Data Mesh, lakehouse, Bronze/Silver/Gold layers, data contracts - and the ability to make clear product decisions grounded in these foundations.

• The ability to take deeply technical AI and data topics and turn them into compelling, jargon-free narratives that resonate with CFOs, finance leaders, and enterprise buyers - driving adoption and commercial confidence.

• Comfortable and credible hosting webinars, conducting press and analyst interviews, presenting at conferences, and engaging C-suite stakeholders at customer and prospect sites.

• A genuine passion for the latest AI innovations, with the discipline to continuously evaluate new techniques, tools, and research and bring the most relevant advances into Sidetrade’s roadmap.

• Experience contributing to AI feature packaging and positioning strategy, working collaboratively with GTM, Marketing, and senior leadership to drive revenue and customer retention.

• Proven ability to implement data governance frameworks, quality standards, and lineage practices in a complex, multi-domain environment.

• A strong background building products for large enterprise customers, with familiarity in Order-to-Cash, accounts receivable, credit risk, or cash application workflows being a significant advantage.

• Experience managing and developing product managers, with a coaching mindset, high standards for product craft, and proven ability to align Engineering, Data Science, and Design behind a shared vision.

• Attractive location - office based in the heart of London/Birmingham city centre.

• Hybrid work model - a flexible mix of in-office and remote days.

• Great culture - active Social Club organizing regular team events and activities.

• Health & wellness - medical coverage, life insurance, and other wellness programs.

• Time off - competitive paid holidays plus public holidays.

• Career growth & compensation - competitive salary, equal opportunities, learning & mentorship programs, and advancement support

Because when you thrive, we all succeed!

We’re committed to providing a welcoming and inclusive experience for every candidate. If you need any accommodation during the hiring process, just let us know.

Agencies

We only accept applications from invited agencies via our Workable portal. Unsolicited CVs sent to managers or HR won’t be subject to fees.