Sales Team Lead- (100% Remote)

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.

Bonus points

• 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.