Role Description 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 - Multi-channel operators at DTC and specialty retail brands across the US The market signal is clear: - Autopilot is the vision: Every named competitor generates recommendations that humans still have to act on manually. - No product at this revenue tier is building toward full autonomous execution of the planning lifecycle. - Maestro's product vision is full autopilot: the system owns the buy decision, allocation, and markdown trigger end-to-end. - Buyers earn that trust incrementally, starting with routine decisions handled silently and exceptions surfaced with context. The pain is in the dollars, not the dashboards: - Documented annual losses across just five buyer accounts total $1.25–1.5M+. - Buyers currently spend $0–500/month on software; the entire planning budget is tied up in headcount. - The payback case is immediate, and ROI demonstration, not feature demos, will be the critical sales motion. Institutional memory failure is systemic and unresolved: - One SVP with 30 years of domain expertise described relying entirely on personal recall to flag which materials, colours, and styles underperformed last season. - When he leaves, that knowledge disappears, and no tool captures it today. - Every buyer interviewed described a version of this problem. Qualifications - 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 Requirements - Strategy — Refine the ICP, pricing model, and product positioning - Customer Development — 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 - Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback - Capital — Lead the seed raise, supported by FutureSight's network and traction - Team — 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 How to Apply Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate. FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

• Forum's Venture Studio brings together ambitious people, brilliant ideas, and capital to build the best B2B SaaS businesses in the world, from 0 to 1. • In addition to capital and an idea, we provide founders with access to investor networks, fundraising support, and the resources needed to build transformational companies. • Our AI Studio has launched 19 companies since 2023, and we're launching 4 more in 2026. • We're designed to help Founders move faster, develop better insights, and build companies that have a higher success rate than startups built in any other way. • The health insurance brokerage market is a $400B+ revenue line built on a structure that hasn't changed in 40 years. • Brokers earn 4-8% of premium for placing a plan and managing a renewal. • When premiums go up, they earn more. • Efficiency cuts their own commission. • The people closest to the problem are paid to leave it alone - exactly the kind of market where AI-native builders win. • Group captives, AI-powered TPA tooling, and CMS price transparency rules are pulling self-funded structures down into the 25-200 employee cohort for the first time - roughly 6 million US businesses with no incumbent built to serve them.

Role Description We are building the first super app to manage car ownership—an industry where the experience is stuck in the 90s. Lead a strategic area leveraging LLMs, agents, and internal APIs to automate a fragmented, $2T market. Work with partners at OpenAI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities. At Jerry.ai, we are moving past fragmented, time-consuming processes to create a seamless, automated platform. You will sit at the intersection of product, engineering, and applied AI as you build and scale a sophisticated system that already automates >70% of inbound sales and service requests (over 50k chats per month). Your role will include shaping how modern LLM systems, human-in-the-loop feedback, and computer-use agents redefine an entire industry. How You Will Make an Impact: - Lead end-to-end development for our AI platform and customer experiences, from initial roadmap to rollout. - Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails—balancing latency, cost, and accuracy. - Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards. - Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation. - Work with partners at OpenAI to evaluate and deploy the next generation of voice models and workflow automation. Qualifications - 4+ years of experience in management consulting or technical product management at a fast-paced startup. - Proven interest in modern LLM systems. - Ability to navigate technical tradeoffs and lead by example when implementing AI platform standards. - A track record of taking complex, strategic ideas and turning them into scalable, production-grade products. Requirements - Intrinsically Motivated Technologist: You live and breathe AI. You read the release notes when a new model drops and you’ve already built your own custom workflows. - Systems Thinker: You are comfortable diving into technical conversations about API design and system architecture, translating complex concepts for any audience. - Optimistic Problem-Solver: You are a "how can we" thinker who seeks constant improvement and thrives on owning high-impact metrics. - Data-Driven with Conviction: You are familiar with SQL and comfortable diving into the data to answer your own questions and validate hypotheses. Benefits - Comprehensive benefits package including health, dental, and vision coverage. - Paid time off and paid parental leave. - 401(K) plan with employer matching. - Wellness benefits, among others. - Equity opportunities may also be part of your total rewards package.

• Build and lead the AI Center of Excellence for LanguageLine • Help shape and turn AI strategy into a practical operating model • Establish governance, prioritize opportunities, enable responsible adoption • Help business teams convert AI ideas into measurable operational and client value • Establish Responsible AI Governance with policies, standards, and playbooks • Partner with business and functional leaders to identify, assess, and prioritize AI opportunities • Create mechanisms to measure AI adoption, effectiveness, and business impact • Hire, coach, and lead a small team supporting rapid prototyping, enablement, and delivery acceleration