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

Technical Co-founder (CTO) - AI Collections Agent

FutureSight

The Opportunity

Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing. AR teams spend 60–70% of their week on manual follow-up instead of posting cash, closing disputes, or analyzing aging. Adding headcount doesn't fix it; manual follow-up simply doesn't scale, and every ERP hits the same wall.

Problem and solution validation are complete. Live pilots are running with early design partners and entering production evaluation. The next phase is proving in-production reliability, delivery economics, and scalability. The teams that ship credible AI workers into finance-sensitive functions in the next 18 months will define the category. We intend to be one of them.

The Venture

Argentl delivers an AI collections agent that handles outbound debtor follow-up automatically — trained, monitored, and continuously improved by our team. Rather than another self-serve SaaS tool, Argentl is evaluated on outcomes: DSO reduction, hours returned to the AR team, and cash commitments captured — not configuration effort.

Give us a list of overdue accounts and our voice agent calls each debtor, confirms invoice awareness, and captures exactly what they say — a payment commitment, a dispute, a request to split, or silence. The AR team gets a clean morning report: who's committed, who's disputing, who's gone silent, and what to do next. No ERP migration, no system credentials, no workflow overhaul — we're calling within a week of receiving the data. The roadmap expands from collections follow-up into adjacent AI finance-ops 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 take over the production code and continue building the product (the first lines of production code), set the technical direction, and lead execution end-to-end.

  • Architecture & Reliability — Harden the voice and workflow systems for in-production reliability. Establish core architecture, observability, and audit-trail standards for a product that speaks to customers' debtors on their behalf.
  • Delivery Layer — Build the internal infrastructure that lets the team configure, monitor, and optimize agent performance without scaling engineering headcount. Mature the workflow engine so every call, intent classification, and next-action flows through reliably.
  • Integrations & Distribution — Own the accounting and ERP integration layer (QuickBooks, Xero, and beyond) that turns Argentl from a CSV upload into an embedded part of the finance stack — the primary distribution unlock.
  • Unit Economics — Own the trade-offs between AI quality and cost-per-call, and lock in unit economics within a productized monthly pricing model.
  • Customer & Market — Represent the company in front of finance leaders, partners, and investors as the technical voice of the venture.
  • Roadmap — Convert pilots into paying customers, expand the AI staff beyond collections, and begin a path toward custom and self-hosted models where data-privacy and financial-compliance requirements demand it.
  • Team — Recruit and lead the founding engineering team, and establish the cultural foundation of the company

Co-Founder Profile

Must Have:

  • 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
  • A hands-on builder — you still write code and ship, and you're happiest close to the product

Great to Have:

  • Finance, accounting, or FinOps background — you understand AR, DSO, aging, disputes, and how finance teams actually work
  • Based in Los Angeles or the San Francisco Bay Area (or ready to be)
  • Pragmatic and creative — a solution finder who gets to "working" fast and iterates from there
  • Co-operative, strategic, and hands-on in equal measure
  • Capable and willing to help in finding and closing early customer partnerships
  • An active social media presence you can put to work for founder-led distribution

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 13 hours ago
Similar jobs that could be interesting for youBased on the Technical Co-founder (CTO) - AI Collections Agent 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
    13 hours ago
  •  ...scalability. The teams that ship credible AI workers into trust-sensitive verticals in...  ...model. The Partnership The CEO co-founder is in place. The customer thesis is validated...  ...running. What remains is to bring on the technical co-founder — a partner who will own... 
    Technical
    Internship

    FutureSight

    Toronto, ON
    13 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...  ...-backed company Direct exposure to WealthTech, AI agents/LLMs How to Apply Please submit your resume, LinkedIn... 
    Suggested
    Internship

    FutureSight

    Toronto, ON
    13 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
    Full time

    FutureSight

    Toronto, ON
    28 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
    Internship

    FutureSight

    Toronto, ON
    13 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 with meaningful founder equity, not a salaried executive role. Crossfoot is agentic accounting for small-to-mid... 
    Remplacement
    Internship

    FutureSight

    Toronto, ON
    13 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...  ...software serving these industries, with familiarity in AI agents/LLMs How to Apply Please submit your resume,... 
    Internship

    FutureSight

    Toronto, ON
    13 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...  ...capture the mid-market with a contingency-priced autonomous agent is wide open. About FutureSight FutureSight is a... 
    Part time
    Internship

    FutureSight

    Toronto, ON
    13 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...  ...replaces this fragmented workflow with an autonomous, multi-agent AI workforce. Instead of giving sellers another dashboard... 
    Internship

    FutureSight

    Toronto, ON
    13 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
    13 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
    13 hours ago
  •  ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead InfluTracker , an AI-native content intelligence and publishing venture. This is a co...  ...platforms, or knowledge work tooling, with familiarity in AI agents/LLMs How to Apply Please submit your resume,... 
    Internship
    Immediate start
    10 hours per week

    FutureSight

    Toronto, ON
    13 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
    13 hours ago
  • : Co-Founder Opportunity – Growth & Business Development Help Build the Future of Vehicle...  ...by building long-term value rather than collecting a paycheck. What You’ll Lead ~Develop...  .... ~Communicates clearly with both technical and non-technical audiences and can speak... 
    Technical
    Long term contract
    Part time
    Internship

    Professional Services Plus

    Toronto, ON
    21 days 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...  ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing... 
    Internship
    Immediate start

    FutureSight

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

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

    MLabs

    Toronto, ON
    15 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...  ..., or post-sale workflows, and familiarity with AI agents/LLMs How to Apply Please submit your resume, LinkedIn... 
    Full time
    Internship

    FutureSight

    Toronto, ON
    28 days ago
  •  ...is seeking a detail-oriented and highly organized Administration Agent to join our Repair Team. This role is responsible for managing...  ...assist with inbound customer calls and support low-delinquency collections. Key Responsibilities: ~ Manage and oversee all written communication... 
    Full time
    Work at office

    Iceberg Finance Group

    Toronto, ON
    14 hours ago
  • $67.92k per year

     ...and learning, you will play a key role in delivering exceptional technical support and customer service to faculty, staff, and other users of...  ...technology that supports the University’s curricular and co-curricular activities. Your responsibilities will include:... 
    Technical
    Full time
    Shift work

    University of Toronto

    Toronto, ON
    5 days ago
  •  ...un centre d’assistance pour se joindre à notre équipe en tant qu’agents du centre d’assistance à distance, qui aideront les peuples et...  ...à gérer les complexités des projets d’administration de recours collectifs concernant les Autochtones. Si vous vous identifiez comme appartenant... 
    Technical
    Hourly pay
    Daily paid
    Permanent employment
    Apprenticeship
    Summer work
    Remote work
    Work from home
    Flexible hours

    Deloitte

    Toronto, ON
    3 hours ago
  • $82.54k - $113.5k per year

     ...current vacancy. Role Overview Medcan is seeking an AI Technical Specialist to support the design development implementation and...  ...not utilize third-party immigration consultants or recruitment agents to conduct offers of employment on our behalf. Employment contracts... 
    Technical
    Full time
    Internship
    Work at office
    Monday to friday

    Medcan

    Toronto, ON
    28 days ago
  •  ...better, more human customer experiences with AI. We are primarily an in-person company...  ...upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret...  ...acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's... 
    Technical
    Full time
    Flexible hours

    sierra

    Toronto, ON
    11 hours ago
  • $160k - $200k per year

     ...careers ). About the Role As a Creative Technical Director, you’ll collaborate with cross-functional...  ...direction, planning, and delivery of AI-driven production work across key client...  ...time. By deploying bespoke intelligent agents across disciplines and delivering culturally... 
    Technical
    Long term contract
    Full time
    Internship
    Work at office
    Local area

    Media.Monks

    Toronto, ON
    12 days ago
  • $115k - $125k per year

     ...Position Summary We are seeking an experienced and results-driven AI Technical Delivery Manager to lead a centralized AI implementation and delivery organization supporting a Fortune 100 global retail client. This role will be responsible for driving enterprise AI initiatives... 
    Technical
    Full time
    Local area

    INFOYA

    Toronto, ON
    12 days ago
  • $30 - $50 per hour

     ...conversation into a competitive advantage. Cresta’s unified AI platform combines conversational AI agents, real-time human agent augmentation, and comprehensive...  .... Born from the prestigious Stanford AI lab, Cresta's co-founder and chairman is Sebastian Thrun , the genius behind... 
    Hourly pay
    Internship
    Work at office
    Local area

    Cresta

    Toronto, ON
    1 day ago
  • $131k - $181k per year

     ...Summary Most engineering roles now come with AI tools. This one comes with a mission....  ...and Senior Staff Engineers to build those agents and the platform they run on. You will not...  ...intake triage, estimation, requirements, technical design, coding, testing, release, and operations... 
    Technical
    Full time
    Work at office

    Equinix

    Toronto, ON
    6 days ago
  • $180k - $225k per year

     ...source browser solutions specifically designed for AI agents and applications. The platform enables...  ...a member of the executive leadership team. Technical Interview: A deep-dive system design interview conducted by the CTO. Technical Assignment: A coding-focused session... 
    Technical
    Full time
    Internship
    Work at office
    1 day per week

    MLabs

    Toronto, ON
    15 days ago
  • $50k - $90k per year

     ...mentoring and on the job coaching -- Build AI powered solutions that simplify complex...  ...to life by building conversational agents, automating workflows, connecting data and...  ...communication skills working across business and technical teams A continuous improvement mindset,... 
    Technical
    Permanent employment
    Flexible hours

    Deloitte

    Toronto, ON
    1 day ago
  • $50k - $52k per year

     ...and recognition programs that celebrate your impact The Job: Collections Administrator The Collections Administrator is responsible for...  ...Data Act (AIDA), we take a proactive approach to ensuring that any AI or data-driven systems we use are safe, fair, and accountable.... 
    Temporary work
    Work at office
    Remote work

    Momentum Financial Services Group

    Toronto, ON
    5 days ago
  •  ...solutions 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

    electricmind

    Toronto, ON
    8 hours ago

Do you want to receive more vacancies?

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