Senior Director of Sales – Directeur(trice) principal(e) des ventes
Jesta I.S.
full-time
Posted on:
Location Type: Hybrid
Location: Montreal • Canada
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Job Level
Tech Stack
About the role
- 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.
- Build strong executive and field-level partner relationships to position Jesta as a preferred platform.
- Expand strategic partnerships across North America, Europe, Asia, and other global markets, representing the company at key industry events.
- Partner with Marketing to align demand generation, messaging, and brand positioning with sales objectives.
- Collaborate with Product and Marketing on segmentation, pricing, and positioning.
- Lead forecasting processes, analyzing enterprise sales cycles, renewal trends, and conversion metrics.
Requirements
- Bachelor’s degree in Business or a related field required.
- 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.
- Strong business and financial acumen, including understanding of SaaS revenue models (subscription models, CAC, CLTV, onboarding cycles).
- Expertise in CRM platforms (e.g., HubSpot or equivalent), sales enablement tools, and analytics dashboards.
- Strong capabilities in pipeline management, forecasting, territory planning, and enterprise account strategy.
- Data-driven decision-maker with strong analytical abilities.
- Demonstrated ability to lead, coach, and scale high-performing sales teams.
- English proficiency is required for international collaboration and global client engagement.
Benefits
- Health coverage (medical, dental, disability, and life insurance)
- Wellness program (gym membership reimbursement)
- Professional growth (training platforms, career development fee subsidy, etc.)
- Company events
- Referral program
- Flexible schedule
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
enterprise sales strategyrevenue growthpipeline managementforecastingterritory planningaccount strategySaaS revenue modelsdata-driven decision-makinganalytical abilitiesnegotiations
Soft Skills
leadershipcoachingrelationship buildingexecutive alignmentcommunicationcollaborationstrategic thinkingproblem-solvingteam scalingbusiness acumen
Certifications
Bachelor’s degree in Business