Financial Controller

Trolley AI


Date: 7 hours ago
City: San Bernardino, CA
Contract type: Full time
  • San Bernardino, California, United States
  • Operations
  • Full-Time
  • Remote

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Job Description:

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

  • 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

Workflow & Collaboration

  • 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

What We Need From You

  • 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

Who Thrives Here

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

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.

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

Apply now

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