Co-Founder & CEO - AI Customer Success

5 days ago

Toronto, Canada FutureSight Full time

FutureSight is seeking an experienced, visionary Founding CEO to lead our AI Customer Success opportunity.We are building the next evolution of Customer Success Management where every account gets proactive, intelligent engagement without relying on manual effort. Our platform analyzes product usage signals in real time, recommends the next best actions, and generates highly personalized outreach for CSM teams. The result? Higher revenue retention, predictable expansion, and clear insights leadership can actually act on.As Founding CEO, you will:Win customers — Run pilots, shape pricing, and validate retention + expansionBuild the product — Work with FutureSight’s product/engineering pod to launch V1 Raise capital — Lead the seed raise with our initial chequeBuild your team — Hire your founding team and set the cultural foundationAbout FutureSightFutureSight is a venture studio that co-creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage — pairing hands-on studio support with early capital to reduce risk and increase the odds of success by 10x.We’re led by a cross-functional team of builders and investors. Kevin Nguyen and Alan Smith lead venture design and product strategy. Prathna Ramesh applies her experience as a venture investor with capital strategy in every new business. Dennis Ensing mentors our ventures with operational and strategic expertise, Krista LaRiviere brings years of entrepreneurial and marketing experience as a multi-time-exited founder, and Anupama Joshi drives founder excellence. John Carbrey (San Francisco), a successful software entrepreneur and people leader, adds deep insight into scaling startups from 0 to 1, having built and exited multiple prior SaaS ventures.What We Bring Validated problem —  You will enter a venture with a proven market need and strong momentum toward building and scaling.Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1Capital commitment — Initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, and access to our investor and advisor networkWhat You Bring Founder-level drive — You’re motivated to co-found a new venture as the CEO. With or without us, this is your calling.Startup scrappiness — You’re familiar with the scrappiness of owning something from start to finishPrevious founding experience — You have co-founded a product company or B2B SaaS venture or have been at a venture-backed company.Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagementFundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities.People leadership — Magnet for top talent; coach and culture carrierBonus: Exposure to accounting/finance tools and processes or AI agents/LLMs What You Can ExpectDaily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraiseFull P/L ownership of the new entityA significant equity stake in the businessThis is a full-time role; we are looking for someone to commit full-time and exclusively to building and owning a new SaaS venture.

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