Co-Founder & CEO, AI B2B Startup

FutureSight; Canada; On-site; CAD 150,000 - 250,000; Full time

Job summary

FutureSight is seeking an experienced Founding CEO for a new B2B SaaS venture focused on redefining Customer Success with AI. This role involves leading customer discovery efforts, collaborating on product development, and raising capital to establish a successful startup. Ideal candidates will be driven founders with experience in B2B SaaS and a strong network in the industry.

Qualifications

• You are motivated to co-found a new venture as the CEO.
• Experience in B2B SaaS sales, marketing, and customer engagement.
• Able to tell a compelling investor story and close capital.

Responsibilities

• Lead customer discovery and craft a focused go-to-market motion.
• Collaborate to build the initial product and run commercial pilots.
• Drive fundraising efforts and build your core team.

Skills

B2B SaaS sales

customer engagement

founder-level drive

startup scrappiness

fundraising fluency

risk appetite

team leadership

Education

previous founding experience in a product company or B2B SaaS venture

Tools

CS tooling (Gainsight, Totango, Catalyst)

Job description

1 week ago Be among the first 25 applicants

FutureSight is hiring an experienced and visionary Founding CEO for a new B2B SaaS company reimagining Customer Success through AI. This venture is building the next stage of Customer Success Management by proactively engaging every account to retain, expand, and delight. The platform monitors usage signals, surfaces next-best actions, and generates hyper-personalized outreach—unlocking higher revenue retention, net-new expansion, and leadership-ready insights for customer teams.

We're aiming to launch in Q3 2025.

Work is already underway. Dozens of customer discovery interviews are complete, we've validated the problem, and early pilot interest is secured.

As Founding CEO, You Will:

• Own the thesis & roadmap — Lead customer discovery, sharpen our wedge, and craft a focused GTM motion
• Build the product — Collaborate with FutureSight's product/engineering pod to ship V1
• Win early customers — Run commercial pilots, test pricing, and validate retention + expansion
• Raise capital — Lead the seed round, supported by traction and FutureSight's investor network
• Build your team — Hire your core team and set the cultural foundation for scale
  
  

About FutureSight

FutureSight is a leading venture studio that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.

You'll co-create with a proven team including:

• John Carbrey - 4x founder, bootstrapped to $100M ARR
• Joshua Auslander - Seasoned CFO and strategic advisor with $200M aggregate exits
• Kevin Nguyen - Product leader with 0 → 1 SaaS scale-up experience
• Alan Smith - Globally recognized early stage validation expert, 24 products launched, an exit, 5M+ books sold
• Prathna Ramesh - Early-stage investor and capital strategy advisor
  
  

What We Bring to the Table

• Validated problem & early market pull — We've interviewed dozens of CS, RevOps, and sales leaders and secured pilot interest.
• Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1.
• Capital commitment — Initial funding for early hires and building the MVP with potential for follow-on funding
  
  
  

What You Bring To The Table

• 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 know what you're signing up for. 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 — Experience in B2B SaaS sales, marketing, and customer engagement
• AI & data curiosity — You know how to turn product usage and CRM data into customer impact
• Fundraising fluency — Able to tell a compelling investor story and close capital
• People leadership — Magnet for talent; sets culture and inspires teams
  
  

Bonus:

• Prior experience with CS tooling (Gainsight, Totango, Catalyst, etc.)
• Exposure to LLMs, agentic workflows, or predictive analytics
• Strong network in B2B SaaS, especially within CS or RevOps communities
  
  

What You Can Expect

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

Ready to Build?

If you're excited by the idea of automating proactive customer success—and want a proven studio team behind you—we'd love to hear from you.

Submit your resume and LinkedIn along with a quick note about why we should connect.

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and lived experiences.

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Other

• Industries

  IT Services and IT Consulting

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