Entrepreneur in Residence (Future CEO / Founder) - Customer Success AI 2 weeks ago Be among the first 25 applicantsGet AI-powered advice on this job and more exclusive features.About Future SightFuture Sight is a venture studio that co-creates and funds world-class B2 B AI software companies from Day 1. Our team of repeat founders, operators, product leaders, and investors collaborates closely with entrepreneurs, providing proven playbooks, hands-on expertise, and capital to support startups from inception through growth.The Venture: Automating Customer Success ManagementFuture Sight aims to revolutionize Customer Success Management by proactively engaging customers to retain, expand, and delight. Our platform monitors usage signals, suggests next-best actions, and generates personalized outreach, leading to higher retention, expansion, and strategic insights.What We Bring To The TableValidated problem & early market interest with pilot engagementsEmbedded team of designers, engineers, marketers, and fundraisersInitial funding to build MVP and hire early team membersWhat You'll DoOwn the thesis & roadmap: deepen customer discovery, refine target market, and develop GTM strategyBuild the product & team: collaborate with product/engineering teams to ship V1 and then hire core team membersRun early pilots: secure lighthouse customers, iterate on pricing and positioning,



demonstrate retention and expansion impactRaise external capital: lead next funding round with data-backed growth storiesOperate as CEO: set company culture, manage P&L, report to the Board, and scale the ventureRequirementsYou BringFounder-level drive: experience building or being early at a venture-backed Saa S companyGTM expertise: success in customer success, revenue operations, or enterprise Saa S salesAI & data curiosity: ability to turn product usage and CRM data into valueFundraising skills: craft investor narratives and close fundingPeople leadership: attract top talent, coach, and foster company cultureNice-to-HavesExperience with CS tools (Gainsight, Totango, Catalyst, etc.)Knowledge of LLMs, agents, or predictive analyticsNetwork in B2 B Saa S (Series A-C) customer success or Rev Ops communitiesBenefitsWhat You Can ExpectSignificant equity (founder-level ownership) plus stipendHands-on support in product, design, growth, talent, finance, and fundraisingReady to Build?If automating proactive customer success excites you and you want a world-class co-founder team, apply with your résumé + Linked In and tell us why you're the right founder.Future Sight values diversity, equity, and inclusion and welcomes applicants from all backgrounds.#J-18808-Ljbffr

📌 Entrepreneur In Residence (Future Ceo / Founder) - Customer Success Ai (Winnipeg)
🏢 FutureSight
📍 Winnipeg