Senior Manager, Pilot Success (IoT)

TL;DR

Senior Manager, Pilot Success (IoT): Defining and driving the pilot program framework to accelerate revenue growth and win rates for enterprise accounts with an accent on AI-driven efficiency and process innovation. Focus on optimizing the end-to-end pilot lifecycle, automating manual workflows via AI, and leading cross-functional teams of managers and contributors.

Location: Hybrid in Oakville, Ontario, Canada

Salary: $124,600 - $166,200 CAD

Company

hirify.global is a global leader in IoT and connected transportation, providing web-based analytics to help businesses manage fleets and improve sustainability.

What you will do

• Optimize the end-to-end pilot lifecycle to increase sales velocity and win rates for strategic enterprise accounts.
• Oversee high-performing cross-functional teams, including the management of other people leaders and individual contributors.
• Execute an AI implementation roadmap to automate data analysis, reporting, and hardware provisioning.
• Design and own the "Customer Journey" for the pilot phase in collaboration with Product and UX teams.
• Analyze program KPIs to correlate the Pilot Program's impact with ARR and Customer Lifetime Value.
• Act as the senior escalation point for high-stakes pilot engagements and critical customer issues.

Requirements

• 8–10 years of experience in Technical Solution Selling, Customer Success, Sales Engineering, or Professional Services.
• 5+ years of direct people management experience, including a proven track record of managing other people leaders.
• Experience leveraging AI or automation technologies to drive operational efficiencies in a revenue support environment.
• Deep understanding of complex enterprise B2B sales cycles and methodologies (e.g., MEDDPICC or CHAMP).
• Strong analytical acumen and the ability to communicate business impact to executive stakeholders.
• Location: Must be based in or able to work from Oakville, Ontario, Canada.

Culture & Benefits

• Flexible hybrid working model with home office reimbursement.
• Competitive medical and dental benefits and a retirement savings program.
• Family-friendly support including a baby bonus and parental leave top-up program.
• Opportunities for professional growth through online learning and networking.
• Electric vehicle purchase incentive program.