Head of Boutiques Sales

We are seeking a Senior Sales Manager and industry veteran to lead a transformation from transactional "box-selling" to high-value, tailored IT solutions. In this role, you will not be tasked with an overhaul, but rather the professionalization of an existing, defined sales process. You will act as a strategic bridge between a team of 9 and the executive leadership, eventually taking full ownership of the sales department to relieve the CEO of daily operational burdens.

Core Focus Account Control & Quality: Implement rigorous account controls and prioritize high-quality customer relationships over high-volume transactional metrics.

Sales Architecture: Develop formal sales playbooks, training manuals, and templates that define our go-to-market identity.

Clean up sales hygiene, optimize Salesforce consistency, and provide leadership with clear, accurate forecasting within your first 90 days.You are a laser-focused veteran with 10–15+ years of IT experience who understands the long, complex sales cycles of the construction and public sectors. You are a collaborative mentor capable of voicing concerns to leadership while executing a shared vision for managed and professional services expansion.

Legacy Building: The opportunity to professionalize a 12-year-old established firm and create the foundational playbooks for its future.

Represent a company that excels in "Smart Building" simulations, managed services, and complex professional services.

Performance Incentives: Compensation includes a bonus structure directly tied to the Gross Profit (GP) earned by the sales team.

Stable Environment: Join a collaborative team culture that avoids the "transactional feel" of large corporate firms.

Team Leadership & Tactical Refinement: Oversee a team of 5 Sales Reps, 3 Inside Sales Reps, and a Sales Operations Lead.

Improve and document current sales cycles—ranging from transactional to 12-month complex solution sales—without making drastic, unvetted changes.

Account Control & Pipeline Management: Implement rigorous "account control" strategies and manage the pipeline with a laser focus on sales hygiene and accuracy.

Sales Architecture: Develop and maintain official company sales playbooks, training manuals, and templates to ensure consistent messaging and "tailored" customer experiences.

Build deep, long-term relationships with Tier 1 vendors, moving beyond transactional purchasing to collaborative growth.

CRM Stewardship: Evaluate and enforce consistency within Salesforce to provide leadership with clear visibility into forecasts and KPIs.

Financial Alignment: Collaborate with the CEO to develop and implement a Gross Profit (GP)-based incentive model for the sales team.

Market Intelligence: Conduct in-depth analysis of competitors and local market trends to pivot strategies effectively.

Technical Collaboration: Work closely with the CTO and Pre-Sales Engineers to ensure solutions meet complex client needs in verticals like Construction, Energy, and Healthcare.

Industry Experience: Minimum of 10–15 years of experience in IT Sales Management, specifically within Managed Services (MS) and Professional Services (PS).

Demonstrated experience managing multi-disciplinary teams (Field Sales, Inside Sales, and Sales Ops).

Strategic Vision: Ability to demonstrate a "tailored approach" to sales, focusing on business outcomes rather than high-volume product pushing.

Technical Aptitude: Familiarity with IT infrastructure, networking, or smart technology solutions to align with engineering and CTO visions.

Expert-level proficiency in Salesforce CRM and a history of creating formal Sales Playbooks.

A University degree in Business, Information Technology, or a related field is preferred.

Experience navigating the procurement and sales cycles of the Construction, Public Sector, or Mining industries.

We are seeking a Tactical Sales Veteran to lead our high-performing sales team through a pivotal transformation stage. This role is designed for a leader who prioritizes quality over quantity and "solutions over boxes". instead, you will refine our existing, defined sales processes, hammer down on account controls, and professionalize our sales operations. As the CEO’s right hand in sales, you will eventually take full ownership of the department, serving as the bridge between technical vision and market execution.

As a result, we are committed to developing and implementing strategies to increase the equity, diversity and inclusion within the workplace by examining our internal policies, practices, and systems throughout the entire lifecycle of our workforce, including its recruitment, retention and advancement for all employees. In addition to our deep commitment to respecting human rights, we are dedicated to positive actions to affect change to ensure everyone has full participation in the workforce free from any barriers, systemic or otherwise, especially equity-seeking groups who are usually underrepresented in Canada's workforce, including those who identify as women or non-binary/gender non-conforming; Indigenous or Aboriginal Peoples; persons with disabilities (visible or invisible) and; members of visible minorities, racialized groups and the LGBTQ2+ community.

Randstad Canada is committed to creating and maintaining an inclusive and accessible workplace for all its candidates and employees by supporting their accessibility and accommodation needs throughout the employment lifecycle. We ask that all job applications please identify any accommodation requirements by sending an email to View email address on randstad.com.