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

Inner Circle Agency Inc.; Toronto, Vancouver, Montreal; Hybrid; CAD 165,000 - 248,000; Full time

Job summary

A fast-growing marketing group is seeking a Head of Sales to build and lead a high-performing sales organization. This strategic and hands-on role involves defining go-to-market strategies, mentoring a sales team, and driving enterprise sales initiatives. The ideal candidate will have over 7 years of experience in sales leadership within agency or consultancy settings and a proven track record of translating creative value into measurable business outcomes. This position offers a base of 120-180K plus opportunities for significant earnings.

Benefits

Base salary of 120-180K

Opportunity for around 100-120K OTE

Collaborative culture

High visibility and autonomy

Qualifications

• 7+ years of experience leading sales in an agency or consultancy.
• Proven ability to manage and coach sales teams effectively.
• Strong enterprise sales background with excellent storytelling.

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.
• Collaborate with leadership to align on growth targets.

Skills

Sales leadership

Coaching sales teams

Negotiation skills

Storytelling

Job description

Job Title: Head of Sales – Marketing Agency - Creative & Consulting Services

Job Location: Fully Remote

In-Office, Hybrid or Remote: 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 world’s largest 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