Sales Team Lead- (100% Remote)

16 ott - Milano
Vita Health

Vita Health is building the Health Operating System: an AI-powered platform that turns fragmented health data into a single, personalized plan people actually follow. We pair our AI with a layer of human experts (nutritionists, trainers, and coaches) to help people improve how they eat, move, sleep, and recover, with measurable outcomes rather than vanity engagement.

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We deliver this exclusively through organizations — employers, insurance groups, and pharmacy chains — never direct to consumers. Blue-chip companies already run Vita Health for their employees. We are a venture-backed team of around 30 people, scaling fast and deliberately.

The Role

As Sales Team Lead, you are a player-coach. You carry your own quota and you lead a small team of full-cycle sellers, reporting to the Head of Sales/Revenue.

This is deliberately not a "manage the pipeline" job. At Vita Health every quota-carrying seller is full-cycle from day one — self-sourcing, discovery, business case, close, first renewal — and no segment is reserved by seniority.

So you lead by outselling and out-coaching, not by allocating. If your ambition is to stop carrying a number, this role is the wrong one and we would rather tell you now.

What you'll own

-

- Your own number. A reduced but real personal quota across both engines. You close, and you close the deals that teach the team something.

- A team of 2–5 full-cycle sellers. Their attainment is your attainment. You own their ramp curve, and when someone is off it, you say so inside the quarter — not at quarter end.

- The pitch standard. One pitch, used by everyone, demonstrated by you. Not a slide deck in a folder — the actual conversation, run live in front of the team and adopted by them.

- Weekly pipeline inspection that changes behaviour. Not a status readout. Every deviation closes with cause, correction, owner and date.

- Team forecast accurate to ±15%. Finance plans hiring and cash against your number. Being right matters as much as being high.

- Deal desk for your pod. Procurement, GDPR, works councils, clinical governance: you resolve these with the relevant internal owners.

- Coaching measured by their outcomes. Your reps' win rate is the evidence, not the hours you spent with them.

- Cross-functional pipeline work with Marketing inside our commercial squad: objection data, loss reasons, and what to change upstream.

What success looks like in your first 6 to 12 months

-

- Your team hits quota,



and so do you — with commitment floors intact, not bought with discounts.

- Every new hire on your team reaches full quota on the agreed ramp, or the mismatch was addressed early and cleanly.

- One pitch is in use across the team and win rates moved because of it.

- Your forecast has held within band for three consecutive quarters.

- Commercial objections — procurement, legal — get resolved at your level.

- The people on your team are visibly better sellers than the day you arrived.

Who you are

-

- 5+ years in B2B sales with a carried quota, including full-cycle enterprise deals you sourced and closed yourself. Not pipeline-generation-only experience.

- 1–2 years leading a small commercial team while still selling. You have done the player-coach job and you know why it is harder than either half.

- You sell into complexity. Multi-stakeholder buying groups, procurement, long approval chains, and buyers who need a business case in their own numbers.

- You are comfortable with a regulated sale. Health data, GDPR, reimbursement mechanics: you learn the rules and turn them into an advantage rather than routing every question to someone else.

- You coach by doing. You run the call, then you let them run it, then you tell them the truth about it.

- You know the Italian B2B market, ideally HR, welfare and benefits buyers. Fluent Italian and business-level English.

- You run a modern sales stack, you don't fight it. Hands-on proficiency with HubSpot and with the tools around it is mandatory: outbound sequencing (Crono), call recording and review (Grain), telephony (Aircall), and equivalents. CRM hygiene is not admin work here — the forecast Finance plans against is built from what you and your team put in it, so pipeline that is not in the system does not exist.

- Milan-based or willing to be there regularly. Our sales team meets in person on a fixed cadence; this is a deliberate choice, not a formality.

- Experience selling through corporate welfare providers, supplementary health funds, or insurance brokers.

- Retail or pharmacy chain agreements, where revenue depends on activation after signature.

- Digital health, wellbeing, insurance, or another trust-sensitive category.





- Fluency in a structured qualification methodology (MEDDIC, MEDDPICC or equivalent).

- Experience using call recordings as a coaching instrument, not just an archive.

What we offer

-

- €40,000 – €60,000 base (depending on seniority) + €22,500 target variable, commission on personally signed ARR with uncapped accelerators.

- Meaningful equity: you share in the value you help create.

- €2,000 Welfare yearly budget: fully flexible and usable across a wide range of services (groceries, gasoline, travels, mental health services).

- True flexibility: Work from anywhere, or join us in our beautiful Milan office — your call.

- Birthday off — because no one should work on their birthday.

- Menstrual leave: Up to 12 additional days off per year, because wellbeing is more than just a buzzword.

- Free access to the Vita Health app — which includes nutritionists, trainers, and doctors, extended to your family. Because if we don't live our product, how can we live our mission?

- Your "Lawyer in your pocket": Direct, free access to professional legal support for you and your family. From checking house contracts to resolving online purchase disputes, Lexy provides expert guidance within 24 hours.

- Continuous growth: A personalised Individual Development Plan (IDP) from day one, evolving with your goals and aspirations — plus a dedicated learning budget and weekly learning time.

- Structured career progression: We're serious about your growth — with 4 formal reviews per year, ongoing 1:1s, and two salary adjustment opportunities annually (not mutually exclusive), meaning outstanding performance can be rewarded every six months.

- Real impact: Your ideas won't sit in a backlog, they'll shape the future of health.

- Supportive leadership: We believe in enabling, not micromanaging.

We believe hiring is a two-way conversation: while we assess your fit for the role, you'll also get the chance to evaluate if we're the right place for your next career move. Here's what you can expect:

-

- Intro Call with HR

- Business case: a short written assessment on your track record (deals you closed, people you developed, mismatches you handled)

- Business case interview with the CEO and the Leadership team: discussion of the business case with our Head of Product and Head of Engineering.

- Cultural & Leadership Interview: with Sales Team + Head of Marketing

- Final Interview with our CEO — a working session on a real Vita Health commercial problem. xlwpduy

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