What are the responsibilities and job description for the Financial Controller position at Trolley AI?
Financial Controller | Full-Time | PST or EST Time Zones
Job Details
Location: Remote
Type: Full-Time Contractor
Hours: 40 hours/week
Reports To: CEO (Moj Mahdara)
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.
What You'll Own
This role is best suited for someone who:
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.
Benefits
Job Details
Location: Remote
Type: Full-Time Contractor
Hours: 40 hours/week
Reports To: CEO (Moj Mahdara)
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.
What You'll Own
- 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.
Benefits
- 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