Postes à Oakville, Canada

Location: Remote.

Type: Contractor. Part-time schedule (~15 hrs/week)

Were seeking an experienced Senior Financial Controller to oversee multi-entity financial operations for a high-profile venture fund and related media projects. This role focuses on controllership, compliance, and stakeholder coordination. Youll work closely with our Senior Bookkeeper, CEO, fund administrators, legal teams, and CPAs to ensure our accounts, AP, and records are accurate, compliant, and audit-ready.

This is a hands-on, senior-level role ideal for someone with experience in startups, fund management, SPVs, and partnerships who thrives in a fast-moving, founder-led environment.

• Financial Oversight Approve internal bookkeeping and monthly closings across multiple entities.
• Accounts Payable Management Own AP process, ensure timely payments, and maintain clear cash flow visibility.
• Fund & SPV Coordination Liaise with fund administrators, lawyers, CPAs, and investment partners on compliance, filings, and distributions.
• Data & Document Management Maintain organized and complete financial/legal data rooms and reporting files.
• Banking & Contracts Manage banking relationships, credit lines, and financial contract renewals.
• Compliance & Audit Ensure regulatory filings, corporate compliance, and audit readiness for all entities.
• Ad-hoc Financial Projects Support investment transactions, partnership agreements, and corporate restructurings as needed.

Experience

• 8+ years in financial control, fund accounting, or multi-entity finance.
• Proven experience with venture funds, SPVs, partnerships, and startup environments.
• Track record managing AP, compliance, and investor reporting.

Skills

• Advanced QuickBooks proficiency (multi-entity).
• Strong understanding of fund structures, corporate compliance, and tax coordination.
• Highly organized with exceptional attention to detail.
• Skilled at coordinating across lawyers, CPAs, and fund managers.

Preferred

• CPA or equivalent qualification.
• Experience in media, venture capital, or investment management.

• Work closely with the CEO on high-impact ventures.
• Operate in a lean, dynamic environment where your expertise drives efficiency and compliance.
• Flexible, part-time schedule (~15 hrs/week).

https://forms.clickup.com/9017085020/f/8cqbk2w-42777/HQAY19Y2GOAXZ71JUQ

Note: We are not considering applications from agencies or recruiters at this time. Only individual candidates will be reviewed.

Who We Are

Trolley is a fast-growing creative operations company delivering high-impact digital and marketing solutions. We collaborate with high-profile clients to strategize, produce, and optimize compelling content that drives engagement, brand visibility, and business growth. Our creative team functions as a fully integrated power-house combining strategy, design, production, and performance analysis to deliver world-class results.

We Operate Under Founder Mode

Trolley is built on a Founder Mode mindset - an operating system rooted in ownership, strategic thinking, and execution at speed. Here, we look for people who take initiative, think like entrepreneurs, and use tools like AI to optimize how work gets done. But Founder Mode isn't about going it alone, it's about working within high-trust, collaborative teams where contribution matters more than control. We value creativity, resourcefulness, and clear communication. If you're driven by impact, thrive in dynamic environments, and believe in scaling through systems, not stress - this is the place for you.

Why Join Us?

• Work with the Best: We recruit globally to connect top talent with forward-thinking companies.
• Tech-Driven Efficiency: Leverage the latest AI and tools to amplify your impact.
• Human-Centric Approach: Our systems are designed to support and elevate people, not replace them.
• Training for Success: We provide world-class training to ensure you excel in every aspect of your role.

Be Part of the Future of Work

Trolley is now accepting applications from ambitious professionals who want to work at the intersection of technology and creativity. Join us in shaping the next era of work.