Milan-Based B2B Sales Coach - 2.5d/wk, Freelance

Culturelive; Lombardia; On-site; EUR 45,000 - 65,000; Full time

Job summary

Culturelive seeks its first Sales Coach based in Milan to help our Italian market scale. You’ll combine deep B2B SaaS sales expertise with fluency in Italian and English, collaborating with a French-speaking team.

You will coach reps and managers across the full sales cycle, run performance rituals, support change management, and help shape messaging, playbooks, and scripts while reporting on adoption and performance.

Qualifications

• Solid B2B sales experience in SaaS or tech environments.
• Experience coaching or supporting sales teams.
• Strong client focus with high standards and human touch.
• Fluency in Italian and English required; French helpful.
• Experience with sales process transformation is a plus.

Responsibilities

• Coach sales reps and managers across the full B2B sales cycle.
• Run performance rituals and embed sustainable prospecting routines.
• Support managers through change: posture, feedback, KPI tracking.
• Structure and maintain sales frameworks (messaging, playbooks, sequences, scripts).
• Deliver clear, regular reporting on adoption, engagement, and performance.
• Contribute to formalising and improving our own sales and coaching methodology.
• Share expertise with the team (co-development, mission debriefs, internal content).

Skills

B2B sales

SaaS experience

Coaching

Client focus

English fluency

Italian fluency

Multilingual teamwork

Job description

Culturelive seeks its first Sales Coach based in Milan to help our Italian market scale. You’ll combine deep B2B SaaS sales expertise with fluency in Italian and English, collaborating with a French-speaking team.

You will coach reps and managers across the full sales cycle, run performance rituals, support change management, and help shape messaging, playbooks, and scripts while reporting on adoption and performance.