Chat jobs in Italy

Compensation is more than a paycheck, and traditional approaches don't adequately reflect it or the way people work today.

We're on a mission to change that. We see compensation as everything a company gives its people in return for the work they do. It should be easier to understand, offer, manage and spend.

Long-term, we're working towards becoming the place where compensation happens and is managed by those who award and receive it. We're on our way to coining the term "Compensation-as-a-service".

We’re proud to be backed by leading European VC funds, having raised over €20 million.

You have a strong track record as a top performer in sales, ideally with 5+ years of experience as an Account Executive or in a similar role.

You’ve successfully managed full sales cycles with mid-market companies.

You are comfortable running high-quality demos, handling multiple stakeholders, and driving deals forward with a consultative approach.

You are skilled at generating pipeline not only from inbound leads but also through events, networking, and outbound prospecting.

You are hands‑on, proactive, and consistently exceed targets.

You thrive in a fast‑paced, startup environment, and you’re adaptable to changing priorities.

You care deeply about what you sell and the value it delivers to customers.

You combine persistence with creativity, always finding ways to get in the door.

Fluent in Italian (C2 or equivalent) and fluent in English (internally, we communicate exclusively in English).

• Worked in HR tech, welfare, fintech or similar industries.
• Previous experience in the benefits market is a plus.
• Experience with HubSpot.
• Experience selling to medium/large businesses.
• Curious about employee benefits and wanting to shape the future of work.

As a Senior Account Executive, you’ll be responsible for driving Coverflex’s growth in the Italian mid‑market (companies up to 250 employees). You’ll own the sales process from the demo to closing, while also contributing to pipeline generation through strategic outreach and events.

• Own the sales cycle: guiding prospects from product presentation (demo) through to deal negotiation and successful closing.
• Run high‑quality product demos with prospects generated by the BDR team.
• Proactively generate additional pipeline through events, networking, and outbound outreach.
• Drive predictable revenue growth by consistently meeting or exceeding targets.
• Close deals with a consultative but pragmatic approach.
• Keep our CRM and pipeline updated and reliable at all times.
• Collaborate closely with BDRs, Marketing, and Customer Success to ensure seamless handovers and maximize revenue opportunities.
• Share structured feedback with the product, marketing, and leadership teams to help improve our offering and positioning.

Welfare budget: 2.8k€ – 3.5k€ per year

Stock options: to share in our growth

Other benefits you can check below

• CV Screening
• Technical interview with Hiring Manager
• Interview with People
• Quick chat with Country Manager
• Final chat round with CEO

We use a few tools to reduce bias and improve documentation, not to make hiring decisions.

Teamtailor anonymisation: profiles are reviewed without relying on names/personal identifiers.

Meeting recorder (e.g., Talka.ai): may be used to capture interviews so we can focus on the conversation.

ChatGPT: may be used to turn interview notes/transcripts into clear, structured summaries.

Important: every application is reviewed by a human, and no decision or rejection is made by AI. If recording is used, we’ll be transparent and (where required) ask for consent.

Coverflex is an equal opportunity employer. All applicants will be considered and analysed regardless of ethnicity, religion, gender identity, sexual orientation, national origin, age, or disability status.