Role Description
You will sell Jesta's composable suite of retail and supply chain solutions, covering merchandising, store and omnichannel operations, warehouse and supply chain management, and AI-powered analytics. Customers start with what they need most and add more as they grow, with real-time visibility from sourcing to the customer.
This role reports to the Global Sales Director and suits a strategic, curious seller with strong retail relationships who is comfortable leading complex deals. You will bring Jesta's solutions to new customers across North America. You may come from a retail technology company or from a retail brand with real experience selling or championing technology. Either way, you know how retailers buy and have relationships with their leaders. Strong relationship management and account development skills will help you hit your targets and keep customers satisfied.
What You'll Do
-
Own revenue and quota attainment in an assigned North American territory, including every prospect opportunity in your account base.
-
Keep the pipeline full with qualified opportunities, run winning campaigns that deliver quarter-over-quarter growth, and keep CRM pipeline, forecast and activity data accurate.
-
Run the full sales cycle for mid-market and enterprise retailers and brands, from prospecting and discovery through demos, negotiation and close.
-
Develop strategic account plans, respond to RFPs and RFIs, and present compelling proposals to senior and C-suite stakeholders.
-
Own customer relationships: lead regular reviews of performance, projects and rollouts, and position new solutions to drive growth across your accounts.
-
Act as the key liaison between customers and Jesta's product, marketing, solution consulting, professional services, customer success and support teams, engaging stakeholders across merchandising, operations, supply chain, finance and IT.
-
Lead in-depth discovery of complex operational needs (ERP, merchandising, supply chain, warehouse, store, omnichannel) and build ROI-driven business cases.
-
Use AI-assisted prospecting and tools such as Microsoft Copilot to accelerate pipeline, account research and proposals, validating AI outputs responsibly.
-
Use industry knowledge and customer contacts to uncover future opportunities and gather market insight.
-
Engage and enable consultants, advisory firms and systems integrators to generate pipeline through partner relationships.
-
Represent Jesta at industry events, webinars and partner engagements.
Qualifications
-
3-5+ years in enterprise technology sales, or in a retail brand role where you sold, sourced or championed technology solutions.
-
A track record of winning new business and meeting or exceeding targets.
-
A strong, active network across retail, fashion and branded-goods companies, including executive-level relationships.
Requirements
-
Experience selling complex solutions such as ERP, merchandising, POS, order management or supply chain to retailers and brands.
-
Working knowledge of structured sales methodologies such as MEDDICC, Challenger, or SPIN.
-
Strength in consultative, value-based selling backed by ROI-driven business cases.
-
Strong pipeline management and forecasting discipline.
-
CRM platforms (e.g., Salesforce or HubSpot).
-
Sales engagement tools and analytics dashboards.
-
AI tools such as Microsoft Copilot, grok bot with a data-driven, digitally fluent approach.
Nice to Have
-
Bachelor's degree in business, Marketing, Commerce or a related field, or equivalent professional experience.
-
Experience or comfortable selling composable, API-first or AI-driven retail solutions.
Communication & Teamwork
-
Excellent communication, negotiation and executive presentation skills.
-
Working knowledge of English (spoken and written), as you will sell to North American customers and partners who operate in English.
-
Willingness to travel within North America.
-
A great attitude and the ability to thrive in a small but mighty team, collaborating closely with marketing, product and other departments.
Benefits
-
Health coverage for Canada-based employees, and a health insurance reimbursement stipend for U.S.-based employees.
-
Wellness program (gym membership reimbursement).
-
Professional growth (training platforms, career development fee subsidy, etc.).
-
Company events.
-
Referral program.
-
Flexible schedule.
Why Join Jesta?
-
Join a passionate, collaborative team that values integrity, teamwork, and long-lasting client partnerships.
-
Shape the growth of enterprise solutions trusted by leading retail, wholesale, and supply chain brands worldwide.