About SylloTips [‣]

Intelligence is not expertise. At SylloTips, we are closing that gap by capturing the world's collective know-how and making it accessible to the next generation of AI agents.

We are an AI lab and product company tackling one of the frontier challenges in enterprise AI: the continuous improvement of AI agents.

Our technology helps large enterprises in regulated industries - including banking, insurance, financial services, energy, telecommunications, and defence - accelerate time-to-value, reduce maintenance costs, and eliminate friction between business and IT teams in their agentic AI deployments.

We detect failures in both pro-code and low-code agent workflows. Our software, also integrated with Microsoft Teams, empowers business subject matter experts to directly improve agent intent detection, planning, tool calling, and retrieval, without depending on developers for every change.

Our Story

SylloTips is among Europe's most promising emerging AI startups.

Accelerated by Techstars in 2024, we also joined Harvard Innovation Labs, where we were finalists in the President's Innovation Challenge.

Our distinctive human-in-the-loop approach quickly earned us the trust of high-profile enterprise customers in highly regulated industries, including telecommunications, insurance, and financial services.

In late 2025, we closed a €4M seed round to fuel our next stage of growth. Our board brings together prominent leaders from the enterprise technology ecosystem, including Vincenzo Esposito (CEO, Microsoft Italy), Nicoletta Mastropietro (former CIO of Vodafone, Leonardo S.p.A., Banca Iccrea and A2A), and Maurizio Bobbio (former Senior Vice President, Oracle).

After growing from 8 to 25 people in less than a year, we are now further expanding our team, with the goal launching SylloTips worldwide.

Who We Are

• We are humble. We leave our egos at the door. We believe that if you're the smartest person in the room, you're probably in the wrong room. We stay curious, challenge our assumptions, and never stop learning.

• We are passionate. We want to make a difference and build something exceptional. We care deeply about our work, set high standards, and constantly push for excellence.

• We work hard and take ownership. We take responsibility for what we build. When something matters, we step up, follow through, and never cut corners.

• We embrace diversity. We come from different backgrounds, with different perspectives and experiences. We believe these differences make us stronger, more creative, and better at solving hard problems.

• We learn from mistakes, not blame. When things go wrong, we focus on understanding the root cause, fixing the problem, and preventing it from happening again. We foster an environment of trust and psychological safety, where everyone feels comfortable speaking up, challenging ideas, and learning from failure.

Founding Team & Leadership

• Giorgio Barnabò (CEO/CSO): PhD in AI, with a strong academic background in statistics and finance. Former Research Scientist at Amazon Alexa. LinkedIn

• Leonardo Martini (COO): PhD in Data Science, with a strong academic background in mathematics and computer science. Former researcher at Harvard. LinkedIn

• Simone Silvestri (CTO): Full-stack engineer with 5+ years of experience building microservices architectures. LinkedIn

• Maria Vittoria Bassetto (COO): Startup leader with 4+ years of experience in operations and management, and a background in law. LinkedIn

• Andrea Rossi (Head of AI): PhD in AI, with 6+ years of industry experience, including roles at Google and Translated. LinkedIn

The Role

We’re looking for a Forward Deployed Engineer (FDE) to bring Syllotips into production at our enterprise customers.

You’ll sit at the intersection of engineering, product, and customer success. You will work directly with customer teams, understand their processes in depth, and turn business problems into working AI agents, integrations, and workflows built on the Syllotips platform.

This is a highly hands-on and customer-facing role. In the same week, you might run a technical workshop with a customer’s IT team, build an integration with their CRM or ticketing system, debug an agent in production, and bring field insights back to the product team to shape the roadmap.

We’re looking for someone who combines solid engineering with strong ownership: you should enjoy writing production code as much as sitting with a customer to understand what “done” really means for them.

What You’ll Do

• Work closely with enterprise customers to understand requirements, constraints, and success metrics.

• Deploy, configure, and extend the Syllotips platform in real-world enterprise environments.

• Build integrations, data pipelines, and agent workflows tailored to each customer (e.g., CRMs, ticketing systems, ERPs, Microsoft Copilot Studio, internal APIs).

• Design and run evaluations to measure and improve agent quality over time.

• Act as the bridge between customers and our Product and Engineering teams, turning field feedback into product improvements.

• Ensure the reliability, security, and maintainability of deployed solutions.

• Contribute hands-on to the core codebase (backend, APIs, cloud infrastructure).

Who You Are

• You have 2–5 years of experience as a Software Engineer, Data Engineer, Solutions Engineer, or in a similar role.

• You write strong Python; JavaScript/TypeScript.

• You are comfortable with APIs, microservices, and cloud platforms (ideally Azure; AWS or GCP also welcome).

• You have hands-on experience with LLM-based applications (RAG, agents, tool calling, prompt and context engineering).

• You can gather business requirements and translate them into clear technical solutions.

• You are customer-oriented: you communicate clearly with both technical and non-technical stakeholders.

• You have an entrepreneurial mindset and thrive in fast-moving environments where priorities evolve.

• You communicate fluently in Italian and English.

Nice to Have

• Experience in customer-facing roles such as consulting, solutions engineering, or professional services.

• Familiarity with agent frameworks (e.g., LangGraph) or the Microsoft ecosystem (Copilot Studio, Azure AI).

• Knowledge of SQL/NoSQL databases and data pipelines.

• Experience with enterprise SaaS in regulated industries (telecom, insurance, banking, energy).

• Previous experience in a startup or scale-up.

What We Offer

• Full-time employment

• Annual gross salary: €40k–€55k, depending on experience

• Access to the Syllotips Stock Option Plan

• 85% remote work from the EU, with regular monthly three-day sessions in Rome

• Direct exposure to the founders and to some of the largest enterprises in Italy

• High ownership and the opportunity to see your work running in production from day one

• A chance to shape the company from an early stage: as one of our first FDEs, you will help define how Syllotips delivers value to customers—methods, playbooks, and standards that will scale with the company.

• A clear growth path toward Senior FDE, Solutions Architect, or Delivery Lead roles

Syllotips is a well-funded startup built by an exceptionally talented team. You will learn quickly, take on meaningful responsibility, and see the concrete impact of your work at our customers.

Interview Process

• Intro Call – 30 min: Discussion about your experience, motivation, and the role.

• Technical Deep Dive – 90 min: Coding and system design discussion with our engineers.

• Customer Case – 60 min: A simulated customer scenario to assess how you understand a business problem, design a solution, and communicate it.

• Founder Interview – 45 min: Final discussion about mutual fit and company culture.

Apply to: hiring@syllotips.com

P.S. We welcome applications from candidates with higher salary expectations – let’s discuss!