Director of Sales Marketing

About the RoleJoin LoadLink's leadership team as Director of Sales & Marketing, where you'll drive strategic growth and operational excellence across our sales and marketing organizations. This is a hands-on leadership role focused on building high-performing teams, optimizing revenue operations, and establishing scalable systems that support aggressive growth targets. You'll transform our go-to-market engine into a world-class revenue organization.This position is expected to work in office, hybrid (Wed/Thu anchor days) from our Mississauga, ON office.What You'll AchieveSales & Marketing Organization DevelopmentBuild and optimize a revenue-generating machine by creating comprehensive sales and marketing systems, processes, and KPIs that drive predictable growth:Architect enterprise sales capabilities including sales methodologies, key account management frameworks, and optimized inside sales operationsDesign and implement sales excellence programs covering funnel management, demo best practices, pricing strategies, and performance analyticsEstablish sales enablement initiatives that emphasize input metrics and leading indicators, not just output numbersDevelop integrated demand generation strategies spanning digital marketing, content marketing, events, and account-based marketing campaignsCreate customer advocacy programs including reference management, case study development, and user community engagementTeam Leadership & DevelopmentLead, inspire, and scale a high-performing team of sales and marketing professionals:Manage and develop direct reports across inside sales, field sales, key account management, and marketing functionsBuild comprehensive hiring frameworks and onboarding programs to rapidly scale the team for aggressive growthFoster a culture of continuous improvement, cross-functional collaboration, and long-term customer relationship focusProvide coaching, mentorship, and professional development opportunities that unlock team potentialPlan for organizational evolution including building out a sales management layer as the company scalesRevenue Growth & OperationsDrive sustainable revenue expansion while maximizing efficiency across the customer lifecycle:Expand new customer acquisition while deepening existing account penetration through strategic account managementPartner with RevOps, Customer Success, and Finance teams to optimize pricing models, improve forecasting accuracy, and streamline customer lifecycle operationsEstablish enterprise capabilities for new customer acquisition that extend beyond current inside sales modelDevelop data-driven approaches to pipeline management, conversion optimization, and revenue forecastingCreate accountability frameworks with clear metrics, dashboards, and performance reviewsKey ResponsibilitiesSales & Marketing LeadershipDrive integrated sales and marketing strategy to accelerate revenue growth and market penetrationLead, mentor, and scale high-performing sales and marketing teams across all channelsEstablish data-driven pipeline management, forecasting accuracy, and revenue accountability frameworksImplement customer acquisition and retention strategies that optimize lifetime value and reduce churnGo-to-Market ExcellenceDesign and execute comprehensive go-to-market strategies from product launch through market maturityBuild cohesive demand generation engine integrating inbound, outbound, digital, and partner channelsDevelop market segmentation, buyer personas, and ideal customer profiles to focus resourcesCreate competitive differentiation through compelling value propositions and brand positioningCross-Functional PartnershipCollaborate with Product, Customer Success, and Operations leadership to align on growth objectivesPartner with Finance to develop pricing strategies, promotional programs, and ROI modelsWork closely with executive team to shape company strategy based on market intelligenceInfluence product roadmap and customer experience initiatives based on market feedback and sales insightsOrganizational DevelopmentBuild scalable sales and marketing infrastructure, processes, and enablement programs to support expansionEstablish marketing technology stack and CRM optimization for lead management and attributionDrive sales and marketing alignment including lead qualification criteria, SLAs, and handoff protocolsDevelop performance metrics, dashboards, and reporting frameworks to measure and optimize resultsWhat You'll BringHands-On Leadership ExperienceProven builder of high-performing sales and marketing organizations with a track record of driving measurable results:8-12 years of progressive sales and marketing leadership experience, with at least 5 years directly managing teamsDemonstrated success building (not just inheriting) sales organizations from the ground up, establishing foundational infrastructureExperience implementing sales excellence frameworks including methodologies, processes, enablement programs, and talent development systemsTrack record managing 10-20 person teams with diverse mix of inside sales, field sales, account management, and marketing rolesProven change management capabilities with examples of successful organizational transformations and process implementationsSales & Marketing Excellence ExpertiseDeep practitioner knowledge across the full revenue generation spectrum:Expert-level experience with SaaS sales methodologies (MEDDIC, Challenger, Solution Selling), funnel management principles, and performance optimization techniquesLeading Key/Enterprise Account Managers who are responsible to six figure ARR accountsExperience launching and cross selling new products.Demonstrated ability to build enterprise sales capabilities while maintaining efficient inside sales operationsStrong operational background including CRM implementation and optimization (Salesforce preferred), sales technology stack management, and data-driven decision makingProven success building and scaling key account management programs that drive expansion revenue and long-term customer valueExperience developing integrated demand generation strategies spanning digital marketing, content marketing, events, and account-based marketingLeadership QualitiesAuthentic, collaborative leader who builds trust and drives results through people:High integrity approach with long-term customer relationship mindset that prioritizes sustainable growth over short-term winsCollaborative leadership style that builds trust and works effectively across functions including Product, Customer Success, Finance, and OperationsBalance of confidence and humility, creating a culture of teamwork and shared success rather than inflated egoPassion for products and deep understanding of how sales excellence translates to customer outcomes and business valueCoaching mindset with demonstrated ability to develop talent and build bench strength within teamsIdeal BackgroundIndustry and operational experience that positions you for immediate impact:B2B SaaS experience with complex sales cycles (3-9 months) and multi-product or multi-tier pricing strategies strongly preferredLeading Key/Enterprise Account Managers who are responsible to six figure ARR accountsExperience launching and cross selling new products.Experience in marketplace/platform businesses, freight/logistics technology, supply chain software, or adjacent industries highly valuedPrevious role building a sales organization from foundation through scale (e.g., growing from $5M to $25M+ ARR, or Series A/B stage companies)Track record of sustainable growth through process improvement, talent development, and operational excellence rather than one-time market opportunitiesBias for action and hands-on execution mindset—comfortable rolling up sleeves while maintaining strategic perspective