Chief of Staff at Provision Software Corporation
Toronto, ON, Canada -
Full Time


Start Date

Immediate

Expiry Date

29 Nov, 25

Salary

140000.0

Posted On

29 Aug, 25

Experience

6 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

No

Skills

Good communication skills

Industry

Financial Services

Description

PROVISION

Provision is automating construction. We help contractors speed up their work, reduce risk, and eliminate errors that cost the industry more than $500B every year. Our mission is to make construction more profitable, so society can build more. We are building the most ambitious vision of what is possible with AI in construction.
Provision is a YC-backed late Seed stage company with over 10M in recent funding from some of the world’s best investors and operators in the construction technology space, including YCombinator, Sequoia Capital (via their scout program), DroneDeploy, PlanGrid (acquired by Autodesk), and Cercano (Microsoft Co-Founder Paul Allen’s fund), formerly known as Vulcan Capital (investors in Uber, Alibaba and Spotify).
Come join our team and work alongside builders from Procore, Fidelity, and YC-backed startups who move fast and solve hard problems.

CHIEF OF STAFF

We’re looking for a Chief of Staff to join Provision’s leadership team. In this role, you will act as a force multiplier for the CEO, driving critical finance, operations, and cross-functional priorities. This role is based in Toronto, Ontario.
You’ll bring structure, accountability, and clarity to company-wide initiatives, ensuring Provision scales with discipline while freeing up the CEO to focus on product and growth.

ABOUT US

We are at the leading edge of innovation in the construction technology space. We are using the latest practices in LLM, data engineering, and workflow automation to build transformational tools that promise to fundamentally change how construction companies operate.
Provision was co-founded by Luigi La Corte, who worked as a civil engineer before investing in infrastructure assets at a private equity firm in Toronto, Plenary Americas, and Brendan Ardagh, a trained quantity surveyor and lifelong software engineer who was the CTO of two venture backed companies in South Africa.
Only those applicants under consideration will be contacted. Please accept our utmost appreciation for your interest. We are committed to continuous improvement, and a diverse and inclusive workplace for all. Provision is an Equal Employment Opportunity employer and employment decisions are based on merit and business needs only. Reasonable accommodation is available for qualified individuals with disabilities, upon request.
Compensation Range: $140K - $180

How To Apply:

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Responsibilities
  • Act as a “force multiplier” for the CEO, working directly with leadership to handle operations and strategic initiatives.
  • Track runway and spend across initiatives, conduct monthly expense reviews, and support zero-based budgeting.
  • Lead preparation for board meetings and investor updates, including metrics, financials, and forward-looking analysis.
  • Partner with leadership on hiring models, capacity planning, and strategic initiative analysis.
  • Oversee contract compliance, vendor management, and operational risk monitoring.
  • Program manage cross-functional initiatives, bringing accountability to execution and surfacing risks early.
  • Maintain accurate monthly financials, reconciliations, and rolling forecasts to ensure cash visibility and GAAP compliance. Alternatively, work with our fractional CFO to help oversee their work and report to the CEO.
  • Work with the CEO on strategy and operations discussions, reducing CEO context-switching.
  • Improve internal processes wherever leverage is highest.
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