HEAD OF SALES OPERATIONS & ENABLEMENT (NORTH AMERICA)

Help build a disciplined, high-performing sales engine across a global B2B media and events business.

KM Business Information (formerly Key Media) is a global B2B media and events company with 300+ people across eight countries. We serve niche professional communities through digital platforms, print magazines, and 90+ annual events – including conferences, awards and large-scale festivals.

We’re looking for a senior, hands-on sales leader to own and elevate how we sell across our North American portfolios.

The role

As Head of Sales Operations & Enablement, you will design, implement and embed the sales processes, tools and standards that underpin consistent revenue performance.

You’ll work across a 60-person sales organization spanning multiple portfolios and verticals (including HR, Insurance, Wealth Management, Mortgage and Legal), partnering closely with sales leaders to turn strategy into daily discipline.

This is not a reporting or systems-only role. You will be directly involved in driving behavioral change, raising management capability, and lifting activity and revenue performance at the rep and manager level.

What you’ll do

Define clear, repeatable sales processes from prospecting through close and renewal
Create scalable workflows and standards that work across teams, products and regions
Clarify ownership and accountability for execution at manager and rep level
Set and maintain standards for activity, pipeline hygiene and deal management
Own how our CRM (Microsoft Dynamics) and tools like SalesLoft are used to support process
Coach and develop sales managers to lead with structure, cadence and follow-through
Create scalable manager onboarding and development frameworks

What we’re looking for

Senior experience in sales operations, enablement or revenue leadership
Background in B2B media or events
Proven track record designing and enforcing sales processes at scale
Experience working with distributed sales teams across regions
Strong change-management and manager-coaching capability
Hands-on experience with CRM platforms (Microsoft Dynamics preferred) and sales engagement tools

Location: North America (remote-friendly, aligned to North American time zones)

Benefits & growth

Competitive base salary with performance-related bonuses
Comprehensive health and dental benefits
Hybrid, flexible working model aligned to North American time zones
Collaborative, supportive culture where high performance is recognized
Opportunities to lead high-impact, cross-portfolio initiatives
Exposure to senior stakeholders across sales, product, marketing and operations
Global career opportunities within a business operating across North America, APAC and Europe
Ongoing professional development and support to grow your leadership capability

Compensation

The expected salary range for this position is $100,000–$125,000 per year (dependent on skills and experience levels) plus eligibility bonus/commissions and group benefits.

Vacancy status

This posting is for an existing vacancy that we are actively recruiting to fill.

Use of artificial intelligence in hiring

We use automated tools / artificial intelligence to help with note-taking during interviews. All decisions on candidate progression and hiring are made by human reviewers.

Inclusion, equity & accessibility

We are committed to employment equity and an inclusive, barrier‑free selection process. We welcome applications from all qualified candidates, including members of visible minorities, Indigenous peoples, persons with disabilities, women, and persons of any sexual orientation or gender identity/expression. If you require accommodation during any stage of the recruitment process, please contact us at alix.thompson@keymedia.com.

Application updates

Candidates who interview for this role will receive an update on their application status no later than 45 days after their last interview, and in most cases much sooner.

Key Media

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Head of Sales Operations and Enablement