We are looking for a passionate and enthusiastic Sales Manager to join our You will own revenue growth across the region, leading a team of Account Executives and Business Development Representatives, supported by a strong marketing function. This is a player-coach role suited to someone who thrives in fast-growth SaaS environments and is excited by building teams, processes, and predictable revenue from the ground up. Its platform combines O2C applications, autonomous AI agents, and Aimie IQ, an intelligent natural-language interface that helps multinationals accelerate their cash generation, all built on SAFE, the Sidetrade Agentic Framework for Enterprise. Sidetrade operates the world's largest proprietary O2C Data Lake, built on $9 trillion in B2B transactions and millions of buying companies. We use this data to train specialized AI models that monitor, analyze, decide, and act autonomously throughout the O2C cycle. Sidetrade supports companies in 85 countries with 450 employees across Europe, North America, and Asia-Pacific. We're proud of our 38 nationalities, and these diverse perspectives drive our innovation, one-team culture, and customer-first mindset. Aimie Video Define and implement sales strategies across the North America region and key verticals Own regional revenue targets, pipeline health, and forecast accuracy Manage the full sales cycle from qualified meetings through to long-term customer acquisition Drive repeatable, scalable sales motions aligned to SMB buying behavior in the O2C market Partner closely with Marketing on demand generation, campaigns, and pipeline acceleration Recruit, onboard, coach, and retain a high-performing sales team (AEs & BDRs) Provide ongoing training,



deal coaching, and performance management Foster a solid sales culture focused on collaboration, execution, and customer value Own weekly and monthly sales forecasting and pipeline reporting Drive strong CRM discipline and data accuracy Implement and continuously improve sales processes, playbooks, and methodologies Use data and insights to identify trends, risks, and growth opportunities Build trusted, collaborative relationships with Product, Customer Success, Partnerships, and Marketing Act as the voice of the customer, feeding insights back into product and go-to-market strategy 3-5+ years' experience in a sales leadership role covering full sales cycles Proven track record of success selling SaaS solutions, ideally in B2B financial software or Order-to-Cash. Demonstrated success in building and scaling new business sales teams Strong experience selling to C-suite and senior finance stakeholders (CFO, Finance Director, Credit Manager) Experience executing defined, repeatable sales methodologies Entrepreneurial mindset with a passion for building, testing, and scaling Premium office facilities
- including a free health club membership, basketball court, golf simulator, food trucks, tenant lounge & bar, bike storage, and more Hybrid work model
- a flexible mix of in-office and remote days Great culture
- active Social Club organizing regular team events and activities Health & wellness
- medical coverage, life insurance, and other wellness programs Time off
- competitive paid holidays plus public holidays Career growth & compensation
- competitive salary, equal opportunities, learning & mentorship programs, and advancement support

📌 Head of Sales (Canada)
🏢 Sidetrade
📍 Canada