Player-Coach Sales Lead – Enterprise, Full-Cycle Wins

Vita Health; Italia; Remote; EUR 40,000 - 83,000; Full time

Benefits offered by this job

€40,000 – €60,000 base (depending on)

€22,500 target variable

Meaningful equity

€2,000 Welfare yearly budget

Work from anywhere or Milan office

Birthday off

Menstrual leave

Job summary

Vita Health is building the Health Operating System, a data-led platform with AI and human experts for personalized health plans. We deliver exclusively through organizations and are scaling a Milan-based sales team.

We seek a Sales Team Lead who sells end-to-end and mentors 2–5 reps, owning a real personal quota and driving cross-functional pipeline with Marketing. You will lead by outselling and coaching, shaping one pitch and a reliable forecast, with a focus on complex health data sales,

Qualifications

• 5+ years in B2B sales with a carried quota.
• 1–2 years leading a small commercial team while still selling.
• Sell into complexity with multi-stakeholder buyers.
• Familiar with GDPR/regulation in health space.
• Coach by doing and running live calls.
• Knowledge of the Italian B2B market (HR/welfare buyers).
• Experience using a modern sales stack and CRM hygiene (HubSpot).
• Milan-based or regular on-site presence as part of cadence.

Responsibilities

• Own your number with a real personal quota.
• Lead a team of 2–5 full-cycle sellers and own ramp curves.
• Define and demonstrate one pitch for the team.
• Run weekly pipeline inspections and drive corrective actions.
• Maintain forecast accuracy within ±15% of band.
• Own deal desks including procurement, GDPR, and governance.
• Coach reps based on outcomes, not hours spent.
• Collaborate with Marketing on cross-functional pipeline improvements.

Skills

B2B sales

Full-cycle sales

Team leadership

HubSpot

English (business)

Italian market knowledge

Tools

HubSpot CRM

Crono

Grain

Aircall

Job description

Vita Health is building the Health Operating System, a data-led platform with AI and human experts for personalized health plans. We deliver exclusively through organizations and are scaling a Milan-based sales team.

We seek a Sales Team Lead who sells end-to-end and mentors 2–5 reps, owning a real personal quota and driving cross-functional pipeline with Marketing. You will lead by outselling and coaching, shaping one pitch and a reliable forecast, with a focus on complex health data sales,