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FutureSight
Co-Founder & CEO - AI Content Intelligence for Professional ServicesFutureSight • Toronto, ON, CA
Co-Founder & CEO - AI Content Intelligence for Professional Services

Co-Founder & CEO - AI Content Intelligence for Professional Services

FutureSight • Toronto, ON, CA
19 hours ago
Job type
  • Full-time
  • Remote
  • Quick Apply
Job description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead an AI-native content intelligence and publishing venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Orbitwell is an AI-first content workflow that turns a professional's own judgment and stories into a consistent, firm-approved public presence. The platform captures private input through conversation, audio, and dictation, drafts voice-matched content grounded in that person's real expertise, and routes every draft through configurable firm guardrails and human verification before it reaches a ready-to-publish queue. Rather than another point solution for capture, writing, or scheduling, Orbitwell is designed to be the system of record for expert-driven publishing inside professional-services firms.

The venture begins with an initial product, 30+ validation interviews, and a working prototype to accelerate iteration and go-to-market. We are now seeking a founder to lead the venture from here.

Market Context

  • ~500,000+ US professional-services firms in wealth and legal alone (33,000 RIAs, 418,000–463,000 law firms), most under 10 people
  • Professional-services AUM/revenue is growing and consolidating: RIA assets under management +22.3% YoY to $176.8T; RIA M&A hit a record 322 deals in 2025, up from 272; law firm employment +1.4% in 2025
  • The category proving willingness to pay for this workflow, personal/employee advocacy software, is a $0.5B–$2.2B market in 2026, growing at double-digit CAGR through the early 2030s
  • Generative AI content creation, the underlying technology wave, is a $14.8B market in 2024 projected to reach $80.1B by 2030 (32.5% CAGR)

About FutureSight

FutureSight is a leading venture builder 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 venture building team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth.

The Partnership

  • Founder equity with meaningful ownership from inception
  • Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
  • Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
  • Investor and advisor network across vertical AI and early-stage capital markets
  • A true co-creation model in which you operate as CEO with FutureSight’s cross-functional team as your partner

What You’ll Own

As Co-Founder & CEO, you will set the venture's direction and lead execution.

  • Strategy — Define the ICP wedge (creators vs. teams vs. agencies), pricing model, and product positioning
  • Customer Development — Expand from internal design partners to external users (creators, teams, agencies), validate retention and willingness to pay, and build the go-to-market motion through creator-led distribution
  • Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
  • Capital — Lead the seed raise, supported by FutureSight's network and traction
  • Team — Recruit and lead the founding team, and establish the cultural foundation of the company

Co-Founder Profile

  • Previous founding experience at a venture-backed company
  • Demonstrated success in B2B SaaS go-to-market, including sales and customer engagement
  • Fundraising fluency, with the ability to develop investor narratives and close capital
  • Proven ability to attract, develop, and retain top talent
  • Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
  • Direct exposure to the creator economy, marketing tech, social platforms, or knowledge work tooling, with familiarity in AI agents/LLMs

How to Apply

Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.

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

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Co-Founder & CEO - AI Content Intelligence for Professional Services • Toronto, ON, CA

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