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Co-Founder & CEO – AI Retail Planning Autopilot

Future Sight · Austin, Travis County

How to use this kit

Ground every answer in facts on this page and the original listing. We never invent Glassdoor-style reviews or salaries that are not in our data.

Interview prep

Expect founder-depth questions: why retail planning, how automation changes planner workflows, go-to-market for an autopilot product, and how you co-found with complementary skills. Prep a crisp narrative on market wedge and early customer proof; DATA gives little on process or bar.

Fit summary

Best fit is a hands-on co-founder who can lead an AI product for retail planning from Austin, own CEO-scope (capital, hiring, sales), and tolerate thin public company signal. Not a remote IC engineering seat.

Day in the role

As Co-Founder & CEO of an AI retail planning autopilot at FutureSight, a typical day centers on product vision, fundraising and board narratives, hiring early leads, and selling the planning thesis to retail operators. Time splits between roadmap tradeoffs (what “autopilot” should automate), customer discovery, and partner or investor conversations—not IC coding.

Skills to emphasize

No certified pathway is listed (CERTS empty). Useful focus areas for this title: retail merchandising/planning basics, AI product judgment, GTM for B2B software, and founder fundraising. Skip paid cert shopping until a role-specific requirement appears.

FAQ from this listing

Is this role remote?

No. The listing sets remote = 0 and places the job in Austin, Travis County, Texas.

What does FutureSight do?

Public DATA is limited: domain futuresight.com and BetaKit-style coverage on company-building difficulty. Treat the posted product (AI retail planning autopilot) as the primary job signal.

Are salary or review scores available?

No. DATA has no compensation figures and no employer review or star ratings; those fields stay empty rather than estimated.

Company facts (cached)

Website: futuresight.com

Public cache only — not an employee review.

Role overview (listing rewrite)

FutureSight, located in Austin, Travis County, is seeking a Co-Founder & CEO to lead Maestro, an AI-powered inventory planning platform engineered to eliminate complexity from how small and medium-sized businesses manage physical inventory. This full-time co-founder role offers meaningful founder equity and the opportunity to build a venture addressing one of retail operations' most costly, unsolved problems. About This Position You'll serve as Chief Executive and co-founder of Maestro, architecting an intelligent automation system that replaces manual inventory planning with AI-native decision-making. This is a true co-founder partnership with equity participation—not a salaried position. As CEO, you will set Maestro's strategic vision, define its competitive differentiation, and lead the organization through seed stage, fundraising, and growth. You'll own relationships with investors, customers, and the founding team while maintaining hands-on involvement in product strategy and market positioning. Key Responsibilities Define the company's long-term strategic direction, product roadmap, and market positioning within retail and inventory planning software Lead all fundraising activities, investor outreach, and capital strategy to fund operations and scale Develop and execute go-to-market strategy reaching SMB operators who manage inventory without dedicated planning resources Recruit, hire, and mentor the founding team across engineering, product, sales, and operations Establish and deepen relationships with early customers to validate product-market fit and guide roadmap priorities Forge strategic partnerships with ERP vendors and channel platforms to expand accessibility and integration coverage Manage financial planning, unit economics, and performance metrics against business objectives Qualifications Successful track record founding or leading growth at early-stage venture-backed SaaS companies Proven executive leadership capability to recruit talent, inspire teams, and execute at scale Deep operational knowledge of retail, inventory management, supply chain, or related commerce disciplines Demonstrated strength in business development, enterprise sales, or building repeatable go-to-market models Working familiarity with artificial intelligence, automation, or modern optimization technologies and their business applications Entrepreneurial temperament; comfort navigating ambiguity and iterating quickly in startup conditions Established ability to close customer deals and build enduring business partnerships Working at FutureSight FutureSight exists to deliver Fortune 500–grade inventory intelligence to small business operators. By automating planning through AI, we reduce inventory carrying costs,…

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Questions to ask them

Generated for personal interview prep · 2026-07-17 UTC · getajob.ai