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Technical Co-founder (CTO) - AI Legal Front Desk
FutureSight
Toronto, CAN
Full Time
Executive
1 weeks ago
LLMVoice AIConversational AITelephonySaaSObservability
Free
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LLMVoice AIConversational AI
About the Role
FutureSight seeks a Technical Co-founder (CTO) for BloomLex, an AI staffing platform delivering AI workers for law firms. You will own product and engineering, harden voice AI systems, and build the delivery infrastructure.
Key Skills for This Role
LLMVoice AIConversational AITelephonySaaSObservability
Responsibilities
- Architecture & Reliability — Harden Ava's voice and workflow systems for in production reliability. Establish core architecture, observability, and audit trail standards.
- RaaS Delivery Layer — Build the internal infrastructure that lets the team configure, monitor, and optimize AI performance without scaling engineering headcount.
- Unit Economics — Own the trade offs between AI quality and cost per call, and lock in unit economics within the CAD 499/month pricing model.
- Customer & Market — Represent the company in front of lawyers, partners, and investors as the technical voice of the venture.
- Roadmap — Convert pilots into paying customers, expand the AI staff beyond the front desk, and begin a path toward custom and self hosted models where legal and privacy requirements demand it.
- Team — Recruit and lead the founding engineering team, and establish the cultural foundation of the company.
Requirements
- Shipped LLM powered and voice systems into production environments where incorrect outputs carried real consequences.
- Full stack confidence across applied LLMs, real time voice and conversational AI, telephony, human in the loop workflows, observability, and secure multi tenant SaaS.
- Well formed convictions about reliability engineering, edge case management, and the trade offs between AI quality and cost per call.
- Experience building managed and service heavy platforms, with the discipline to scale delivery without scaling engineering headcount.
- Prepared to operate as a principal — including saying 'this won't scale' or 'this isn't ready' when the integrity of the product requires it.
Full Job Posting
The Opportunity
- Solo practitioners and small law firms still lose work the same way: missed calls, slow callbacks, and intake handled between hearings.
- BloomLex is a managed AI staffing platform that delivers AI workers as fully set up hires — trained, monitored, and continuously improved by our team.
What You'll Own
- Architecture & Reliability — Harden Ava's voice and workflow systems for in production reliability. Establish core architecture, observability, and audit trail standards.
- RaaS Delivery Layer — Build the internal infrastructure that lets the team configure, monitor, and optimize AI performance without scaling engineering headcount.
- Unit Economics — Own the trade offs between AI quality and cost per call, and lock in unit economics within the CAD 499/month pricing model.
- Customer & Market — Represent the company in front of lawyers, partners, and investors as the technical voice of the venture.
- Roadmap — Convert pilots into paying customers, expand the AI staff beyond the front desk, and begin a path toward custom and self hosted models where legal and privacy requirements demand it.
- Team — Recruit and lead the founding engineering team, and establish the cultural foundation of the company.
Co Founder Profile
- Shipped LLM powered and voice systems into production environments where incorrect outputs carried real consequences.
- Full stack confidence across applied LLMs, real time voice and conversational AI, telephony, human in the loop workflows, observability, and secure multi tenant SaaS.
- Well formed convictions about reliability engineering, edge case management, and the trade offs between AI quality and cost per call.
- Experience building managed and service heavy platforms, with the discipline to scale delivery without scaling engineering headcount.
- Prepared to operate as a principal — including saying 'this won't scale' or 'this isn't ready' when the integrity of the product requires it.
- Strongly preferred: prior founder or early stage technical leadership experience; background in legal tech, healthcare, or another trust sensitive vertical; capability to self host custom models to meet legal and privacy needs.
The Partnership
- The CEO co founder is in place. The customer thesis is validated, design partners are engaged, and live pilots are running.
- This is a co founder role, not a CTO hire. In return for that level of commitment, you receive founder level equity, founder level authority with co decision rights on product, technology, hiring, fundraising, and strategy.
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