Head of Sales Operations and Enablement

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.