Sales Coach — Freelance · Italie (Milano)

Culture Live; Lombardia; Presencial; EUR 83.000 - 124.000; A tiempo parcial

Descripción de la vacante

Culture Live is expanding into Italy and seeks a Sales Coach based in Milan to guide our first client-facing coaching program for B2B teams. You will shape how reps prospect, qualify, and close deals, while developing scalable playbooks and metrics.

You will report externally to clients and internally to the sales leadership, collaborating with an English- and Italian-speaking team. The role is freelance, part-time, starting in November 2026, with 2.5 days per week and growth potential.

Formación

• Solid B2B SaaS sales experience with non-transactional cycles.
• You have coached salespeople in-house or consulting roles.
• You communicate clearly with concrete actions and outcomes.
• Fluency in Italian and English is required.
• Nice-to-have: familiarity with MEDDIC, SPIN, Sandler, or Challenger.

Responsabilidades

• Coach sales reps and managers across the full B2B cycle.
• Run reviews, workshops, and cadence rituals to improve prospecting.
• Support managers with change management, KPI tracking, and feedback.
• Build and maintain client messaging, playbooks, and scripts aligned to our platform.
• Provide clear, regular reporting on adoption, engagement, and performance.

Conocimientos

B2B sales

Coaching & mentoring

SaaS experience

Client focus

Italian/English bilingual

Descripción del empleo

As a Sales Coach, you are at the heart of Culturelive's mission: helping our clients perform better.

Possiede le competenze, l'esperienza e la determinazione necessarie per avere successo in questo ruolo? Lo scopra qui sotto.

Better manage their sales teams. Better prospect. Better sell.

We are expanding into the Italian market and are looking for our first Sales Coach based in Milan — someone who combines deep B2B sales expertise with the ability to operate in both Italian and English-speaking environments.

Your main responsibilities:

Coach sales reps and managers across the full B2B sales cycle (prospecting, discovery, follow-up, closing, account management).

Run performance rituals (pipeline reviews, call sessions, workshops) and embed sustainable prospecting routines over time.

Support managers through change: posture, feedback, team management, KPI tracking.

Structure and maintain our clients' sales frameworks (messaging, playbooks, sequences, scripts) in alignment with our platform.

Deliver clear, regular reporting to clients — focused on adoption, engagement, and performance.

Internally, you will also contribute to:

Formalising and improving our own sales and coaching methodology to make it actionable and scalable.

Sharing your expertise with the team (co-development, mission debriefs, internal content).

Requirements:

Solid B2B sales experience, including time in SaaS or a tech environment, on non-purely transactional sales cycles.

You have already managed, coached, or supported salespeople (in-house or in a consultancy) — and you genuinely enjoy it. You are passionate about B2B sales: you care as much about skills as you do about processes and structure.

You have a strong client focus, deliver with care, and know how to hold high standards without losing the human connection.

You are comfortable challenging, redirecting, and encouraging — always with concrete examples and clear action plans.

Fluency in both Italian and English is required — you will work with Italian -speaking clients and collaborate with a French-speaking team.

Nice to have: Familiarity with sales methodologies such as MEDDIC, SPIN, Sandler, Challenger, etc. Experience on sales transformation / sales performance projects in the Italian market. xlwpduy

French is a plus.

Location: Milan, ItalyStart date: November 2026Schedule: 2.5 days/week to start, with the opportunity to grow as the role developsContract: freelance