Finch Employment

Executive & leadership recruitmentChief technology officer search in Toronto and across Canada

Finch runs confidential, retained searches for CTOs who can set technical direction, lead engineering teams and explain technology decisions to a board.

Senior executive leading a boardroom discussion with a leadership team

What a chief technology officer (CTO) does

A chief technology officer owns the company's technical direction. In a product company, that means architecture, engineering leadership, the product roadmap from a technical point of view, security and the build-or-buy decisions that shape cost and speed for years. In a more traditional business, the CTO may focus on modernizing systems, data and digital channels. Either way, they hire and lead engineering managers, set standards for code quality and reliability, and translate technical risk into business terms.

CTO searches are sensitive. You may be replacing a technical co-founder, rebuilding after a difficult period or preparing for a funding round, and competitors would like to know your plans. Finch's retained search keeps your name confidential while we approach technology leaders directly. Because a non-technical hiring team can struggle to judge depth, we screen through structured technical conversations about systems candidates have built and scaled, and we can include an independent technical assessment you arrange.

Typical responsibilities

  • Set technical strategy and architecture in line with business goals
  • Build, lead and retain engineering, infrastructure and data teams
  • Own security, reliability and privacy practices, including obligations under Canadian privacy law such as PIPEDA
  • Make build, buy and partner decisions and manage key technology vendors
  • Work with product and commercial leaders on the roadmap and delivery commitments
  • Report technology progress, risks and investment needs to the CEO and board

Qualifications and credentials

  • Hands-on engineering background followed by senior technical leadership
  • Experience scaling systems and teams at a stage similar to yours
  • A track record of security and reliability practices that held up under growth
  • Comfort presenting to boards, investors or ownership
  • A degree in computer science, software engineering or a related field is common but not required

Who hires a chief technology officer (CTO)

  • Venture-backed software and platform companies
  • Established businesses modernizing their systems and products
  • Fintech, health technology and e-commerce companies
  • Companies replacing a technical co-founder
  • Private equity-backed firms consolidating technology after acquisitions

Where we recruit chief technology officer (CTO) candidates

We fill chief technology officer (CTO) roles for employers across Toronto and the GTA, including North York, Scarborough, Etobicoke, Vaughan, Markham, Richmond Hill, Mississauga, Brampton, Oakville, Burlington, Oshawa and Pickering, and for employers across Canada. GTA employers can meet us at our North York office by appointment.

What Finch checks before you meet a candidate

  • Systems they designed or scaled, explored in depth through technical discussion
  • How they have built engineering teams, hired managers and handled attrition
  • Security, privacy and incident history, and what changed afterwards
  • Ability to explain technical trade-offs to non-technical leaders
  • Confidential references from former CEOs, founders and senior engineers

Interview questions to ask

  1. Tell me about an architecture decision you would make differently today, and why.
  2. How did you decide when to rebuild a system rather than keep extending it?
  3. Describe how you report technical risk to a board that does not have engineers on it.

How it works

How we recruit your next chief technology officer (CTO)

  1. Consultation

    Tell us about the role, your team and your timeline. We agree on a retainer and fees tailored to the position.

  2. Retainer & search

    Your retainer starts the search. We advertise, source and screen candidates for you.

  3. Shortlist & interviews

    You meet only suitable candidates. We arrange every interview.

  4. Hire & follow-up

    We manage the offer and check in after your new hire starts.

Retainer-based recruiting. Fees are tailored to every position, and a retainer up front starts your search.Book a consultation

Hiring a chief technology officer (CTO): common questions

How can a non-technical owner judge a CTO candidate?

We screen technical depth before you meet anyone, through detailed conversations about systems each candidate has built and led. You can focus on leadership, judgment and fit. Many employers also bring in a trusted technical advisor for a final conversation, and we arrange that step as part of the interview process.

Is a CTO the same as a head of IT?

Not usually. A head of IT or CIO generally runs internal systems, networks and support for staff. A CTO typically leads the technology behind your products or customer-facing platforms and the engineering team that builds them. Some smaller companies combine both, and we define the balance in your consultation.

Tell us about your chief technology officer (CTO) opening

Tell us who you need. A Finch recruiter will call you back within one business day to talk through the role and retainer.

Call 416-551-6111
Office visits by appointment only