Talent.com
FutureSight
Technical Co-founder (CTO) - AI staffing platform for Law FirmsFutureSight • Toronto, ON, CA
Technical Co-founder (CTO) - AI staffing platform for Law Firms

Technical Co-founder (CTO) - AI staffing platform for Law Firms

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

The Opportunity

Solo practitioners and small law firms still lose work the same way: missed calls, slow callbacks, and intake handled between hearings. Hiring is no answer — payroll, training, and turnover are exactly what these firms cannot absorb.

Problem and solution validation are complete. Multiple live pilots are entering production evaluation. The next phase is proving in-production reliability, delivery economics, and scalability. The teams that ship credible AI workers into trust-sensitive verticals in the next 18 months will define the category. We intend to be one of them.

The Venture

BloomLex is a managed AI staffing platform that delivers AI workers as fully-set-up hires — trained, monitored, and continuously improved by our team. Rather than another self-serve SaaS tool, BloomLex operates as a Role-as-a-Service business: lawyers evaluate us on outcomes — time saved, calls answered, consults booked — not configuration effort.

Our first hire, Ava, is an AI Front Desk that answers calls 24/7, captures structured intake, books consultations, and performs outbound callbacks, without creating new operational burden for the lawyer. The roadmap expands from the front desk into adjacent AI staff roles, all delivered through the same managed model.

The Partnership

The CEO co-founder is in place. The customer thesis is validated, design partners are engaged, and live pilots are running. What remains is to bring on the technical co-founder — a partner who will own product and engineering with the same conviction, urgency, and ownership stake.

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, and a genuine partnership with the CEO on every material decision.

Role & Responsibilities

As Co-Founder & CTO, you will write the first lines of production code, set the technical direction, and lead execution end-to-end.

  • 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 $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

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.

Create a job alert for this search

Technical Co-founder (CTO) - AI staffing platform for Law Firms • Toronto, ON, CA

Similar jobs

Contract AI Engineer in Canada

Jay Analytix INC.Toronto, ON, CA
Full-time

Join a dynamic banking environment as an AI Engineer in Toronto, Montreal, Vancouver, or Calgary! With a focus on AI/ML, your expertise will transform banking operations.We are on the lookout for a... Show more

 • Promoted

Expert in U.S. Employment Law for AI Project

TuringToronto, ON, CA
Full-time

Join Turing's innovative team as an Employment Law expert, fine-tuning AI by evaluating workplace scenarios.Contribute remotely while focusing on discrimination and compliance.Turing, located in Sa... Show more

 • Promoted

Generative AI Data Analytics Go-To-Market Leader

CapgeminiGreater Toronto Area, Canada, Canada
Full-time

Capgemini Canada is seeking a Generative AI Data Analytics Go-To-Market Leader based in Toronto.Define and execute the Gen AI Go to Market Strategy, ensuring alignment with global corporate objecti... Show more

 • Promoted

Technical Lead, AI Architect - toronto

Rexall Pharmacy Group Ltd.toronto, on, ca
Full-time

The Role: Technical Lead, AI Architect.A total rewards package meant to enhance your work-life flexibility.Professional growth and development via challenging projects and assignments.Warm and fuzz... Show more

 • Promoted

Technical Partner Bubble.io AI Integration

Find coToronto, ON, CA
Full-time

Ovo Meets SeedLearn morePMF·3-5Team-Members·Software & SaaS---### Overview* (Co-)Founder* Tech* Software Engineer* Full-time* Toronto* Remote only* No salary* 5% - 10%* Mid-level (3-6 years)* Maste... Show more

 • Promoted

Co-Founder & CTO, New Venture: Real Estate Regulatory Compliance Platform

DiagramToronto, Ontario, Canada
Full-time

We are addressing a significant pain point within the real estate development and construction industry, a sector ripe for disruption driven by recent advances in foundational AI models and increas... Show more

 • Promoted

Co-Founder Cto For Venture‐backed Real Estate Tech

R-LABS Canada Inc.Toronto, Canada
Full-time

An innovative venture-building firm in Toronto is seeking a CTO to lead the development of a revolutionary technology platform in real estate.This hybrid role involves architecting the platform, in... Show more

 • Promoted

Remote and Hybrid Independent Contractor Technology Lawyers (Canada) - MT>Align, a division of

MT>Align, a division of McCarthy Tétrault LLPmarkham, on, ca
Remote
Full-time

Work for yourself, but with us!.Align, a division of McCarthy Tétrault LLP, pairs high caliber independent contract lawyers with our clients who need legal support.Align, successful applicants will... Show more

 • Promoted

Generative AI Developer – Retail/CPG Domain - Comprehensive Resources Inc

Comprehensive Resources Incrichmond hill, on, ca
Full-time

Generative AI Developer (Retail/CPG).Seeking a GenAI Developer with expertise in LLMs, RAG, and prompt engineering.Build scalable AI solutions using Python, LangChain, HuggingFace, and vector DBs l... Show more

 • Promoted

Parnter & National Leader AI Business Solutions

People Machinenewmarket, on, ca
Full-time

Partner & National Leader, AI Business Solutions.This role can be located in any major city centre across Canada.Digital services within the firm.The role will focus on sales, delivery excellence a... Show more

 • Promoted

AI Integration & Onboarding Specialist - SayVo AI

SayVo AImarkham, on, ca
Full-time

AI Integration & Onboarding Specialist.Contractor (with full-time potential).SayVo AI is a fast-moving startup that builds AI employees that call, text, email, and close the loop in the CRM.In a nu... Show more

 • Promoted

Senior Tech Counsel: AI & Contracts Leader

Ernst & Young Advisory Services Sdn BhdToronto, ON, CA
Full-time

A leading global professional services firm is seeking a Senior Legal Counsel in Toronto.This role involves advising the organization on complex commercial contracts, particularly in technology.Can... Show more

 • Promoted

Senior Consultant, AI Adoption and Engagement

Tundra Technical SolutionsGreater Toronto Area, Canada, Canada
Full-time +1

Senior Consultant, AI Adoption and Engagement,.Business Process Reengineering & AI Activation.Estimated Duration: Full Time Permanent.Senior Consultant, AI Adoption & Engagement.Manager, Integratio... Show more

 • Promoted

Agentic AI Developer

HaysGreater Toronto Area, Canada, Canada
Full-time

Our client is a fast‑growing technology organization building next‑generation AI‑driven products.The team is focused on designing and scaling intelligent, autonomous systems that solve real‑world p... Show more

 • Promoted

Technical Co-Founder / CTO

Northeading TechnologiesToronto, ON, CA
Full-time

About the job Technical Co-Founder / CTO.We are seeking a Technical Co-Founder / CTO who is ready to take the lead in building a category-defining hiring platform.You will be responsible for transf... Show more

 • Promoted

Co-Founder CTO for Venture‑Backed Real Estate Tech

R-LABS Canada Inc.Toronto, ON, CA
Full-time

An innovative venture-building firm in Toronto is seeking a CTO to lead the development of a revolutionary technology platform in real estate.This hybrid role involves architecting the platform, in... Show more

 • Promoted

Senior Consultant, AI - Konica Minolta Business Solutions Canada

Konica Minolta Business Solutions Canadarichmond hill, on, ca
Full-time

Exciting Opportunity in Canada - Remote.Lead the design and implementation/delivery of AI solutions, AI Training, Adoption, or Assessments, ensuring alignment with customer objectives, adhering to ... Show more

 • Promoted

Senior Manager- AI Agents- Canada Tax and Law Technology Group

EYToronto, ON, CA
Full-time

At EY, we’re all in to shape your future with confidence.We’ll help you succeed in a globally connected powerhouse of diverse teams and take your career wherever you want it to go.Join EY and help ... Show more