About The Position
FutureSight is seeking a Co-Founder & CEO to lead Maestro, an AI-native inventory-planning intelligence venture. 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. The market signal is clear: Autopilot is the vision, the pain is in the dollars, not the dashboards, and institutional memory failure is systemic and unresolved. We are targeting a large, structurally underserved segment: SMB operators managing multi-channel physical inventory complexity at $5M–50M revenue — importers, distributors, Amazon aggregators, and specialty retailers. The beachhead SAM is estimated at $200M–$225M across approximately 15K–16K brands in the US and Canada. Excel is the universal incumbent! EBITDA across the $10–50M DTC cohort is compressed to 7.25% in 2025 with revenue declining ~4.6% YoY. Planning waste attacks the margin stack directly.
Requirements
- Previous founding experience at a venture-backed company.
- Demonstrated success in B2B SaaS go-to-market, including sales and customer engagement.
- Fundraising fluency, with the ability to develop investor narratives and close capital.
- Proven ability to attract, develop, and retain top talent.
- Clear-eyed understanding of the risks and demands of co-founding a venture-backed company.
- Deep, operational exposure to merchandise planning, inventory management, and multi-channel retail operations.
Responsibilities
- Set the direction of the venture and lead its execution.
- Refine the ICP, pricing model, and product positioning.
- Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion.
- Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback.
- Lead the seed raise, supported by FutureSight's network and traction.
- Recruit and lead the founding team, and establish the cultural foundation of the company.
Benefits
- Founder equity with meaningful ownership from inception
- Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
- Studio resources, including embedded design, engineering, growth, and fundraising support from day one
- Investor and advisor network across retail tech and early-stage capital markets
- A true co-creation model in which you operate as CEO with the studio as your partner
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What This Job Offers
Job Type
Full-time
Career Level
Executive
Education Level
No Education Listed
