Head of Sales & Customer Success - Fully Remote Position (Calgary)

Head of Sales & Customer Success - Fully Remote Position (Calgary)

06 Sep
|
Sidetrade
|
Calgary

06 Sep

Sidetrade

Calgary

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 robust marketing function. This is a player-coach role suited to someone who thrives in rapid-growth SaaS environments and is excited by building teams, processes, and predictable revenue from the ground up. Sidetrade is an AI company, listed on Euronext Growth, on a mission to revolutionize the way enterprises unlock value from their customersleveragingits Order-to-Cash Intelligence platform and its Data Lake. We'reproud of our 38 nationalities and these diverse perspectives drive our innovation, one team culture and a customer-first mindset.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 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. Build trusted, cooperative 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. ~ Robust 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, andother wellness programs. Time off -competitivepaid holidays plus public holidays. Career growth &

compensation -competitive salary, equal opportunities,learning & mentorship programs, andadvancement support

📌 Head of Sales & Customer Success - Fully Remote Position (Calgary)
🏢 Sidetrade
📍 Calgary

Reply to this offer

Impress this employer describing Your skills and abilities, fill out the form below and leave Your personal touch in the presentation letter.

Subscribe to this job alert:

Get the latest job offers by email for: head of sales & customer success - fully remote position (calgary) / calgary

Subscribe to this job alert:

Get the latest job offers by email for: head of sales & customer success - fully remote position (calgary) / calgary