About the role
CFO - Insurance Carrier Shape the Future of Tech-Driven Insurance
Oliver James is a global insurance specific recruitment firm. We have been exclusively engaged to find a CFO (Chief Financial officer) for a tech-driven insurance company.
At the intersection of tech and insurance, this client is using data, automation, AI and bold thinking to revolutizise the underwriting process across the insurance industry. To power this transformation, we're on the hunt for a future-focused finance leader to own the numbers, drive process innovation, and lead a high-performing team for their Canadian operation.
What You'll Be Doing
- Lead monthly and quarterly close across GAAP and STAT frameworks-ensuring precision, speed, and strategic alignment.
- Elevate the accounting systems, automation, and processes that scale effortlessly.
- Deliver solid financial reporting and insights-think board-ready, audit-proof, and regulator-smart.
- Architect a high-integrity internal control environment that supports both innovation and accountability.
- Partner with actuarial and ceded re teams to streamline and optimize reinsurance operations and reporting.
- Track evolving accounting standards and translate them into practical playbooks for the business.
- Write and evolve accounting policies that reflect where the business is going-not just where it's been.
- Collaborate cross-functionally with product, ops, tax, investments, and tech teams to fuel smarter decisions.
- Lead or support strategic initiatives from new systems to org redesign-whatever it takes to futureproof us.
- Lead a talented finance team with empathy and clarity, mentoring high-potential talent while keeping delivery razor-sharp.
Desired Professional Qualifications and experience:
- A deep, technical foundation in insurance financial reporting and accounting-you speak both fluently.
- Extensive experience leading statutory reporting and regulatory filings in insurance or reinsurance environments.
- You've worked hands-on with complex reinsurance programs and know how to make them flow.
- A leadership style that's collaborative, empowering, and execution-focused-you roll up your sleeves when needed.
- Demonstrated success in navigating fast-paced, multi-entity or global environments.
- Experience leading or partnering on finance system upgrades, migrations, or greenfield implementations.
- Strong analytical instincts, always looking for the "why" behind the numbers.
- Excellent communication skills-you can simplify the complex and influence across all levels.
- You're tech-savvy and agile with tools like Excel, PowerPoint, and modern ERP/reporting platforms.
- Degree in Accounting, Finance, or a related field.
- Active CPA, CA or similar license.
About Oliver James
We introduce talented people to great organisations so that both may grow and benefit from each other’s experiences, helping to fulfil their potential.
We understand that each client’s mix of people, culture, and objectives is unique, so our approach and solutions are flexible and adapted to each person, team, company, and situation.
Although your relationship with OJ is with your local consultant(s), their network, relationships, and knowledge of diverse local candidate pools are backed by those of their local permanent, contract, and temp team colleagues.
When working with international markets, we can access the market maps and relationships of the global OJ collective, giving you access to the best-suited talent in the market (not just the best talent available at that time).
As such, you can come to expect a consistently high level of service and delivery, placing up to C-suite talent in permanent and contract positions, as well as project-based consultancy and temp solutions worldwide from our 12 global locations.
Our current areas of specialisation include:
• Accountancy & Finance • Technology • Actuarial • Risk & Compliance • Transformation & Change Management • Underwriting & Claims
Our additional services:
OJ Professionals | Flexible resourcing solutions across secondment, project-based sourcing and temp-to-perm recruitment | https://www.oliverjames.com/professionals
OJ Consulting | Unrivalled access to a network of highly qualified, contracting professionals across the world| https://www.oliverjames.com/consulting
OJ Executive | Specialising in senior, commercial appointments at the forefront of business transformation, technology, digital and data-driven delivery| https://www.oliverjames.com/exec
Work with OJ - https://www.oliverjames.com/work-with-oj
Work for OJ - https://workforus.oliverjames.com/
License number: Oliver James Associates - #63797 | OJ Consulting - #65136 | Astral - #65211
About the role
CFO - Insurance Carrier Shape the Future of Tech-Driven Insurance
Oliver James is a global insurance specific recruitment firm. We have been exclusively engaged to find a CFO (Chief Financial officer) for a tech-driven insurance company.
At the intersection of tech and insurance, this client is using data, automation, AI and bold thinking to revolutizise the underwriting process across the insurance industry. To power this transformation, we're on the hunt for a future-focused finance leader to own the numbers, drive process innovation, and lead a high-performing team for their Canadian operation.
What You'll Be Doing
- Lead monthly and quarterly close across GAAP and STAT frameworks-ensuring precision, speed, and strategic alignment.
- Elevate the accounting systems, automation, and processes that scale effortlessly.
- Deliver solid financial reporting and insights-think board-ready, audit-proof, and regulator-smart.
- Architect a high-integrity internal control environment that supports both innovation and accountability.
- Partner with actuarial and ceded re teams to streamline and optimize reinsurance operations and reporting.
- Track evolving accounting standards and translate them into practical playbooks for the business.
- Write and evolve accounting policies that reflect where the business is going-not just where it's been.
- Collaborate cross-functionally with product, ops, tax, investments, and tech teams to fuel smarter decisions.
- Lead or support strategic initiatives from new systems to org redesign-whatever it takes to futureproof us.
- Lead a talented finance team with empathy and clarity, mentoring high-potential talent while keeping delivery razor-sharp.
Desired Professional Qualifications and experience:
- A deep, technical foundation in insurance financial reporting and accounting-you speak both fluently.
- Extensive experience leading statutory reporting and regulatory filings in insurance or reinsurance environments.
- You've worked hands-on with complex reinsurance programs and know how to make them flow.
- A leadership style that's collaborative, empowering, and execution-focused-you roll up your sleeves when needed.
- Demonstrated success in navigating fast-paced, multi-entity or global environments.
- Experience leading or partnering on finance system upgrades, migrations, or greenfield implementations.
- Strong analytical instincts, always looking for the "why" behind the numbers.
- Excellent communication skills-you can simplify the complex and influence across all levels.
- You're tech-savvy and agile with tools like Excel, PowerPoint, and modern ERP/reporting platforms.
- Degree in Accounting, Finance, or a related field.
- Active CPA, CA or similar license.
About Oliver James
We introduce talented people to great organisations so that both may grow and benefit from each other’s experiences, helping to fulfil their potential.
We understand that each client’s mix of people, culture, and objectives is unique, so our approach and solutions are flexible and adapted to each person, team, company, and situation.
Although your relationship with OJ is with your local consultant(s), their network, relationships, and knowledge of diverse local candidate pools are backed by those of their local permanent, contract, and temp team colleagues.
When working with international markets, we can access the market maps and relationships of the global OJ collective, giving you access to the best-suited talent in the market (not just the best talent available at that time).
As such, you can come to expect a consistently high level of service and delivery, placing up to C-suite talent in permanent and contract positions, as well as project-based consultancy and temp solutions worldwide from our 12 global locations.
Our current areas of specialisation include:
• Accountancy & Finance • Technology • Actuarial • Risk & Compliance • Transformation & Change Management • Underwriting & Claims
Our additional services:
OJ Professionals | Flexible resourcing solutions across secondment, project-based sourcing and temp-to-perm recruitment | https://www.oliverjames.com/professionals
OJ Consulting | Unrivalled access to a network of highly qualified, contracting professionals across the world| https://www.oliverjames.com/consulting
OJ Executive | Specialising in senior, commercial appointments at the forefront of business transformation, technology, digital and data-driven delivery| https://www.oliverjames.com/exec
Work with OJ - https://www.oliverjames.com/work-with-oj
Work for OJ - https://workforus.oliverjames.com/
License number: Oliver James Associates - #63797 | OJ Consulting - #65136 | Astral - #65211