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A leading benefits platform in Italy is seeking a Head of Sales to design and execute growth strategies and lead a high-performing team. This role demands a strong leader with experience in B2B sales and a knack for data analysis to drive predictable revenue. The ideal candidate is fluent in Italian and English, has excellent communication skills, and thrives in a fast-paced, evolving environment. Competitive compensation includes a base salary of €60,000 – €80,000 plus bonuses and equity options.
Coverflex
Work changed. Pay didn’t.
Coverflex exists to make compensation work for everyone.
Pay is still rigid, fragmented, and hard to feel.
We turn compensation into choice — one platform, one card, one app — for benefits, meal allowance, insurance, and more.
Our platform is simple for HR and meaningful for employees.
We provide choice, smarter compensation tools, and empowerment.
Role : Head of Sales
Seniority Level : Head of / Senior
Type : Manager
Languages : English (main) & Italian (required)
Main Tools : HubSpot, Notion, Slack
Location : Remote (Italy)
This isn’t a “maintain and optimise” role , but a build, scale, and lead mandate. You’ll turn our GTM strategy into predictable, repeatable revenue and own two‑thirds of Coverflex’s revenue engine.
You’ll create momentum by designing and running the sales engine that takes Coverflex to the next stage in Italy and beyond. You’ll lead 15–20 people across our three core teams — BDR, Buoni Pasto Sales, and SMB Sales — and drive the pipeline forward with consistency, clarity, and ambition.
Your work will shape how we discover real customer pain, run world‑class demos, and close deals that move the market. You’ll coach and develop both reps and future leaders, set the bar for excellence, and use data to forecast accurately, identify bottlenecks, and accelerate growth.
Across Sales, Marketing, Product, and CS, you’ll be the connector that helps us learn fast, iterate even faster, and scale what works. Your leadership will define how we win new markets, new segments, and new categories.
This role exists because we’re entering a new stage and we need someone who can move the market, not just respond to it.
If you’re looking for a stable, polished machine, this is not it.
We’re scaling fast, entering new verticals, and rewriting the way compensation works and that requires someone who thrives in ambiguity, speed, experimentation, and ownership.