Co-Founder & CEO - AI Retail Planning Autopilot

About the role

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.

Responsibilities

• Set the venture's direction 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

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

Qualifications

• Experience in AI-native inventory-planning intelligence
• Understanding of SMB operators managing physical inventory complexity
• Knowledge of multi-channel retail operations

Skills

• Strong leadership and strategic thinking skills
• Excellent communication and negotiation skills
• Ability to build and maintain relationships with key stakeholders
• Experience in fundraising and investor relations
• Operational expertise in merchandise planning and inventory management

Benefits

• Co-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
• Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
• Investor and advisor network across vertical AI and early-stage capital markets
• A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as your partner

Pay

The payback case is immediate, and ROI demonstration, not feature demos, will be the critical sales motion.

Schedule

As a co-founder, the schedule will be flexible but aligned with the needs of the company and the market.