About the Role

We are looking for a Senior Training Executive to own the training function for our cold calling sales team. This is not a generalist training role. We need someone who has lived inside the world of cold outreach and cold calling, ideally in a SaaS or B2B tech sales environment, and knows exactly what separates a rep who books meetings from one who burns through lists.

You will own the training function from day one: content, coaching, call reviews, floor sessions, and reporting. You will be expected to bring structure, credibility, and a sharp instinct for where reps break down under pressure.

What You Will Do

Content Development

• Design and continuously refine training modules for the cold calling team.

• Update reps on product, ICP, and pitch changes as they happen.

Floor Coaching and Delivery

• Listen to cold outreach calls, live and recorded, document your findings, and deliver focused coaching sessions grounded in what you hear.

• Run regular skill-building sessions covering openers, objection handling, tonality, and pattern interruption.

Tracking and Collaboration

• Track rep performance through structured session reports and call observation logs.

• Work with the Data Analyst to identify systemic weaknesses and prioritize where to intervene.

What We Are Looking For

• 2+ years in sales training with a focus on cold outreach/cold calling.

• Direct experience in SaaS, B2B tech, or software sales environments.

• Proven track record of improving cold call conversion.

• Ability to design training that is practical, not theoretical.

• Strong coaching presence: reps should want to be in your sessions.

• Familiarity with Aircall or similar dialers.

• Experience with CRM environments (HubSpot, Zoho, or similar).

• Ability to break down call recordings and give specific, actionable feedback.

• Structured reporting and documentation habits.

• Comfortable working directly with leadership on performance strategy.

What This Role Is Not

• This is not a generic HR training role. You will be fully embedded in a live sales environment.

• This is not a design-only role. You will be on the floor, listening, coaching, and delivering sessions that directly impact revenue.