What are the responsibilities and job description for the Director of Accounting, AI Operations position at Jobgether?
This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Director of Accounting, AI Operations in Canada.
This role sits at the intersection of accounting leadership and AI-driven transformation, offering a unique opportunity to redefine how financial operations function across a multi-brand portfolio. You will own core accounting operations while simultaneously designing and implementing intelligent automation that replaces manual processes and accelerates financial close cycles. Operating within a fast-scaling, AI-native environment, you will bring structure, accuracy, and innovation to a complex, multi-entity accounting landscape. The position blends hands-on technical accounting expertise with forward-thinking operational design, where AI agents and workflow automation are central to success. You will collaborate closely with executive leadership and cross-functional teams to build scalable accounting systems across a $1B organization. This is a high-impact, builder-oriented role for a leader ready to reshape modern accounting operations.
\n- Own end-to-end accounting operations across multiple portfolio companies, including monthly close, reconciliations, and financial reporting.
- Ensure accuracy and compliance of the general ledger, maintaining adherence to GAAP and ASC 606 standards.
- Oversee revenue recognition processes, billing systems, and integrations with platforms such as Stripe and similar tools.
- Design, implement, and optimize AI-driven workflows and automation tools across A/P, A/R, and general ledger functions.
- Develop and deploy AI agents to reduce manual accounting work and accelerate close timelines.
- Improve financial systems, integrations, and reporting structures to enhance visibility and operational efficiency.
- Support tax compliance, audit processes, and annual budgeting activities as needed.
- Provide hands-on accounting support across portfolio companies when operational needs arise.
- Partner with cross-functional teams, including engineering and finance, to build scalable and intelligent accounting solutions.
Requirements
- CPA certification or equivalent experience with strong exposure to audit processes and ASC 606 compliance.
- 5–8 years of progressive accounting experience in high-growth or private equity–backed organizations.
- Proven ownership and leadership of financial close processes, with demonstrated improvements in efficiency and accuracy.
- Hands-on experience applying AI tools, automation, or agents to streamline accounting or financial workflows.
- Strong technical understanding of accounting systems, integrations, and process optimization.
- Experience working across complex, multi-entity environments or portfolio-based structures.
- Excellent communication skills with the ability to collaborate across technical, finance, and executive stakeholders.
- Comfortable operating in fast-paced, ambiguous environments requiring independent decision-making.
- Strong analytical mindset with a builder mentality focused on systems, scale, and automation.
Benefits
- Competitive salary range of $150,000 – $190,000 USD annually.
- Performance-driven environment with high executive visibility and strategic influence.
- Opportunity to design and define an AI-native accounting function at scale.
- Exposure to a $1B multi-brand portfolio with enterprise-level complexity.
- Paid time off and flexible leave policies.
- Comprehensive health, dental, and vision insurance coverage.
- Retirement savings plans (401(k) / RRSP matching depending on location).
- Employee discounts across a portfolio of retail brands.
- Supplemental insurance and wellness benefits.
- Remote work flexibility across the US and Canada.
How Jobgether works:
We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.
We appreciate your interest and wish you the best!
Why Apply Through Jobgether?
Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time.
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