Co-Founder & CEO - AI Customer Success

FutureSight; Toronto; On-site; CAD 80,000 - 100,000; Full time

Job summary

A pioneering venture studio is seeking an experienced Founding CEO to lead the development of a new AI-driven Customer Success Management platform. This role involves winning customers, launching the product, leading fundraising efforts, and building a founding team. Candidates must have experience in B2B SaaS sales, proven leadership, and a strong drive for startup success. This is a full-time position focused exclusively on establishing a new SaaS venture in Toronto, Ontario, where the potential for growth and equity is significant.

Benefits

Equity stake in the new entity

Access to investor and advisor network

Initial pre-seed funding

Qualifications

• You are motivated to co-found a new venture as the CEO.
• You have co-founded a product company or B2B SaaS venture.
• You possess proven success in B2B SaaS sales and marketing.
• You can craft investor narratives and close capital.

Responsibilities

• Win customers by shaping pricing and validating retention.
• Work with the product/engineering team to launch V1.
• Lead the seed raise with initial capital.
• Hire the founding team and set the cultural foundation.

Skills

B2B SaaS sales

Startup scrappiness

Fundraising

People leadership

GTM strategy

Job description

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 + expansion
• Build the product — Work with FutureSight’s product/engineering pod to launch V1
• Raise capital — Lead the seed raise with our initial cheque
• Build your team — Hire your founding team and set the cultural foundation

About FutureSight

FutureSight 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 1
• Capital 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 network

What 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 finish
• Previous 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 Entrepreneurial Risk Profile
• GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement
• Fundraising 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 carrier
• Bonus: Exposure to accounting/finance tools and processes or AI agents/LLMs

What You Can Expect

• Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise

• Full P/L ownership of the new entity
• A significant equity stake in the business
• This is a full‑time role; we are looking for someone to commit full‑time and exclusively to building and owning a new SaaS venture.