Financial Comptroller - Remote

Job Description Financial Controller | Full-Time | PST or EST Time Zones Job Details Location: Remote
Type: Full-Time Contractor
Who We're Looking For We're looking for a highly organized, operationally strong Financial Controller who can oversee multi-entity financial operations with precision, accountability, and zero tolerance for errors.
This is not a basic bookkeeping role. The Financial Controller acts as the operational backbone of the finance function — ensuring all entities remain reconciled, compliant, audit-ready, and financially organized at all times.
The ideal candidate is proactive, detail-oriented, systems-minded, and capable of independently managing AP, reconciliations, payroll, compliance, banking, and reporting across multiple entities without constant oversight.
You should thrive in high-accountability environments, communicate proactively, and understand how to maintain financial hygiene inside fast-moving companies.

Maintain fully reconciled financials with zero uncategorized balances
Monitor cash flow, account balances, and tax reserve schedules proactively
Manage payroll processing and reconciliation through Deel
Maintain organized, audit-ready financial records and data rooms
Coordinate with CPAs, legal teams, FP&A, and leadership across reporting and compliance workflows
Support automation of reconciliation and reporting systems using available integrations and tools
Maintain budget-to-actuals tracking and flag anomalies or risks proactively
Ensure compliance, filing deadlines, and internal financial controls remain current and organized

Work directly with the CEO, FP&A, Senior Bookkeeper, CPAs, and legal partners
Maintain finance visibility and workflow tracking inside ClickUp
Deliver structured financial updates proactively without requiring follow-up
Escalate risks, missing approvals, or operational blockers early
Support cross-functional operational and strategic finance discussions when needed

Experience managing multi-entity financial operations, reconciliations, and close processes
GAAP, AP/AR workflows, compliance, and audit readiness
Experience with QuickBooks Online, Deel, ClickUp, and modern finance operations tools
Ability to manage sensitive financial workflows with accuracy and discretion
Thinks in systems, controls, and operational structure
Maintains calm under pressure and shifting priorities
About Us Trolley is a fast-growing creative operations company delivering high-impact digital and marketing solutions for high-profile clients.
We operate with an AI-first, Founder Mode mindset focused on ownership, execution, operational excellence, and continuous improvement.

Fully remote work
Flexible schedule and time off
Long-term career growth opportunities