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 9 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
    9 hours ago
  •  ...category at the intersection of applied AI, operational systems, and high-trust workflows...  ...feedback. The Partnership The CEO co-founder is already in place and has completed...  ...• The product vision • The underlying technical architecture This is not a traditional... 
    Technical
    Legal
    Full time

    FutureSight

    Toronto, ON
    20 days ago
  •  ...rules engine. We are building an explainable AI platform that reasons like a senior...  ...integrations. The Partnership The CEO co-founder is in place. The customer thesis is...  ...complete. What remains is to bring on the technical co-founder — a partner who will own product... 
    Technical
    Legal
    Internship

    FutureSight

    Toronto, ON
    9 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Weli AI , a B2B WealthTech venture. This is a co-founder partnership with meaningful...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Suggested
    Internship

    FutureSight

    Toronto, ON
    9 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
    9 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
    9 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
    9 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
    9 hours 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
    7 days ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead InfluTracker , an AI-native content intelligence and publishing venture. This is a...  ...Content has become a primary distribution channel for founders, operators, marketers, and creators across LinkedIn, X... 
    Internship
    Immediate start
    10 hours per week

    FutureSight

    Toronto, ON
    9 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
    9 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
    9 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
    9 hours ago
  • : Co-Founder Opportunity – Growth & Business Development Help Build the Future of the Automotive Aftermarket At ShopConnect, we’re building...  ...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
    13 days ago
  •  ...Job Overview Job Title: Remote Front Desk Specialist Location: Toronto, Canada Employment Type: FULL-TIME/ Part-Time...  ...presence and achieve measurable growth. Our approach combines technical expertise with practical marketing insights to deliver cost-effective... 
    Technical
    Full time
    Part time
    Work at office
    Remote work

    Qureos Inc

    Toronto, ON
    8 days ago
  • $17.6 per hour

     ...We are looking for energetic, creative, and enthusiastic Front Desk Associates to join the Equinox team. This is a great position for...  ...website at  All your information will be kept confidential according to EEO guidelines. Must have a legal right to work in Canada.... 
    Legal
    Part time
    Shift work
    Weekend work
    Day shift
    Afternoon shift
    Weekday work

    Equinox

    Toronto, ON
    6 days ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead a new AI-native reverse logistics orchestration venture. This is a co-founder partnership...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully... 
    Full time
    Internship

    FutureSight

    Toronto, ON
    20 days ago
  • $18 - $26.35 per hour

     ...professional. Our work environment includes: Modern office setting Food provided **Overview:** We are seeking a experienced dental Front Desk Receptionist to join our team. The ideal candidate should have experience with dental software and experienced in handling various... 
    Hourly pay
    Full time
    Part time
    Work at office
    Monday to friday
    Flexible hours
    Afternoon shift

    Family Dental Centre

    Toronto, ON
    4 days ago
  •  ...National Ballet School (NBS) is excited to invite applications for the full-time, permanent position of Evening Residence Counsellor – Front Desk. This is an exciting opportunity to join a dedicated team that helps create a safe, supportive, and welcoming residential community... 
    Long term contract
    Permanent employment
    Full time
    Temporary work
    Internship
    Work at office
    Monday to friday
    Shift work
    Afternoon shift

    Canada's National Ballet School

    Toronto, ON
    12 days 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
    a month 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
  •  ...We are looking to hire a Full-Time Front Desk Associate (FDA) at our Myo- Yorkville location, with a start date of the beginning of April.   Myo - Yorkville (55 Avenue Rd #209, Toronto, ON)   As a key member of our front desk team, full-time FDAs work 30+ hours per... 
    Full time

    myodetox

    Toronto, ON
    13 days ago
  • $19 - $21 per hour

     ...coordinator team is responsible for providing exceptional client experience and hospitality. The CC ensures excellence in all aspects of front desk operations, clinical workflow and service to support therapists and clients. About Us: At Axis Therapy & Performance, we're... 
    Hourly pay
    Part time
    Casual work
    10 hours per week
    Flexible hours
    Shift work
    Weekend work
    Afternoon shift

    Axis Therapy & Performance

    Toronto, ON
    7 days ago
  • Part-Time Front Desk Team Member, REFORMD REFORMD (By Sweat & Tonic) is Toronto’s newest premium Lagree Method studio—designed for high performance, high standards, and high energy. We are seeking a professional and dedicated  Part-Time   Front Desk Team Member who... 
    Full time
    Part time
    Internship
    Monday to friday
    Shift work

    Sweat and Tonic

    Toronto, ON
    14 days ago
  •  ...confidence, and flex when the team needs it most. The Role This is a front-line role that combines reception, treatment coordination, and...  ...Key Responsibilities Welcome patients and manage all front desk operations in a busy 8-operatory environment. Schedule... 
    Work at office
    Flexible hours
    Shift work
    Afternoon shift

    MHMI

    Toronto, ON
    29 days ago
  •  ...health conversation and inspiring the world to make proactive care a part of everyday life. Connect With Us - Join Our Talent Pool (Front Desk Associates) This posting is part of our evergreen approach to building a network of like-minded Front Desk Associates who align... 
    Part time

    myodetox

    Toronto, ON
    a month ago
  • $82.54k - $113.5k per year

     ...truly matter If so Medcan is the place for you! This job is for a current vacancy. Role Overview Medcan is seeking an AI Technical Specialist to support the design development implementation and ongoing optimization of AI solutions across the organization. This... 
    Technical
    Full time
    Internship
    Work at office
    Monday to friday

    Medcan

    Toronto, ON
    20 days ago
  • $55.38k - $89.25k per year

     ...Reporter-Editor, Ontario Desk Toronto This position is hybrid; the...  ...candidate's level of experience, technical skills and alignment with the role requirements. AI Disclosure : No artificial...  ...Capacité à mener plusieurs tâches de front dans des délais serrés, en faisant... 
    Technical
    Full time
    Summer work
    Work at office
    Shift work
    Weekend work
    Afternoon shift
    3 days per week

    The Canadian Press

    Toronto, ON
    9 hours ago
  • $140k - $260k per year

     ...provider dedicated to the advancement of AI agents and web-based applications. By developing...  ...for AI. The Role: Member of Technical Staff (Applied AI) The Senior Applied...  ...Screening: A 30-minute introductory call with a Co-Founder. # Leadership Interview: A technical... 
    Technical
    Legal
    Full time
    Internship
    Work at office

    MLabs

    Toronto, ON
    7 days ago
  •  ...market software companies — niche, founder-built businesses serving...  ...accelerating that growth with an AI-native platform built specifically...  ...high bar. We're looking for a Technical Sourcer who thrives on the hunt...  ...names hit the recruiter's desk. Track sourcing metrics and... 
    Technical
    Full time

    beaconsoftware

    Toronto, ON
    12 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!