Sidetrade

Sales Manager

Sidetrade

full-time

Posted on:

Location Type: Hybrid

Location: Calgary • Canada

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About the role

  • 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

Requirements

  • 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
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
sales strategiesrevenue targetspipeline managementsales cycle managementCRM disciplinesales methodologiesdata analysisSaaS solutionsB2B financial softwareOrder-to-Cash
Soft Skills
coachingperformance managementcollaborationexecutioncustomer valueentrepreneurial mindsetself-starterownership mentalitybias for actionrelationship building