Co-Founder & CTO, AI B2B Startup

FutureSight Inc.; Canada; Remote; CAD 150,000 - 250,000; Full time

Job summary

FutureSight Inc. seeks a visionary Founding CTO to lead a new B2B SaaS venture aimed at revolutionizing Customer Success through AI. This pivotal role involves defining the technical vision, building the product, and leading a strong engineering culture, with initial pre-seed funding to support early hires and development.

Benefits

Initial pre-seed funding for early hires

Access to investor and advisor network

Team of engineers and growth marketers from Day 1

Qualifications

• Experience in co-founding a product company or B2B SaaS venture.
• Proven ability to engage customers and translate needs into product.
• Experience scaling teams and aligning tech strategy with GTM.

Responsibilities

• Own the technical vision and define architecture.
• Build the product and partner with product/engineering team.
• Raise capital to support seed round and traction.

Skills

AI execution

Technical leadership

GTM instincts

Startup scrappiness

People leadership

Tools

Gainsight

Catalyst

Job description

FutureSight is hiring an experienced and visionary Founding CTO 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.

The idea is validated, early adopters are lining up, and the studio team is ready to build with you.

As Founding CTO, You Will:

• Own the technical vision — Define architecture, AI approach, and long-term platform strategy
• Build the product — Partner with FutureSight’s product/engineering team to ship V1
• Run Pilots — Land lighthouse customers, iterate pricing/positioning, andvalidate retention + expansion
• Scale the tech stack — Design for scale, extensibility, and CS security best practices
• Raise capital — Support the seed round with a strong product narrative and traction
• Build your team — Hire and lead the engineering org as the company grows
  

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 — You will enter a venture with a proven market need, early adopter interest, 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 to the Table

• Founder-level drive — You’re motivated to co-found a new venture as the CTO. 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, have been at a venture-backed company, or have equivalent intrapreneurial experience
• Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile
• AI execution — Proven ability to ship LLM/agentic workflows into production
• Technical leadership — You’ve scaled teams and aligned tech strategy with GTM
• GTM instincts — Proven ability to engage customers, translate needs into product, and drive adoption through early sales, business development, and go-to-market execution
• People leadership — Attracts top talent and builds a strong engineering culture
  
  

Bonus:

• Experience with CS tooling (Gainsight, Catalyst, etc.)
• Fundraising fluency and ability to craft investor narratives and close capital
• Network in B2B SaaS/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 this opportunity speaks to you, let’s talk. Send us your resume and LinkedIn—and tell us briefly why you think we’d be a great match.

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