Sales Manager NA - Calgary - Sidetrade

    Sidetrade
    Sidetrade Calgary

    2 weeks ago

    Description

    Overview


    Sidetrade (Euronext Growth: ALBFR.PA) is an AI company redefining how enterprises secure and accelerate cash flow. At the core of its applications is Aimie, Sidetrade's agentic AI, trained on more than $7.7trillion in B2B transactions. Sidetrade's AI-Powered Order-to-Cash Platform transforms financial operations, helping leading enterprises increase revenue, protect profitability, and optimize working capital, positioned as a Gartner Magic Quadrant Leader since 2022. Powered by a proprietary Order-to-Cash Data Lake and domain expertise, Aimie continuously learns and operates autonomously across the Order-to-Cash. This co-worker drives agility, informs decision-making, and ensures reliable execution. Aimie enables finance, sales, and customer-facing teams to unlock working capital and strengthen resilience. Sidetrade supports businesses in 85 countries and employs 450 people across North America, Europe and Asia-Pacific. For more information, visit us at and follow us on LinkedIn at @Sidetrade. Curious about Sidetrade? Catch the Sidetrade Inside Out podcast.

    The Opportunity


    We are looking for a passionate and enthusiastic Sales Manager to join our NA SMB division called "ezyCollect by Sidetrade." 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.

    You will be responsible for defining and executing the regional sales strategy, building a high-performing sales organization, and driving consistent pipeline, forecast accuracy, and closed revenue.

    What you will be responsible for:

    • 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
    • Establish clear expectations, KPIs, and accountability across the team
    • Foster a strong 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
    • Maintain a strong understanding of the SMB finance, AR, and AI O2C landscape in North America
    • Stay up to date on industry trends, competitors, and best practices
    • 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

    What you will need to be successful:

    • 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)
    • Consistent history of meeting or exceeding revenue targets
    • Experience executing defined, repeatable sales methodologies
    • Entrepreneurial mindset with a passion for building, testing, and scaling
    • Self-starter with strong ownership mentality and bias for action
    • Ability to operate effectively in a fast-paced, high-growth environment

    At Sidetrade, we cultivate a multicultural environment that fuels innovation. With over 22 nationalities represented, we strongly value diversity, gender equality, inclusivity, and fairness. As an equal opportunity employer, we reject all forms of discrimination and harassment. Your unique contributions are celebrated, driving collective success in our inclusive workplace.

    Agencies


    Only applications from invited agencies through the Workable portal will be accepted. Unsolicited CVs sent directly to managers or HR will not incur any fees.


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