Head of Sales, North America

watchTowr•New York, NY

1d•Onsite

About The Position

watchTowr is seeking an experienced, commercially-driven Head of Sales, North America to lead and scale its enterprise sales organization across the region. The role involves inheriting an established team of Account Executives, driving new business revenue, developing the team, and building a repeatable enterprise sales engine. This is a hands-on leadership position requiring coaching, leading strategic customer engagements, driving forecast accuracy, and shaping go-to-market strategy. The Head of Sales will collaborate with Marketing, Sales Development, Partnerships, Customer Success, and Product teams to strengthen the direct enterprise motion and establish repeatable success. North America is a key growth market, and this role will initially focus on proving and scaling the direct enterprise sales motion to create customer references and commercial discipline that will enable future partner-led growth. The role is based in New York.

Requirements

Significant experience leading high-performing enterprise sales teams within high-growth B2B SaaS or cybersecurity organizations.
Successfully scaled an early-stage commercial organization, building repeatable processes, raising performance standards and growing teams through measured execution.
Deep experience managing enterprise Account Executives while working closely alongside SDR teams to build effective outbound sales motions.
Comfortable operating as a player-coach, regularly joining customer meetings, supporting strategic deals and coaching through complex sales cycles.
Strong track record of consistently delivering and forecasting against ambitious enterprise revenue targets.
Extensive experience selling six-figure SaaS subscriptions into large enterprise organizations with complex, multi-stakeholder buying cycles.
Understanding of how enterprise security buyers evaluate, procure and deploy cybersecurity solutions, and comfortable engaging directly with CISOs and senior security leadership.
Experience implementing structured sales methodologies such as MEDDPICC and use data, CRM discipline and pipeline inspection to drive predictable execution.
Thrive in fast-paced, high-growth environments and are comfortable making decisions, driving accountability and improving execution without relying on heavy process.
Exceptional coach and communicator, capable of developing high-performing teams while building strong cross-functional relationships across Sales, Marketing, Partnerships, Product and Customer Success.

Nice To Haves

Experience selling cybersecurity technologies such as Exposure Management, Attack Surface Management (ASM), CAASM, Threat Intelligence, Offensive Security or Vulnerability Management.
Established relationships with enterprise CISOs and senior security leaders across North America.
Experience building or scaling reseller, MSSP or partner-led sales motions alongside direct enterprise sales teams.
Worked within a cybersecurity company during a period of rapid commercial growth and organizational scale.
Familiarity with modern sales tooling including HubSpot, Apollo, Nooks, Lusha and similar go-to-market platforms.

Responsibilities

Own the North America new business revenue target, delivering accurate forecasting and predictable pipeline growth, reportable to the Board.
Lead, coach and develop watchTowr's North American Account Executive team, driving a high-performance culture focused on accountability, execution and continuous improvement.
Recruit, onboard and develop future sales talent as the North American organization continues to grow.
Own coverage across Northeast, Southeast, Midwest, Mountain and TOLA.
Help drive and strengthen the outbound engine underneath the AE team, ensuring consistent targeting, sequencing, messaging, activity standards.
Coach Account Executives through complex enterprise opportunities, actively participating in strategic customer engagements and helping progress high-value deals.
Drive sales excellence through disciplined pipeline management, forecast accuracy and consistent adoption of MEDDPICC and other sales methodologies.
Own territory planning, quota allocation and capacity planning in partnership with the Global VP Commercial.
Establish and scale a repeatable direct enterprise sales motion that delivers reference customers, predictable execution and sustainable growth.
Work alongside the Partnerships team to develop and expand the North American MSSP/reseller/partner motion in line with our global partner-led model, as the direct business matures.
Provide regular market intelligence, competitive insights, pricing and customer feedback to Product and Marketing teams to help shape product strategy and positioning.