Strategist, Agent Development at Sierra


Company Logo

Sierra is Hiring

Job Info:
  • Company Sierra
  • Position Strategist, Agent Development
  • Location Toronto
  • Source Empllo
  • Published February 28, 2026
  • Category Development
  • Type Full-Time
  • Salary $190k - $300k


Job Description

📋 Description

  • Partner with PMs and engineers to scope and ship AI agents for thousands of conversations.
  • Lead agent development with product strategy, conversational design, and insights.
  • Be a trusted advisor to customers and drive their AI strategies.
  • Build and refine conversational AI agents and gain exposure to product development.
  • Drive execution of multiple complex, high-visibility agent projects.
  • Coordinate across tech and non-tech stakeholders through the full lifecycle.

🎯 Requirements

  • Outstanding verbal and written communication to convey complex tech to non-technical audiences.
  • Strong understanding of software development, product management, and engineering.
  • Strong analytical and problem-solving skills to identify risks and devise solutions.
  • Leadership and team management to run multiple projects and inspire teams.
  • Degree in CS/Engineering/Math or equivalent; MBA a plus.

🎁 Benefits

  • Flexible (Unlimited) Paid Time Off
  • Medical, Dental, and Vision benefits for you and your family
  • Life Insurance and Disability Benefits
  • Retirement Plan with Sierra match
  • Parental Leave
  • Fertility and family-building benefits through Carrot

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