Customer Success Manager - SaaS B2B / AI startup
SylloTips
Software Engineering, Sales & Business Development, Data Science, Customer Service
Remote
EUR 45k-60k / year + Equity
Posted on Nov 7, 2025
Customer Success Manager - SaaS B2B / AI startup
Team
Customer Success
Function
Customer Sucess
Level
Mid
Status
Filled
Priority
P2
Location
Italy
Hiring Manager
Simone Silvestri
Recruiter
Leonardo Martini
2 more properties
About SylloTips [Syllotips Homepage]
Imagine AI agents that continuously learn from a company’s top employees. At SylloTips, we transform undocumented expertise into dynamic, ever-adapting AI, bridging the gap between human know-how and enterprise systems.
Founded in Rome in 2023 and run by AI PhDs and veterans from Amazon, Google, The Fork, and Translated, we’ve been accelerated by Techstars and are now part of the Harvard Innovation Labs (finalists in the President’s Innovation Challenge).
Thanks to our unique “human-in-the-loop” approach, SylloTips is already trusted by leading telecom, insurance, and finance companies to supercharge customer support and sales.
Founding Team
Giorgio Barnabò (CEO/CSO): Ph.D. in AI, strong academic background in Statistics and Finance, former research scientist at Amazon Alexa. www.linkedin.com
Leonardo Martini (COO): Ph.D. in Data Science, solid academic background in Maths and Computer Science, former researcher at Harvard. www.linkedin.com
Simone Silvestri (CTO): Full Stack Engineer with 5+ years of experience in microservices architecture development. www.linkedin.com
Andrea Rossi (AI Applied Scientist): Ph.D in AI with 5+ years of working experience, including Google and Translated. www.linkedin.com
Giorgio Pagliaro (Tech Lead): M.Sc. in Computer Engineering with 12+ years of experience as a Full Stack Software Engineer. Expertise in leading development teams, working in startup environments and architecting and developing robust software solutions. www.linkedin.com
Songle Jin (Founding Engineer): M.Sc. in Computer Science & Engineering with 5+ years of working experience, including The Fork. www.linkedin.com
Leo Arcasenza (Customer Support): Background in sales and digital marketing with 3+ years of working experience in startups across France and Italy. www.linkedin.com
Role Overview
We’re searching for a Customer Success Manager who will partner with our Account Executives to guide clients through the entire lifecycle—from pre-sales scoping to post-sales onboarding, training, and upselling. As an early-stage startup, our CSMs are hands-on, bridging technical conversations with business needs. Italian fluency is crucial for our domestic market; strong English is also required.
Key Responsabilities
Conduct pre-sales consultations to understand client needs, shape use cases, and propose relevant AI solutions.
Drive onboarding and implementation of our AI SaaS product for enterprise clients.
Provide training and ongoing support to ensure high adoption and satisfaction.
Monitor usage and ROI metrics, proactively identify expansion or upselling opportunities.
Act as the client’s advocate, relaying feedback to product and technical teams.
Manage long-term relationships that foster renewals and account growth.
Required Experience and Skills
Master’s degree (or higher) in Business, Engineering, Computer Science, Philosophy or a related discipline.
5+ years in a client-facing role (customer success, consulting, account management, or similar).
Experience handling enterprise clients (250-1000+ employees), ideally for B2B SaaS products.
Technical aptitude for understanding AI tools and integration workflows.
Fluency in Italian; strong English communication. French or Spanish is a plus.
Familiarity with customer success methodologies (onboarding plans, health scores, etc.).
Plus
Background in solution consulting or pre-sales engineering.
Experience in a startup environment.
Knowledge of project management and CRM tools.
Interview Process
Discovery Interview (30 min): conversation about your background and past experiences.
Technical Interview – Case Study (45 min): Explore CSM fundamentals in a business-case style discussion.
Behavioral Interview (45 min): Based on SylloTips’ core tenets, using a STAR model.
What We Offer
Employment type: full‑time, permanent
Total compensation:
€45k - €60k EUR base salary
Bonus based on renewals and up-selling/cross-selling
SylloTips Stock Option Plan
85% Remote Work (from the EU): Expect around ten three-day in-person sessions per year at our Rome offices.
Collaborative Culture: Work closely with a highly skilled team of engineers and scientists.
If interested, send your application to: hiring@syllotips.com
Ps. Feel free to apply even if your rates are higher than that!
