Liberty Horizons is a financial consulting and venture capital practice based in Toronto, Canada. We build and manage accounting and finance operations for founder-led startups and small businesses, handling everything from fractional CFO services and bookkeeping to AR/AP, payroll, and venture consulting. If you want to own a function, work directly alongside senior leadership, and build something that matters to the businesses you serve, this is the right environment for you.

Our goal is to be the leading accounting brand in Canada and the USA, leading the industry in AI and agentic operations that scales a category killer.

Liberty Horizons runs on a simple equation: a small team of senior operators, an AI production system underneath them, and output that looks like it came from a firm three times our size. The CTO owns the vision, the architecture, and the technical direction of that system. You set the technical strategy for how Liberty Horizons uses AI and automation to deliver at scale.

You are a member of the senior leadership team. You bring a technical point of view into every strategic conversation and you are accountable for the firm's technology advantage as a competitive asset. The version of you we want can sit beside a Senior Controller or a fractional CFO, understand where the work lives, and build infrastructure that makes them faster without making them generic.

Fully understand the firm's internal operations: how work moves from client intake to delivery across bookkeeping, payroll, reporting, tax, client interaction and CFO advisory services Audit the current tool stack, manual processes, and any existing automations Complete all mandatory onboarding and compliance training Define the technical architecture for the internal AI production layer Identify and begin the hire or onboarding process for the Senior Full Stack AI Engineer if not already in place The technical roadmap for the next two quarters is defined, documented,



and agreed with the COO and CEO The internal AI production layer is in active development with clear milestones Technical Strategy and Architecture Set the technical direction for how Liberty Horizons uses AI, automation, and software to deliver at scale Own the architecture of the internal production layer: agents, automations, integrations, and the data infrastructure underneath them Stay ahead of the tooling landscape and have a plan before capabilities shift under the business Build and lead the engineering function from the ground up, starting with the Senior Full Stack AI Engineer Set the standard for how the team builds: documentation, quality control, shipping cadence, and code that others can maintain Make every operator in the firm more capable by raising the floor on AI fluency across the team Thought Leadership and Building Out Loud Collaborate with the marketing team to create "build out loud" content as we tell the story of a small group challenging the oligopoly of the accounting industry AI Production Systems Own the internal AI production layer end to end: the agents, workflow automations, and integrations that compress the distance from intake to delivered work Build the quality control layer so AI-assisted work clears the bar before it affects a client Innovation and Technical Judgment Build and maintain the technical playbook for how Liberty Horizons works, and keep it current as the tooling shifts Technical vision: You set the direction, not just the implementation.

Output quality: Everything you ship is documented, maintainable, and held to a standard the team can reproduce Ownership: You own the firm's technical advantage completely. You bring a technical point of view into business decisions,



not just engineering decisions Someone who has built and led engineering or AI functions, not just contributed to them Someone who wants equity and ownership in something being built from the ground up, not just a job, and certainly not just a title Someone who finds the intersection of AI and professional services genuinely interesting Someone who is a strong individual contributor but has not led a technical function Someone who sets technical direction without staying close to the build Someone who treats AI as a novelty rather than a production layer Someone who finds early-stage ambiguity draining rather than inspiring 10+ years of experience building software, automation, or AI systems, with at least 5 years in a technical leadership role ~ Hands-on technical ability: you can build when needed and you never lose touch with the stack ~ Experience working in a venture-backed business as it scales ~ Fluency with the modern AI stack including LLMs, prompt and context engineering, and agent frameworks ~ A track record of building systems that a non-technical team actually depends on ~ Experience building internal tooling that scaled across a growing team A data, analytics, or machine learning background 250,000–$300,000 CAD base salary plus performance bonus ~ Equity participation ~ In-person in Toronto working alongside the senior leadership team ~ The mandate to build a technical function from zero and own it end to end ~ Screening Interview: 45-minute video call covering values, experience, and fit # Hiring Manager Interview: Deep dive on technical strategy, leadership, and ownership # Multi-stage practical assessment including a take-home assignment, case study, and live presentation # We celebrate diversity and are committed to creating an inclusive environment for all employees. We welcome all qualified applicants, regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status, or any other characteristic protected by law. #

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