Sales Manager NA

Calgary, Alberta, Canada on site Until 8/21/2026 3+ years exp First posted January 26, 2026 Last posted January 26, 2026
Job description

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. 

 

About this role

Summary

Lead sales team, develop strategies, manage full sales cycle, and drive revenue growth in NA SMB market

Job title

Sales Manager NA

Experience level

3-5+ years

Minimum experience

3+ years exp

Industry

software

Location requirements

Calgary, Alberta, Canada; hybrid work allowed

Salary

Not specified

Management role

Yes

Skills & keywords

Required skills

sales leadershipSaaS solutionsfull sales cycleC-suite engagementrevenue targets

Preferred skills

financial softwareOrder-to-CashAIteam buildingscaling sales

Specializations

B2B salesSaaSOrder-to-Cashfinancial softwareAI
Locations

Structured locations inferred from the posting.

Calgary, AB, Canada

Hybrid City
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