Jesta I.S.

Senior Director of Sales

Montreal, Quebec · Director

Sponsorship not specifiedDetected 30 days ago

HubSpotCRMSalesPipeline ManagementNegotiationForecastingERPCustomer SuccessLeadershipCommunicationCollaboration

About the role

Company Overview Jesta I.S. is a leading supplier of ERP software for the apparel, footwear, and soft-goods industries. Our global client base includes many recognizable brands and continues to grow. We are seeking a Senior Director of Sales to join our Sales team in Montreal.
The Senior Director of Sales is responsible for driving revenue growth and expanding Jesta's footprint within the retail technology sector. This role leads the Sales organization and works closely with Marketing and other cross-functional partners to ensure cohesive, data‑driven go‑to‑market execution. The Senior Director develops and implements strategic

Develop and execute a comprehensive enterprise sales strategy to achieve revenue targets, expand market share, and drive net-new customer acquisition.
Own the new logo strategy by defining priority segments, target accounts, and structured pursuit plans aligned with long-cycle enterprise sales cycles.
Lead end-to-end enterprise pursuits, including discovery, executive alignment, value articulation, negotiations, and closing.
Build and manage a disciplined, data-driven pipeline using CRM and analytics tools.
Lead, coach, and scale a high-performing Sales team to exceed objectives.
Develop and execute a partnership strategy across system integrators, consultancies, ISVs, and cloud/channel partners to generate qualified pipeline.
Establish partner enablement frameworks including co-selling, joint positioning, referrals, and deal registration processes.
Partner with Marketing to align demand generation, messaging, and brand positioning with sales objectives.
Support product launches, events, digital programs, and thought-leadership initiatives that grow pipeline.
Develop and expand strategic partnerships across North America, Europe, Asia, and other key markets.

Education
Experience
Minimum 10 years of progressive leadership experience in enterprise B2B sales.
Proven track record of driving revenue growth and expanding market share in complex enterprise environments.
Experience in retail technology, enterprise SaaS, retail, wholesale, fashion, apparel, or related industries.
Experience managing multi-region or global sales operations.
Experience managing complex, cross-regional B2B enterprise sales cycles.
Business & Technical Expertise
Strong business and financial acumen, including understanding of SaaS revenue models (subscription models, CAC, CLTV, onboarding cycles).
Strong capabilities in pipeline management, forecasting, territory planning, and enterprise account strategy.

Company Overview Jesta I.S. is a leading supplier of ERP software for the apparel, footwear, and soft-goods industries.
Our global client base includes many recognizable brands and continues to grow.
Position Summary
The Senior Director of Sales is responsible for driving revenue growth and expanding Jesta's footprint within the retail technology sector.
Bachelor's degree in Business or a related field required. (MBA or relevant Master's degree preferred)

Expertise in CRM platforms (e.g., HubSpot or equivalent), sales enablement tools, and analytics dashboards.
Excellent communication, negotiation, and executive presentation skills.

This listing is sourced directly from Jesta I.S.'s careers page and normalized into a canonical job model.