Benjamin Gelb

I’m Head of SaaS AI, acting as the connective tissue between central AI & Data capabilities and product squads. I design AI solution architectures and agent flow patterns, then help teams judge feasibility, defensibility, and business value. Most recently, I shipped a conversational AI payments agent for UK sole traders—pairing voice-to-invoice with smart reminders and LLM-based bank feed matching. I defined eval sets, quality benchmarks, failure modes, and human-in-the-loop journeys, making disciplined build vs buy decisions across models and APIs. Before that, I owned the full roadmap for a mobile-first B2C fintech SaaS at Tymit, driving rapid go-to-market alignment across engineering, design, compliance, and commercial while maintaining brand autonomy. I improved onboarding conversion with landing page optimisation and A/B experimentation. I’ve led teams from early-stage to scale: at Chessable, I ran a 25+ person product org, rebuilt AI & Data analytics infrastructure, and championed AI & Data upskilling to increase brand self-sufficiency. Earlier roles—from Product Owner through Scrum Master—shaped my focus on cross-functional leadership, OKRs, and execution that turns strategy into measurable outcomes.