Jobs
Customer Success Manager - SaaS B2B / AI startup
Level
Mid
Employment type
Full-time
Salary range (€)
30k
-
60k
Created
Feb 20, 2026
About SylloTips
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.
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.
Ready to gather your experts’ know-how?
See how Syllotips can help your team deliver expert-level support at scale.
