Co-Founder & CEO - AI Retail Planning Autopilot

FutureSight
📍 toronto, on, Canada 💼 Full-time 🕒 Posted June 05, 2026

Job Description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture currently in development at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Maestro is an autopilot planning intelligence for SMB operators managing physical inventory complexity without a planning team. It connects across channels and ERPs, handles routine decisions silently, and surfaces exceptions with context and a recommended action before they become revenue losses. The institutional memory that today lives only in a planner's head gets externalized, structured, and queried in plain language.

We didn't just build a thesis; we validated it directly with the market. We have spoken with founders, VP E-Commerce leaders, merchandise planners, and multi-channel operators at DTC and specialty retail brands across the US. The market signal is clear:

  • Autopilo...

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Job Details

  • Location toronto, on
  • Job Type Full-time
  • Category Management & Operations
  • Posted Date June 05, 2026
  • Application Deadline July 15, 2026