Full TimeENNorth America
Location: Remote
Type: Full-Time Contractor
Hours: 40 hours/week
Reports To: CEO (Moj Mahdara)
Read Before Applying!
We are only reviewing applications submitted through the following link:
https://forms.clickup.com/9017085020/f/8cqbk2w-42777/HQAY19Y2GOAXZ71JUQ
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.
Oversee weekly and monthly close processes across multiple entities
Maintain fully reconciled financials with zero uncategorized balances
Manage AP workflows, vendor payments, W-9/1099 documentation, and approval tracking
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
Strong understanding of U.S. GAAP, AP/AR workflows, compliance, and audit readiness
Experience with QuickBooks Online, Deel, ClickUp, and modern finance operations tools
Strong operational discipline, organization, and documentation management
Ability to manage sensitive financial workflows with accuracy and discretion
Proactive communication and strong ownership mentality
Comfort operating independently in fast-moving environments
Experience supporting founders, startups, or high-growth companies is strongly preferred
This role is best suited for someone who:
Notices inconsistencies and resolves them quickly
Operates with high precision and accountability
Thinks in systems, controls, and operational structure
Escalates issues before they become problems
Maintains calm under pressure and shifting priorities
Takes ownership without waiting for reminders or direction
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
Access to leading AI tools
Direct collaboration with leadership
Long-term career growth opportunities
High-trust, fast-moving team culture
