Head of Technical Solutions (AI)

Location: Toronto, Canada

Salary: CA$242,000–CA$267,000 annually, plus equity and CA$60,000–CA$66,000 commission

Company

hirify.global is building a unified AI agent for ecommerce that sells, supports, and re-engages customers across the customer journey.

What you will do

• Lead, hire, and coach distributed pre-sales Solutions Engineers and Forward Deployed Engineers while setting standards for technical quality, customer judgment, and delivery speed.
• Own the technical win for Enterprise and Named deals, including discovery, technical qualification, tailored demos, proofs of concept, solution design, security reviews, integration reviews, and RFP responses.
• Define and lead scalable deployments of the AI Agent, including custom actions, order, warehouse and ERP integrations, multi-store rollouts, and bespoke builds against customer APIs.
• Own the handoff between pre-sales and post-sales and prioritize deployment and optimization capacity based on revenue, churn risk, and automation opportunity.
• Own the professional services P&L, including bookings, revenue, delivery costs, utilization, gross margin, pricing, packaging, statements of work, and change requests.
• Productize custom work, automate team workflows with AI tools and agents, and represent enterprise merchant needs to Product and Engineering.

Requirements

• 10+ years of experience in solutions engineering, solutions architecture, forward deployed engineering, professional services, or technical consulting, ideally in B2B SaaS.
• 5+ years leading customer-facing technical teams, ideally across both pre-sales and post-sales, with experience hiring and developing engineers and managers.
• Experience winning complex six- and seven-figure enterprise deals through technical discovery, proofs of concept, and mutual close plans with Sales.
• Experience owning a professional services P&L or a substantial part of it, including pricing, packaging, utilization, gross margin, and standardizing custom work.
• Experience transforming a reactive technical team into a scalable, productized deployment function.
• Production experience shipping LLM-powered agents, workflows, or integrations, including testing with evaluations and real data; a recent example of work must be demonstrable.
• Ability to write and review code in Python or JavaScript and TypeScript and work with REST APIs, webhooks, and SQL.
• Ability to connect technical work to revenue, retention, and margin; communicate clearly with enterprise customers; and operate effectively in ambiguous environments.

Nice to have

• Ecommerce or CX technology experience with Shopify Plus, BigCommerce, Salesforce Commerce Cloud, Magento, helpdesks, OMS, or WMS platforms.
• Experience at an AI customer service company or with conversational AI.
• Experience leading teams across North America, Europe, and Latin America.

Culture & Benefits

• Five weeks of vacation according to each country's applicable PTO laws, plus paid sick leave and 16 weeks of paid parental leave.
• Health insurance through Sunlife and RRSP matching through Wealthsimple.
• MacBook or equivalent PC and up to CA$900 for a home workstation.
• Up to CA$2,600 per year for job-related learning materials, courses, training, and coaching.
• Premium AI tools, including ChatGPT, Claude, and Granola, with regular knowledge-sharing sessions and AI demonstrations.
• Quarterly online company-wide summits and annual team and company retreats.