Co-Founder & CEO - AI WealthTech

FutureSight; Toronto; On-site; CAD 250,000 +; Full time

Job summary

A pioneering WealthTech venture in Toronto is seeking an experienced Founding CEO to lead product development, engage with clients, and drive capital raising initiatives. The ideal candidate will have a strong background in B2B SaaS, proven fundraising skills, and the ability to build and lead a high-performing team. This role offers an opportunity to shape the future of wealth management technology and is ideal for someone with entrepreneurial experience and a passion for innovation.

Benefits

Initial pre-seed funding

Access to investor and advisor network

Collaborative studio environment

Qualifications

• Motivated to co-found a new venture as CEO.
• Familiar with startup scrappiness and venture ownership.
• Experience in co-founding or working at a venture-backed company.
• Fluent in crafting investor narratives and closing capital.
• Experience in WealthTech, AI agents, or regulated industries is a plus.

Responsibilities

• Lead the roadmap for customer discovery and go-to-market strategy.
• Build the product in collaboration with the product/engineering team.
• Run customer pilots, validate retention, and shape pricing.
• Lead seed fundraising efforts.
• Hire and establish a cultural foundation for the founding team.

Skills

B2B SaaS sales

Marketing

Customer engagement

Fundraising

People leadership

Job description

FutureSight is hiring an experienced and visionary Founding CEO for a B2B WealthTech advisor AI copilot. The new venture is revolutionizing how financial advisors process information to deliver proactive, personalized guidance at scale. Targeting small to mid-sized wealth management firms, our solution enables advisors to deliver better client experiences, boost retention, and accelerate AUM.

Wealth management is approaching a critical inflection point with $70T intergenerational wealth transfer underway and a projected shortage of 100,000+ advisors by 2034. Today’s advisors are overwhelmed by fragmented tools, nonstop headlines, and the pressure to deliver high-touch service across hundreds of clients. Weli acts as a second brain for advisors — surfacing insights, anticipating client needs, and streamlining engagement.

Work has already begun in the studio. The idea has been validated through customer interviews, and pilot conversations are in motion.

As Founding CEO, you will:

• Lead the roadmap — Own customer discovery, refine the wedge, and translate insights into a focused GTM plan
• Build the product — Work with FutureSight’s product/engineering pod to launch V1
• Win customers — Run pilots, shape pricing, and validate retention + expansion
• Raise capital — Lead the seed raise with our support, backed by real traction
• Build your team — Hire your founding team and set the cultural foundation

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 studio 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

• 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

• 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 — 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 WealthTech, AI agents/LLMs, or highly regulated industries

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 is the perfect opportunity for you, we want to hear from you!

Submit your Resume and LinkedIn profile and tell us more about why you think we should chat!

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