Co-Founder & CEO – AI Retail Planning

FutureSight

Co-Founder & CEO leading Maestro, an AI-native inventory planning venture at FutureSight studio. Overseeing strategy, customer development, product launch, and team recruitment.

Posted 6/1/2026full-timeRemote • 🇨🇦 CanadaMid-LevelSeniorWebsite

About the role

Key responsibilities & impact

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

Requirements

What you’ll need

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

Benefits

Comp & perks

🌐 Worldwide ❌ Jobs You've Hidden ⭐️ Saved Jobs ✅ Applied Jobs ✉️ Email Alerts 👤 Account FutureSight Website LinkedIn All Job Openings 11 - 50 employees 🤖 Artificial Intelligence 🤝 B2B Venture Capital
Artificial Intelligence
B2B FutureSight is a venture studio that co-founds and funds B2B AI ventures, building scalable world-class businesses with values-driven leaders. Based in Toronto, New York, and San Francisco, FutureSight collaborates with entrepreneurs by providing a supportive community of experienced product leaders, business designers, engineers, marketers, and growth hackers. This 'Dream Team' aids in refining ideas from inception to scale, developing co-founders into transformational leaders. FutureSight focuses on various sectors, including health tech, education tech, and fintech, offering a rigorous process for validating ideas and investing in great talent and concepts. Co-Founder & CEO – AI Retail Planning Job not on LinkedIn 🔥 54 minutes ago 🇨🇦 Canada – Remote ⏰ Full Time 🟡 Mid-level 🟠 Senior 🤖 Artificial Intelligence Apply Now Find Hiring Managers Customize resume + cover letter Report problem ☆ Save ☑️ Mark as applied ❌ Hide 📋 Description
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 🎯 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 Apply Now 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score Similar Jobs Product Success Specialist, AI Virtual Agents 🕒 2 days ago ServiceTitan 1001 - 5000 ☁️ SaaS 🤝 B2B 🏪 Marketplace Website LinkedIn All Job Openings AI Specialist at ServiceTitan ensuring customer success through onboarding, activation, and retention for the Virtual Agents product. Driving usage and optimization in a SaaS environment. 🇨🇦 Canada – Remote 💵 $65.3k - $97.9k / year 💰 $200M Series G on 2021-06 ⏰ Full Time 🟢 Junior 🟡 Mid-level 🤖 Artificial Intelligence AI Solutions Lead 🕒 May 22 Fusion 51 - 200 🤝 B2B ⚽ Sports Website LinkedIn All Job Openings AI Solutions Lead at InnoSoft responsible for enhancing AI capabilities within business units and managing customer intelligence platforms. 🇨🇦 Canada – Remote ⏰ Full Time 🟠 Senior 🤖 Artificial Intelligence AI Solutions Lead 🕒 May 22 Jonas Software 1001 - 5000 Website LinkedIn All Job Openings AI Solutions Lead responsible for driving applied AI outcomes across business units in Canada. Collaborating on a customer intelligence platform while facilitating workshops and assessments. 🇨🇦 Canada – Remote ⏰ Full Time 🟠 Senior 🤖 Artificial Intelligence AI Designer 🕒 May 20 Escape Velocity Entertainment 51 - 200 🎮 Gaming Website LinkedIn All Job Openings 🇨🇦 Canada – Remote ⏰ Full Time 🟢 Junior 🟡 Mid-level 🤖 Artificial Intelligence Deployment Manager, AI Agents 🕒 May 15 Siena AI 11 - 50 🤖 Artificial Intelligence 🛍️ eCommerce ☁️ SaaS Website LinkedIn All Job Openings Deployment Manager overseeing customer experience operations for AI agents. Managing complex deployments from kick-off to automation performance across multiple stakeholders. 🇨🇦 Canada – Remote ⏰ Full Time 🟡 Mid-level 🟠 Senior 🤖 Artificial Intelligence View More Artificial Intelligence Jobs 🌐 Worldwide Built by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com Search Search Jobs by country Search jobs by city Search jobs by job title Search entry-level jobs Search junior-level jobs Search senior-level jobs Search jobs by tech stack Search jobs by contract type Search remote internships Search remote part-time jobs Remote jobs Anywhere in the World Companies Hiring Anywhere in the World Companies Hiring Sales People Anywhere in the World Companies Hiring Software Engineers Anywhere in the World Resources Advice Tips for finding remote jobs Interview questions and answers Resume examples Cover letter examples Post a job Affiliates Privacy policy Terms of service Job board SEO course AI Apply Copilot OpenClaw job finder Jobs by Country Remote jobs anywhere in the world (Worldwide remote jobs) Remote jobs United States Remote jobs Australia Remote jobs Brazil Remote jobs Canada Remote jobs France Remote jobs Ireland Remote jobs Germany Remote jobs Netherlands Remote jobs Spain Remote jobs UK Popular Jobs Remote data analyst jobs Remote customer support jobs Remote executive assistant jobs Remote marketing jobs Remote product designer jobs Remote product manager jobs Remote project manager jobs Remote recruiter jobs Remote sales jobs Remote software engineer jobs Jobs by Type Remote full-time jobs Remote part-time jobs Remote contract jobs Remote internship jobs Remote entry-level jobs Remote jobs with no experience required Remote junior jobs (1-3 years of experience) Digital nomad jobs Remote jobs with no degree required Freelance remote jobs Temporary remote jobs Remote jobs hiring now Stay at home mom jobs

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Hard Skills & Tools

B2B SaaSfundraisingmerchandise planninginventory managementcustomer engagement

Soft Skills

leadershipteam buildingstrategic thinkingcommunicationtalent development