Toptal is a global network of top talent in business, design, and technology that enables companies to scale their teams, on-demand. With $200+ million in annual revenue and team members based around the globe , Toptal is the world’s largest fully remote workforce . We take the best elements of virtual teams and combine them with a support structure that encourages innovation, social interaction, and fun. We see no borders, move at a rapid pace, and are never afraid to break the mold.

As Chief Technology

Officer, you will drive execution for the product and engineering teams and put AI at the core of everything the company builds. You will own Toptal’s full technical architecture and you will build it AI-first—utilizing best practices for agentic engineering. AI is not a workstream inside the engineering team—it’s core to it.

You will create and own the AI architecture and best practices the rest of the company utilizes. You will also own the initiatives that put agents into production. You should know how to build and fine‑tune foundation models from the ground up, how to engineer best‑in‑class harnesses, and how to create best practices for agentic engineering that engineering teams adopt to 10x their productivity—without sacrificing quality.

You will set the technical direction and hold the cadenced meetings that turn technical strategy into working, production‑ready outcomes. You will be in the design reviews and in the code, not adjacent to them. You will move fast, and you will ensure our engineering team is never the reason an initiative slows down.

You are the technical owner of all Toptal’s products. You will collaborate closely with Product to design infrastructure that exposes Toptal’s core business logic through modular interfaces the rest of the business can build on. Alongside a group of hands‑on executives, your engineering discipline directly shapes Toptal’s growth, profitability, and operational excellence.

None of that is beneath the role, and we are not interested in someone who thinks these tasks can be done properly by handing them off to HR. You will be one of Toptal’s foremost experts on AI, and you will stay ahead of a field that never stops moving. You will coach engineers on agentic best practices, show the executive team what is newly possible with the new AI tooling,



and push AI into every function at Toptal.

This is a remote position. Resumes and communication must be submitted in English. You will form your own view of where engineering and AI should go, build the case, and bring the CEO a strategy to react to, not a request for direction.

AI and agentic engineering Own Toptal’s AI technology strategy and the architecture beneath it: model selection and fine‑tuning, harness design, orchestration, retrieval, context engineering, tool and MCP integration, guardrails, evaluation, and cost control, exposed as primitives every team composes against. Make AI quality measurable. Own the evals, the regression suites, and the review loops, so quality here is proven rather than claimed.

Rebuild how the platform gets built and operated, raising output per engineer through AI‑assisted development, review, testing, and operations.

Own resourcing and workforce planning: scope the roadmap into buildable work, plan headcount and sequence, write the specs, and hit time‑sensitive hiring commitments. Own the architecture end‑to‑end, from services and data flows to interfaces and system boundaries, and hold the standards that keep it coherent as it grows. Own throughput, reliability, and the platform layer beneath them, including the AI‑dependent paths where latency, drift, and provider outages are real failure modes.

Own build‑versus‑buy, technical debt, secure‑by‑design architecture, responsible AI, and the engineering and AI cost structure down to inference and token spend. Assess the engineering function honestly, and assess AI maturity with it: what is really in production, what is measured, what is duplicated, and what should be shut down. Stand up the shared AI architecture and evals, and put one agentic workflow into production with a baseline and a measured result.





Run an engineering organization recognized inside and outside Toptal as one of the most advanced in the industry, with the pull on AI now coming from engineering. Have AI leverage embedded in the architecture and the operating model, not living in a portfolio of pilots, and the team you built delivering against plan. Bachelor’s degree in Computer Science, Engineering, or a related technical field is required, and an advanced degree is strongly preferred. ~Deep, current, hands‑on command of modern AI engineering: foundation models, agentic architectures, harness design, retrieval, context engineering, fine‑tuning, and evaluation.

You have shipped and operated these in production, and you know how to build and fine‑tune foundation models from the ground up. ~ Agentic systems deployed at scale against real business processes, with measured outcomes on cost, cycle time, quality, or revenue, and a record of retiring what did not work. ~ Further ahead on AI than the executives around you, able to teach it, and proven at moving an organization to adopt something it was not asking for. ~ You create strategy rather than administer it, and you win arguments on evidence rather than authority, including your view on what a team should look like in the age of AI. ~ Proven ownership of resourcing and workforce planning, and a hiring track record you can quantify. You read and write code, you can take apart a design document or an eval harness and find the flaw in it, and you command distributed systems, service architecture, data‑intensive applications, and cloud infrastructure at scale. ~ Experience leading a globally distributed, remote team at a technology or hyper‑growth company is required. Speed, ownership, and quality.

As Toptal’s Chief Executive Officer, Taso manages Toptal’s core team of hundreds of team members distributed throughout the world, with a focus on innovation.

Since

Toptal was founded in 2010, Taso has led it to become the largest high‑skilled, on‑demand talent network in the world. Taso serves on the board of multiple organizations, advising on talent strategy and innovation for Fortune 100s and nonprofits. Toptal is not only a place to progress your career and design your own lifestyle, but also a company where you’ll learn how to develop innovations that push business and technology forward. #

📌 Chief Transformation & Technology Officer (Edmonton)
🏢 Toptal
📍 Edmonton