CareerPlan

Head of Mid Market Sales

CanadaRemoteFull-timeCA$352k–CA$419k2026-11-10
Remote

Core

Lead and scale a high-performing Mid Market sales organization across the Americas to drive sustainable revenue growth in a B2B SaaS talent acquisition environment.

Role type

Senior IC sales leader (Head of Mid Market Sales)

Builds

B2B SaaS sales teams and revenue pipelines for talent acquisition technology

Domain

B2B SaaS / Talent Acquisition Technology

Required skills

Sales leadership, team development, revenue management, go-to-market strategy, pipeline generation, market expansion, multi-product sales strategy, cross-functional collaboration, business performance analysis, sales excellence, organizational development

Preferred skills

Experience in high-growth B2B SaaS, managing multi-layered sales organizations, recruiting high-performing sales managers, leading sales-led Mid Market GTM, achieving ambitious revenue targets, understanding modern pipeline generation strategies, developing sales strategies for multi-product platforms, strong commercial and strategic thinking, excellent leadership and coaching skills, outstanding collaboration and relationship-building abilities, strong communication and change management skills, proactive ownership-oriented mindset, customer-centric approach

Technologies

CRM, Sales Operations Tools, Forecasting Software

Responsibilities

Lead, manage, and develop the Mid Market sales organization across the Americas; Take ownership of regional revenue targets and overall sales performance; Develop and implement effective sales programs that improve performance across market segments; Drive sustainable pipeline generation strategies and maintain healthy pipeline coverage; Identify opportunities to expand the serviceable addressable market by targeting new industries, customer segments, and product opportunities; Develop effective approaches for selling a growing portfolio of products; Partner closely with Revenue Operations, Marketing, Product, and other commercial leaders; Evaluate regional performance, identify business challenges, and use data-driven insights to determine the most impactful opportunities for improvement; Promote a collaborative, customer-focused sales culture; Establish a culture of accountability, continuous learning, clear communication, and high-quality execution

Seniority

Senior, hands-on IC