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H&
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FutureSight

Technical Co-founder - AI Workforce for Law Firms

Canada

Full-time

Apply on LinkedIn About employer

Applications open in a new tab.

Job details

Job type: Full-time
Posting language: English
Posted: Nov 3, 2026

Original job description

The Opportunity

AI is changing the economics of legal practice. Work that once took hours can increasingly be done in minutes, creating both enormous leverage for lawyers and new pressure to win and serve more clients efficiently.

Yet solo practitioners and small law firms still face many of the same constraints: missed calls, slow follow-up, intake handled between client matters, inconsistent marketing, and administrative work competing with billable time. Building larger intake, administrative, and marketing teams is expensive and increasingly unnecessary.

BloomLex is building a different model: a managed AI workforce that helps small law firms grow without growing their team.

The customer thesis has been validated through live pilots, and multiple deployments are moving into production evaluation. The next phase is proving in-production reliability, delivery economics, repeatability, and scalability. The companies that successfully deploy trusted AI workers into professional-service verticals over the next 18 months have an opportunity to define entirely new categories. We intend to be one of them.

The Venture

BloomLex is building an AI workforce for solo practitioners and small law firms, helping them win and serve more clients without adding headcount.

We call the broader shift the Rise of the Solo: AI gives an individual lawyer or a small firm access to capabilities that historically required a much larger organization.

Unlike self-serve software, BloomLex is fully managed. We configure, deploy, monitor, and continuously improve the AI workforce for each firm. Our customers evaluate us on outcomes - calls answered, prospective clients captured, consultations booked, demand generated, follow-up completed, and time saved - not on how much software they configure themselves.

Our Bloomlex workforce starts with two teammates:

Ava - AI Front Desk. Ava answers calls 24/7, handles structured intake, screens and routes inquiries, books consultations, performs outbound callbacks and follow-up, and integrates those interactions into the firm's workflow.

Claire - AI Marketing Assistant. Claire helps firms generate and nurture demand through content, digital marketing, campaign management and optimization, lead nurturing, and ongoing marketing execution.

Together, Ava and Claire address both sides of growth: Claire helps create demand; Ava helps ensure that demand is captured and converted.

They are also the beginning, not the end, of the platform. Our roadmap expands the AI workforce across the operational side of the practice - including custom workflows and additional specialized AI roles - all delivered through the same managed model and coordinated around the lawyer.

The Partnership

The CEO co-founder is in place. The customer thesis is validated, design partners are engaged, live pilots are running, and the initial product architecture exists. 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 as the CEO.

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 decision collaboration on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.

You will inherit working products and live deployments, but you will not inherit sacred architecture. Your job is to determine what should survive, what should be rebuilt, and what needs to exist for BloomLex to scale from pilots to thousands of firms.

Role & Responsibilities

As Co-Founder & CTO, you will be a hands-on builder first and the architect of the technical organization that follows.

Product & Architecture - Own the technical architecture across Ava, Claire, and the broader BloomLex AI workforce. Make the build-versus-buy decisions that determine where BloomLex creates durable technical advantage.
Voice AI & Reliability - Harden Ava's real-time voice, telephony, intake, scheduling, routing, and workflow systems for production reliability. Establish observability, evaluation, escalation, and audit-trail standards appropriate for a trust-sensitive environment.
Agentic Workflows - Build reliable AI systems capable of executing multi-step operational and marketing workflows across voice, email, SMS, web, calendars, CRM and practice-management systems, with appropriate human oversight.
Managed AI Delivery Layer - Build the internal infrastructure that allows BloomLex to configure, deploy, monitor, evaluate, and continuously improve AI workers across hundreds and eventually thousands of firms without scaling engineering or implementation headcount linearly.
AI Quality & Economics - Own the trade-offs among model capability, latency, reliability, privacy, and inference cost. Build an architecture capable of delivering strong gross margins within the initial ~$499/month product model as usage scales.
Data, Security & Trust - Establish the security, privacy, tenancy, permissions, data-retention, and audit architecture required to earn the trust of law firms and their clients.
Customer & Market - Work directly with lawyers and design partners, translating real-world workflows and failure modes into product decisions. Represent BloomLex with customers, partners, and investors as the technical voice of the company.
Roadmap - Help convert pilots into repeatable commercial deployments, expand the AI workforce beyond Ava and Claire, deepen integrations into law-firm workflows, and establish a path toward custom and self-hosted models where economics, performance, privacy, or legal requirements justify them.
Team - Recruit and lead the founding engineering team and establish a culture of speed, accountability, technical rigour, and customer obsession.

Co-Founder Profile

We are looking for a technical founder, not simply an engineering manager.

You have:

Shipped LLM-powered, agentic, voice, or automation systems into production environments where incorrect outputs and system failures carried meaningful consequences
Full-stack confidence across applied LLMs, conversational and real-time voice AI, APIs and integrations, workflow orchestration, observability, data architecture, and secure multi-tenant SaaS
Strong instincts around AI evaluation, reliability engineering, edge-case management, hallucination mitigation, human-in-the-loop design, and production monitoring
Well-formed convictions about the trade-offs among AI quality, latency, reliability, privacy, and cost
Experience building platforms that combine software with managed or service-heavy delivery, with the discipline to automate delivery rather than scale headcount linearly
The ability and willingness to work directly with customers and turn messy real-world workflows into reliable products
The mindset of a principal and owner - including the willingness to say “this won't scale,” “this isn't ready,” or “we need to rebuild this” when the integrity of the product requires it
The desire to remain deeply hands-on while building the team around you

Strongly preferred:

Prior founder or early-stage technical leadership experience
Experience with production voice AI, telephony, agentic workflows, or AI evaluation infrastructure
Background in legal tech, healthcare, financial services, or another trust-sensitive vertical
Experience with security, privacy, and compliance requirements involving sensitive customer data
Experience deploying or self-hosting open-source/custom models where privacy, latency, control, or economics require it

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.

Apply on LinkedIn About employer

More about this job

Responsibilities

Own BloomLex’s product and technical architecture, harden its voice AI and agentic workflows for reliable production use, and build the managed delivery platform to support growth across law firms. Work directly with customers, lead technical hiring, and guide product, security, AI quality, and unit economics as the company scales.

Requirements

The candidate should have shipped production LLM, voice, agentic, or automation systems where failures had meaningful consequences, with broad expertise across AI, integrations, reliability, and secure SaaS. They should be a hands-on technical founder who can translate customer workflows into dependable products; early-stage leadership and experience in trust-sensitive industries are preferred.

Skills

Applied LLMs
Voice AI
Telephony
Agentic Workflows
Full-Stack Engineering
API Integrations
Workflow Orchestration
AI Evaluation
Reliability Engineering
Observability
Secure Multi-Tenant SaaS
Data Architecture
Privacy and Security
Human-in-the-Loop Design
Customer Discovery
Engineering Leadership

Benefits

Founder-Level Equity

Visa sponsorship

Not detected in the job text

Keywords

LLMs
Conversational AI
Real-Time Voice AI
Telephony
Agentic Systems
Workflow Automation
APIs
Email
SMS
Calendars
CRM
Practice Management Systems
Workflow Orchestration
AI Evaluation
Observability
Hallucination Mitigation
Human Oversight
Multi-Tenant SaaS
Data Architecture
Security
Privacy
Data Retention
Audit Trails
Inference Cost
Open-Source Models
Custom Models
Legal Technology
Managed AI Delivery
Production Reliability
Customer Discovery

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Work requirements

Jobs in Canada