Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Technical Co-founder (CTO) - AI Legal Front Desk

FutureSight

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.

What you'll own

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.

Vacancy posted 12 hours ago
Similar jobs that could be interesting for youBased on the Technical Co-founder (CTO) - AI Legal Front Desk in Toronto, ON vacancy
  •  ...The Opportunity FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level equity and founder-level authority, not a salaried executive role.... 
    Technical
    Full time
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...scalability. The teams that ship credible AI workers into finance-sensitive functions...  ...managed model. The Partnership The CEO co-founder is in place. The customer thesis is...  ...running. What remains is to bring on the technical co-founder — a partner who will own product... 
    Technical
    Day shift

    FutureSight

    Toronto, ON
    12 hours ago
  • $360k per year

     ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Weli , a B2B WealthTech...  ...a salaried executive role. Weli is an AI-native operations platform purpose-built for...  ...from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Suggested
    Internship
    Work at office

    FutureSight

    Toronto, ON
    12 hours ago
  • $50k - $300k per year

     ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Reclaim , an AI-native denial management and revenue recovery venture. This is a co...  ...systemic failure leaves between $50,000 and $300,000 in legally earned revenue permanently abandoned at each practice every... 
    Suggested
    Part time
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Closeline , an AI-native mortgage origination venture. This is a co-founder partnership...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Suggested
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Maestro , an AI-native inventory-planning intelligence venture. This is a co-founder...  ...it directly with the market. We have spoken with founders, VP E-Commerce leaders, merchandise planners, and multi... 
    Internship
    Immediate start

    FutureSight

    Toronto, ON
    12 hours ago
  • $150k per year

     ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Concordance , an AI-native clinical documentation compliance venture. This is a co-...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Internship
    Manual labor

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Foundry , an AI-Native Recruiting Agency currently in build at FutureSight. This...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing... 
    Internship
    Shift work

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Omnex , an AI-native operating system for multi-channel ecommerce sellers, currently...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Crossfoot , an AI-native accounting agent platform. This is a co-founder partnership...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing... 
    Remplacement
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...seeking an experienced, visionary entrepreneur to co-found its next B2B AI venture with us. This is a co-founder partnership with meaningful founder equity, not a...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience... 
    Full time
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead HawkAI , an enterprise AI venture for US logistics brokerages, carriers, and warehouse...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Internship

    FutureSight

    Toronto, ON
    12 hours ago
  • $200k per year

     ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead LucentAI , an AI-native litigation operations venture in build at FutureSight. This...  ...chronologically triages discovery. This human-gated system excludes legal drafting, externalizing review capacity so firms can... 
    Legal
    Internship
    Immediate start

    FutureSight

    Toronto, ON
    12 hours ago
  • $20 per hour

     ...Hi, I’m Katherine and I’m part of the HR team at Victoria Park Medispa Group, and I’ll be honest, our Front Desk Coordinators are the heartbeat of our clinics. You’re not “just” answering phones or booking appointments. You’re creating first impressions, calming nerves, building... 
    Hourly pay
    Remplacement
    Permanent employment
    Full time

    Victoria Park Medispa

    Toronto, ON
    13 hours ago
  • $26.36 per hour

     ...processing and distribution thereof Ensure front desk is stocked with essential materials...  ...This posting is for an existing vacancy.  AI disclosure:  We use artificial intelligence...  ...landmarks.  Visa Requirements: Must be legally eligible to work in Canada. The hotel is unable... 
    Hourly pay
    Part time
    Worldwide
    Shift work

    Accorhotel

    Toronto, ON
    13 hours ago
  • $17.6 - $18 per hour

     ...Summary: The Front Desk Concierge plays a vital role in ensuring a safe and welcoming environment for condominium residents in Toronto, Ontario. This entry-level position focuses on delivering exceptional customer service, managing resident inquiries, and maintaining security... 
    Permanent employment
    Full time

    Diamond Property Services

    Toronto, ON
    7 days ago
  • $60k - $70k per year

     ...Admin Assistant / Front Desk Coordinator  Mid-Town Toronto | In-Office Full-Time Our client, a growing organization in the   insurance benefits space , is seeking a polished   Admin Assistant / Front Desk Coordinator   to support a senior executive while serving... 
    Full time
    Work at office

    Go2staffing

    Toronto, ON
    13 hours ago
  • Our Front Desk teams are guest experience ambassadors. They are the first and last impression for our guests and are approachable, friendly, kind and hospitable. They work together as a team to provide an exceptional guest experience by welcoming them into our restaurants and... 
    Part time
    Flexible hours

    Cactus Club Cafe First Canadian Place

    Toronto, ON
    6 days ago
  •  ...Description JOB SUMMARY Assists the Front Office Manager in administering front...  ...Staff Switchboard and Guest Services/Front Desk. Position directs and works with managers and...  ...Responsibilities Provides information to supervisors co-workers and subordinates by telephone in... 
    Full time
    Local area
    Shift work
    Night shift

    Marriott Hotels Resorts

    Toronto, ON
    12 days ago
  • : Co-Founder Opportunity – Growth & Business Development Help Build the Future of Vehicle Ownership and Automotive Service The automotive...  ...actionable business insights. ~Communicates clearly with both technical and non-technical audiences and can speak comfortably with shop... 
    Technical
    Long term contract
    Part time
    Internship

    Professional Services Plus

    Toronto, ON
    a month ago
  •  ...We are looking for energetic, creative, and enthusiastic Front Desk Associates to join the Equinox team. This is a great position for...  ...All your information will be kept confidential according to EEO guidelines. Must have a legal right to work in the United Kingdom.... 
    Legal
    Part time
    Day shift

    Equinox

    Toronto, ON
    8 days ago
  • $65k - $80k per year

     ...OPPORTUNITY As a key ambassador for Fengate, the Front Desk Coordinator plays a critical role in delivering a consistent, professional, and welcoming experience for employees, visitors, and external partners. This role is far more than traditional reception—it is a trusted... 
    Full time
    Work at office

    Fengate Asset Management

    Toronto, ON
    a month ago
  •  ...center. Our platform combines the best of AI and human intelligence to help contact centers...  ...the prestigious Stanford AI lab, Cresta's co-founder and chairman is   Sebastian Thrun , the...  ...Center AI and Vertex AI platform, and CTO & co-founder,  Tim Shi , an early member... 
    Technical
    Full time
    Direct hire
    Work at office
    Local area
    Remote work
    Work from home
    Home office

    Cresta

    Toronto, ON
    13 hours ago
  •  ...that accelerate business outcomes.   About the Role Act as the accountable Electric Mind (EM) technical leader across a number of client teams, for a large scale AI Enablement program. The Tech Lead owns the adoption approach to Electric Mind’s AI-enablement delivery... 
    Technical
    Full time
    Local area

    Electric Mind

    Toronto, ON
    13 hours ago
  • $29 per hour

     ...Job Responsibility: Relief Front Desk Support Worker (5 positions available) Employment Type: Relief Work Hours: Varied as needed Salary: $29.00 per hour (L5) Location: 150 Elizabeth Street, Toronto, ON, M5G 0B1 Application Deadline: Tuesday, June 17, 2025 JOIN OUR... 
    Hourly pay
    Permanent employment
    Temporary work
    For contractors
    Local area

    YWCA Toronto

    Toronto, ON
    5 days ago
  •  ...secondary degree in Computer Science, Software Engineering or equivalent academic/professional experience required * Github experience Preferably living in or near the Toronto area to allow collaboration in person, especially for candidates wanting to become our CTO.... 
    Remote job
    Contract work

    Topolio

    Toronto, ON
    13 hours ago
  • $50k - $80k per year

    Front Desk Manager, Hotel Windsor Arms Hotels and Spas Inc Location Toronto, ON Salary 50,000 to 80,000 annually (To be negotiated) / 40 hours per week Full time Starts as soon as possible Benefits: Health benefits Languages English Education Bachelor's degree or equivalent... 
    Full time
    Immediate start
    Remote work

    Windsor Arms Hotels and Spas Inc

    Toronto, ON
    more than 2 months ago
  • $90 - $150 per hour

     ...About the job Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include...  ...domain. Diagnose and solve real issues in the legal domain to support AI lab advancements. Contribute expertise... 
    Technical
    Legal
    Remote job
    Contract work
    Summer work

    Mercor

    Toronto, ON
    12 days ago
  • $10k per year

     ...Steel Steel is building open-source browser infrastructure for AI agents and apps . We make it easy for developers to ship AI...  ...help them deploy custom agents into their workflows Writing a technical post unpacking learnings from a 2-day debugging session Requirements... 
    Technical
    Full time
    Work at office

    Ad Steel

    Toronto, ON
    13 hours ago
  •  ...endowment investors as well as the founders of the leading technology...  ...high bar. We're looking for a Technical Sourcer who thrives on the hunt...  ...communities, referral networks, and AI-assisted tools. Write sharp,...  ...names hit the recruiter's desk. Track sourcing metrics and... 
    Technical
    Permanent employment
    Full time

    Beacon Software, Inc.

    Toronto, ON
    13 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Technical Co-founder (CTO) - AI Legal Front Desk. Be the first to apply!