Head of Sales – Marketing & Creative Services (Agency Experience Required) - 120-300k

Inner Circle Agency; Montreal; Remote; CAD 120,000 - 180,000; Full time

Job summary

A fast-growing marketing group is seeking a Head of Sales to build and lead a high-performing sales organization. You will define the go-to-market approach, mentor a team, and lead enterprise-level sales initiatives. This role requires 7+ years of experience in agency sales and strong coaching abilities. The position offers competitive compensation and the chance to shape a global sales function.

Benefits

120-180K Base + 100-120K OTE

Opportunity to shape a global sales function

Collaborative culture with autonomy

Qualifications

• 7+ years of experience leading sales in an agency or consultancy.
• Proven ability to manage and coach sales teams.
• Strong background in enterprise sales translated into ROI-focused results.

Responsibilities

• Develop and execute the company’s sales and GTM strategy.
• Hire, train, and manage a team of Account Executives and SDRs.
• Lead enterprise-level sales cycles from outreach to close.

Skills

Sales leadership

Coaching sales teams

Storytelling

Negotiation

Enterprise sales

Job description

Job Title

Head of Sales – Marketing Agency - Creative & Consulting Services

Job Location

Fully Remote

Languages

English fluency required

About the Company

A fast-growing international marketing group made up of five agencies, working with some of the brands. Known for blending creative strategy and performance, the group is scaling quickly and expanding its leadership team to support major growth and acquisition plans.

Role Overview

We’re hiring a Head of Sales to build and lead a high-performing sales organization from the ground up. This is both a strategic and hands‑on leadership role for someone who thrives in fast‑paced, entrepreneurial environments. You’ll define the go‑to‑market approach, grow and mentor a team, and lead enterprise‑level sales initiatives that connect creative value to measurable business outcomes.

Are you someone who thrives on building predictable, repeatable growth systems? The kind of leader who can coach AEs and SDRs, run QBRs and pipeline reviews, and turn GTM plans into enterprise wins? If you know how to connect creative strategy and performance marketing to real business outcomes, and you’ve led sales teams through complex RFPs, pitch management, and consulting‑style growth cycles, this role will feel like home. We’re looking for someone who understands sales leadership in an agency environment and knows how to scale both people and process.

Key Responsibilities

• Develop and execute the company’s sales and GTM strategy
• Hire, train, and manage a team of Account Executives and SDRs
• Lead enterprise‑level sales cycles from outreach to close
• Build repeatable sales processes and performance rhythms (1:1s, QBRs, pipeline reviews)
• Collaborate with leadership and service line heads to align on growth targets and new business priorities
• Represent the company in pitches, RFPs, and key client presentations

Qualifications

Required:

• 7+ years of experience leading sales in an agency, consultancy, or professional services firm
• Proven ability to manage and coach sales teams
• Strong enterprise sales background with excellent storytelling and negotiation skills
• Demonstrated ability to translate creative or strategic value into ROI‑focused business results

Preferred:

• Experience in marketing, creative, or media environments
• Track record of building scalable, repeatable sales systems

What The Client Offers

• 120-180K Base + 100-120k OTE
• Opportunity to shape and lead a global sales function
• Collaborative, fast‑moving culture with strong creative and strategic foundations
• High visibility and autonomy within a growing international group