Technical Co-founder (CTO) - AI for Automotive Retail
FutureSight Ventures
The Opportunity
Every used-car dealer's profit is made or lost the moment they buy the car — not when they sell it. That decision runs on gut feel, spreadsheets, and whoever has a spare hour, inside a $500B+ industry that hasn't meaningfully modernized how it buys. We think that's an AI-native category waiting to be built, and we're going first.
The problem and solution are validated with a domain co-founder who lives this daily and has already hand
The Venture
Atrium is an always-on AI workforce, not a dashboard — agents that watch, learn, and earn the right to act on their own, deployed inside dealer groups' existing workflows. The same decision logic has to show up everywhere the work already happens — web, desktop, our own browser, mobile — so the workforce follows the person, not the other way around. One brain, every surface.
This isn't a weekend's worth of CRUD. Think dozens of specialist agents organized into a handful of coordinated workflows, sharing one memory, each one earning the right to act on its own track record — across four surfaces at once. If that sounds like a fun problem rather than a scary one, keep reading.
A real technical moat if built right, and a wide-open field — no dominant AI-native player has claimed this category yet. Specifics on the product, the model, and where we stand commercially are best shared in conversation; we're early and staying deliberately quiet in the market.
The Partnership
CEO and domain co-founder are in place; the problem is validated. We're looking for a technical co-founder to own product and engineering from the first commit — full authority, founder equity, a real seat at the table on every major call.
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.
Own the core architecture decision that shapes everything else — how the agents actually see and act in a dealer's world, and how one system stays coherent across a web app, a desktop app, our own browser, and mobile, without four separate products drifting apart
Design the autonomy model: how an agent earns the right to act alone, and how that trust is never assumed
Build the integration layer into a data ecosystem that won't always cooperate
Build partnerships with ecosystem data providers and third-party systems to land unconventional integrations no standard API gets you
Own unit economics as an architecture problem, not an afterthought — this many agents, across this many surfaces, has to add up
Own the design and layering of the system for the dev team, and keep the build matched to what the business and sales side actually need
Be the technical voice with dealers, design partners, and investors
Hire and lead the founding engineering team
Co-Founder Profile
Must Have:
Has shipped agentic or LLM systems into production where being wrong actually costs something
Has shipped desktop and mobile apps connected to a larger web platform — comfortable with one product living across multiple facets and surfaces, not just a single app
Has shipped LLM-based products, but also worked with SLMs and SLM fine-tuning
Has dealt with the real nuances of web scraping — anti-bot defences, rate limits, brittle DOMs, the gap between "works in a demo" and "works at scale against a site that doesn't want you there"
Has built complex, modelled data graph layers for intelligence — not just a data pipeline, but a structure that reasoning can actually run on
Comfortable owning infra, data, and product alone — then hiring past yourself
Treats guardrails and reversibility as core product, not overhead
Good to have: edge computing and power-constrained systems, high-frequency distributed computing infrastructure
Great to Have:
Experience building against locked-down or adversarial third-party data
Vertical/operational domain grit (Automotive)
Pragmatic and creative — a solution finder who gets to "working" fast and iterates from there
Co-operative, strategic, and hands-on in equal measure
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.
- ...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....TechnicalFull timeInternship
- ...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...TechnicalDay shift
- ...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...TechnicalInternship
- ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Maestro , an AI-native inventory-planning intelligence venture. This is a co-founder... ...planners, and multi-channel operators at DTC and specialty retail brands across the US. The market signal is clear:...SuggestedInternshipImmediate start
$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...SuggestedInternshipWork at office- ...The Opportunity FutureSight is seeking a Co-Founder & CEO to lead an AI-native content intelligence and publishing venture. This is a co-founder... ...driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully...Internship
- ...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
- ...To achieve this, we require an innovative Co-founder to take the helm as CEO. HomePorter is an... ...and improving efficiency while leveraging AI and leading-edge video technology. Today,... ...company, teaming with your co-founder and CTO. You will be responsible for shaping and executing...Long term contractFull timeInternship
- ...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
- ...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...Internship
$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...InternshipImmediate start$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... ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing...Part timeInternship$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...InternshipManual labor- ...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...InternshipShift work
- ...Description The Opportunity FutureSight is seeking a Co-Founder & CEO to lead Crossfoot , an AI-native accounting agent platform currently being built... ...entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully...RemplacementFull timeInternship
- : Co-Founder – Growth, Business Development & Automotive Technology Help Build the Future of Vehicle Ownership and Automotive Service The automotive aftermarket... ...business insights. ~Communicates clearly with both technical and non-technical audiences and can speak...TechnicalAutomotiveLong term contractPart timeInternship
- ...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 timeInternship
- ...from the developer. We are based in Toronto and backed by Global Founders Capital, Play Ventures, Maple VC, Two Small Fish Ventures,... ...strategy and operations seat is how the work gets done. This is an AI-native role by design. The models, agents and automated workflows...Full timeInternshipWork at officeImmediate startWeekend work
- ...Job Responsibility: ? Co-Founder / Chief Executive Officer (CEO)? Canada | ? temperise.co Abous Us ? At Temperise , weve developed a... ...can scale Temperise from MVP to global brand What Youll Get ? Founders equity (co-founder level)? EIR-style stipend during early stage...Full timeInternship
- ...Job Description Job Description We are seeking an experienced Technical Recruiter to support our high-growth Agentforce and AI organization. This role requires a strategic talent partner who can identify, engage, and hire senior customer-facing technical leaders across...TechnicalWork at office3 days per week
$125k - $135k per year
...LinkedIn profiles! We're looking for a Technical Product Manager to own how Caseware builds, evaluates, and raises the quality of AI across the platform. You are the product... ...complete a background check through Certn.co which typically includes an Identity Verification...TechnicalPermanent employmentFull timeWork at officeRemote workFlexible hours3 days per week- ...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...TechnicalFull timeLocal area
$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...TechnicalFull timeWork at office- ...larger purpose. Could that be you? Your mission As a Technical Account Manager in our Retail, Travel & Logistics Client Success team, you’ll help our... ...build and scale enterprise automation and agentic AI programs across retail operations, travel and hospitality,...TechnicalFull timeInternshipWork at officeImmediate startRemote workShift work
- ...are seeking experienced Senior Software Engineers to support an AI training project by creating reinforcement learning environments... ...solving, and tool usage. Document solutions and provide clear technical feedback. Required Skills Strong proficiency in Python...TechnicalRemote jobFor contractors
- ...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 jobContract work
- ...CoreFactor is searching for a Senior AI Technical Product Owner on a contract basis for a client in the GTA. This position is hybrid and will require the successful incumbent to go into office 2-4 times per week located in Downtown Toronto. Description Weâ...TechnicalFull timeContract workWork at office
$180k - $247.5k per year
...future is local. Independent retailers around the globe collectively... ...highly skilled team of Applied AI/ML Scientists specialize in developing... ...) ~ Experience with relevant technical methods (LTV modeling, NLP,... ...Ventures, Sequoia Capital, Founders Fund, and DST Global. We have...TechnicalWork at officeLocal areaRemote workMonday to friday3 days per week$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...TechnicalFull timeInternshipWork at officeMonday to friday$45k - $55k per year
...build a career in operations at a brand people know, and work with people who love what they do, this is the room to be in. A note on AI: We use AI tools in parts of our hiring process — resume screening, drafting, interview questions, transcription. It lets us focus on...Full timeWork at office
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Technical Co-founder (CTO) - AI for Automotive Retail. Be the first to apply!
- startup cto Toronto, ON
- chief technology officer Toronto, ON
- technique Toronto, ON
- technical education teacher Toronto, ON
- technical customer success manager Toronto, ON
- éducateur technique spécialisé Toronto, ON
- ventes techniques Toronto, ON
- spécialiste technique Toronto, ON
- electro technical officer Toronto, ON
- technical writing Toronto, ON

