Co-Founder & CEO - AI Customer Success

FutureSight; Canada; On-site; CAD 100,000 - 150,000; Full time

Benefits offered by this job

Significant equity stake

Initial capital commitment

Access to investor network

Job summary

A leading AI startup venture in Canada seeks a dynamic Founding CEO to spearhead their innovative Customer Success Management platform. This full-time role demands a visionary leader with proven B2B SaaS sales experience and a strong foundation in fundraising. You'll drive customer acquisition, product development, and lead the seed funding efforts. Expect equity in this venture and daily engagement with a dedicated team, aimed at achieving significant market traction.

Qualifications

• Founder-level drive to co-found a new venture as CEO.
• Experience in B2B SaaS sales, marketing, and customer engagement is essential.
• Must have previous founding experience or worked in a venture-backed company.

Responsibilities

• Win customers by establishing pricing and validating retention.
• Build the product in conjunction with the engineering team.
• Lead the fundraising efforts for initial capital.

Skills

B2B SaaS sales

Fundraising fluency

People leadership

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 the 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