Account Manager Enterprise Sales

Onside AI provides proactive, AI-powered security solutions designed to identify and prevent threats before they occur. Our technology enables organizations to stay one step ahead in safeguarding their operations and minimizing risk. We are committed to delivering intelligent, reliable, and scalable security measures, with a mission to create safer environments through smart prevention.

We are in an active commercial phase, bringing our platform to enterprise customers in critical infrastructure, energy, and industrial markets through both direct sales and established channel partnerships. This is a high-impact, high-visibility moment to join the company.

We are looking for an experienced Account Manager, Enterprise Sales to drive new business and manage strategic accounts through complex, multi-stakeholder sales cycles. You'll be selling a category-defining AI security platform into security, risk, and operations leadership at large enterprises — including direct outreach, channel-led opportunities, and partner-introduced engagements.

This is a senior individual contributor role reporting to company leadership. You will own the full enterprise sales cycle — from qualification through pilot, commercial negotiation, and signed contract — and play a central role in driving new revenue for the business.

The role is based on-site at our Etobicoke, ON office, with international travel as required to support customer and partner engagements.

• Own and close enterprise opportunities end-to-end, from qualification through pilot, commercial negotiation, and contract execution
• Manage and grow strategic relationships with channel partners and advisory firms to generate and progress pipeline
• Build and maintain executive-level relationships with security, risk, IT, and operations leaders at target enterprises
• Lead complex deal cycles involving procurement, legal, IT security, and technical evaluation teams
• Develop tailored proposals, business cases, and pilot structures aligned to customer priorities
• Partner with leadership and technical resources to design solutions that fit each customer's environment and use case
• Maintain accurate pipeline, forecasting, and account intelligence in CRM
• Provide structured feedback from the field to inform product, pricing, and go-to-market decisions
• Represent Onside AI at industry events, partner forums, and customer engagements

• 5+ years of enterprise B2B sales experience with a track record of closing six- and seven-figure deals
• Demonstrated success selling complex technology — security, AI, video analytics, IoT, SaaS, or industrial/critical infrastructure platforms preferred
• Experience selling into large enterprises with multi-stakeholder buying groups (security, risk, IT, operations, procurement)
• Strong understanding of channel and partner-led sales motions; prior experience working through integrators, brokers, or technology partners is highly valued
• Comfort navigating long, complex sales cycles and structured procurement processes
• Excellent commercial instincts — strong at qualification, negotiation, and closing
• Polished written and verbal communication; confident presenting to executive audiences
• Self-directed, organized, and effective in an early-stage environment with limited structure
• Willingness and ability to travel internationally as required
• Experience selling into energy, oil & gas, utilities, or critical infrastructure verticals is a strong asset
• Bilingual (English/French) and international market experience are assets

• A senior enterprise sales role with direct exposure to a high-growth AI category and global enterprise customers
• A collaborative, on-site team environment at our Etobicoke, ON office
• Competitive base salary, commission, and benefits package
• Opportunity for career growth as the company expands

Onside AI is an equal opportunity employer. We welcome and encourage applications from people of all backgrounds and are committed to building an inclusive team.