SylloTips, an Italian startup innovating the use of automation, today announced the closing of a €4.2 million Seed round to accelerate the development of its human-in-the-loop AI Agents.
The round, led by Azimut through its Azimut Eltif – Venture Capital ALIcrowd III and IV funds managed by Azimut Libera Impresa SGR, saw participation from existing investors The Techshop, Techstars, and Cloud Accelerator, as well as new investor Leo Capital and several prominent business angels.
Giorgio Barnabò, CEO and Co-founder of SylloTips AI: “Companies don’t need another chatbot: they need agents that know when to ask for help, learn from experts, and continuously improve. With SylloTips, agents enter processes, interact with existing systems, and rely on a governed, verifiable memory. That’s how you move from pilots to results.”
Founded in 2023 by Giorgio Barnabò (PhD in AI, ex-Amazon), Leonardo Martini (PhD in AI, ex-Harvard) and Simone Silvestri (ex-Ericsson), Syllotips’ software, integrated into Microsoft Teams, enables companies to automate the management of their internal ‘competence centres’ through AI agents that learn directly from employees.
Already trusted by clients such as EOLO, COIMA, Leonardo Assicurazioni, and Gruppo AB, the company has reportedly converted 100% of pilot projects into production implementations.
Vincenzo Esposito, CEO of Microsoft Italy and new SylloTips board member said: “Artificial intelligence is the next general-purpose technology, and it is reshaping the way we work. The rise of agents, executing tasks and orchestrating processes, has the potential to multiply impact on people, businesses and the economy. SylloTips’ multi-agent software is rooted in human capital, combining technology with the central role of people.”
According to a recent MIT study, 95% of organisations see no measurable returns from generative AI, and only 5% of solutions make it beyond the pilot stage. Adoption is widespread, but actual transformation and tangible value creation remain limited.
Syllotips says the issue is not model power, but the learning gap: systems that fail to adapt to context, retain feedback, or integrate seamlessly into existing workflows. This gap between proof-of-concept and real-world operations is precisely where SylloTips looks to in.
“Human-in-the-loop” is the formula behind SylloTips’ approach to adapting AI to complex corporate contexts. At its core, a system of AI agents integrated into Microsoft Teams professionals across key business functions – sales, customer service, operations, and IT – in accessing and applying product and process knowledge in line with corporate policies.
The breakthrough lies in what happens when an AI agent isn’t confident: SylloTips automatically engages the company’s subject matter experts. Their interventions are learned by the AI agents, reviewed and consolidated into a governed memory – a collective knowledge base that progressively improves agent performance.
Nicoletta Mastropietro, former CIO of Leonardo, Vodafone, Banca Iccrea and A2A, and new SylloTips board member added: “In the world of generative AI, I see SylloTips as a true one-of-a-kind. Each agent is fully accountable: every interaction is tracked, every piece of data is verifiable. Information quality constantly improves, with decisions supported by reliable sources and expert oversight. The impact on mission-critical processes is tangible: efficiency, speed and reliability become the norm, quickly moving from pilot to production.”
Among the most successful use cases are call centre support (shorter average handling times and greater consistency in responses), assistance to field workers (contextualised procedures, checklists and troubleshooting in the field), and enablement of sales networks (offer preparation and technical-commercial Q&A on complex catalogs).
The system’s multimodal nature allows it to combine documents, images and structured data, while multilingual support makes it easier to adopt within multinational organisations.
Another key factor is the ecosystem. SylloTips is an official Microsoft partner, available on Azure Marketplace and already MACC-eligible, simplifying procurement via pre-allocated Azure budgets.
On the integration side, the software connects with major enterprise systems – Salesforce, SAP, ServiceNow, Jira, Google Drive, Microsoft Copilot, and proprietary data lakes – avoiding new application silos and adhering to IT policies.
Maurizio Bobbio, former SVP at Oracle and new SylloTips board member said: “There are many reasons why I believed – and continue to believe – in SylloTips. First of all, the founders team is highly competent, ambitious, and well-balanced in their roles. The pain points addressed by the product are real and pressing across industries, which is why every client who piloted the system ended up purchasing it.
SylloTips adapts to context, improves with use, and integrates seamlessly with client processes and systems – qualities that make it both highly effective and very difficult to replace. I believe the commercial aggressiveness and speed with which SylloTips is moving, in Italy and beyond, are the key factors to achieving the big ambitions we all share.”
The new funding will fuel R&D – expanding agent modules, strengthening governed memory, and broadening connectors and integrations with widely used tech stacks – as well as go-to-market efforts in telecom, insurance, banking and defense.
The company will also bring on senior hires in AI and sales.
To support strategy, the board is being strengthened with high-profile appointments: Vincenzo Esposito (CEO of Microsoft Italy), Nicoletta Mastropietro (former CIO of Leonardo, Vodafone, Banca Iccrea and A2A), Maurizio Bobbio (former SVP at Oracle), and Lorenzo Congiu (Azimut).
Martin Olczyk, Managing Director of Techstars Transformative World Torino added: “Investing in SylloTips was one of the easiest decisions I’ve ever made as an investor. It was immediately clear that Giorgio and his team combine a rare Founder–market fit, strong execution ability, and a bold vision. From day one to today’s milestone, their progress has been remarkable. SylloTips is not only shaping the future of enterprise AI but proving that a world-class company canbe built in Italy. We’re proud to back them once again.”