Head of Sales

Head of Sales About the Company Innovative provider of workforce management solutions Industry Telecommunications Type Privately Held Founded 2006 Employees 11-50 Specialties fleet asset management field service dispatch mobile workforce management equipment inventory tracking mobile field services quality control construction project management software construction management tools telecom field service management software project management service management inventory management software workforce management field service management service dispatch telecommunications management software workforce management system paycheck services customer escalation management and employee service center About the Role The Company is seeking a Head of Sales to lead the transformation of its sales function, with a focus on professionalizing the go-to-market motion and building a scalable, repeatable revenue engine. The successful candidate will be responsible for owning and leading all sales activities, from new customer acquisition to renewals and expansion initiatives. This role requires the design and implementation of standardized sales processes, execution of pricing normalization strategies, and the development of account-based sales strategies tailored to the company's core vertical and adjacent markets. The Head of Sales will also be instrumental in modernizing the go-to-market stack, leveraging AI-native sales and marketing tools to enhance data-driven decision-making and support scalable growth. Applicants must have a minimum of 5 years' of sales leadership experience in vertical SaaS, workforce management, field service, or similar B2B software environments, with a proven track record of scaling ARR. A strong understanding of pricing strategy, renewals, and expansion revenue models is essential, as is experience in using modern, AI-enabled sales and marketing tools. The role is suited to a hands-on leader who is comfortable operating in both founder-led and post-acquisition environments and is adept at building systems, playbooks, and teams from the ground up. Preferred qualifications include experience in telecommunications, broadband, utilities, or field service industries, and familiarity with contractor-based labor models and operational workflows. The Head of Sales will be expected to establish and grow strategic channel partnerships and collaborate closely with product, operations, and leadership to align sales execution with broader business objectives. Travel Percent Less than 10% Functions Sales/Revenue