Sales Manager NA
Lead the North America SMB division by owning regional revenue growth and managing a team of Account Executives and Business Development Representatives. The role involves defining sales strategies, managing the full sales cycle, and partnering with marketing to accelerate the pipeline.
- Hybrid
- Calgary, AB
- Posted Aug 17, 2026
- Apply by Sep 16, 2026
- 1 position
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Job summary
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. About Sidetrade: Sidetrade is an AI company, listed on Euronext Growth, on a mission to revolutionize the way enterprises unlock value from their customers leveraging its Order-to-Cash Intelligence platform and its Data Lake. We're proud of our 38 nationalities and these diverse perspectives drive our innovation, one team culture and a customer-first mindset. Sidetrade is positioned as a Gartner® Magic Quadrant™ Leader since 2022. We value passion over perfection. So, if you're eager to learn and bring great energy, we want to hear from you. Be you. Grow with us. Curious about Sidetrade? Catch the Sidetrade Inside Out podcast. Requirements What you'll be doing: 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'll bring: 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. Benefits 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 Because when you thrive, we all succeed! We're committed to providing a welcoming and inclusive experience for every candidate. If you need any accommodation during the hiring process, just let us know. Agencies We only accept applications from invited agencies via our Workable portal. Unsolicited CVs sent to managers or HR won't be subject to fees.
What you’ll do
Lead the North America SMB division by owning regional revenue growth and managing a team of Account Executives and Business Development Representatives. The role involves defining sales strategies, managing the full sales cycle, and partnering with marketing to accelerate the pipeline.
Requirements
Requires 3-5+ years of sales leadership experience with a proven track record in B2B SaaS, specifically within financial software or Order-to-Cash. Candidates must have experience scaling sales teams and selling to C-suite finance stakeholders.
Benefits
• Free health club membership • Basketball court • Golf simulator • Food trucks • Tenant lounge & bar • Bike storage • Hybrid work model • Social Club • Medical coverage • Life insurance • Wellness programs • Paid holidays • Competitive salary • Learning & mentorship programs • Advancement support
Other relevant skills
Identified from the job description. Confirm important requirements above.
- Sales Leadership
- SaaS Sales
- B2B Financial Software
- Order-to-Cash
- Team Building
- C-suite Selling
- Revenue Forecasting
- CRM Discipline
- Pipeline Management
- Sales Strategy
- Performance Management
- Demand Generation
- Deal Coaching
- SMB Market Strategy
Job areas
- Sales
- Management & Leadership
- Software
- Finance & Accounting
- Technology
Additional details
- Minimum experience
- 2+ years
- Apply by
- Sep 16, 2026
- Posting language
- English
- Working hours
- 40 hours per week
- Seniority
- Not Applicable
- Application method
- Direct apply is available