Financial Controller

Job Description:

• Location: Remote. Must maintain strong overlap with U.S. business hours for real-time coordination with founders and CPAs.
• Hours: 15-25 hrs/week depending on the needs.

PLEASE READ BEFORE APPLYING
We are only reviewing candidates who submit their application through this link: https://forms.clickup.com/9017085020/f/8cqbk2w-42777/HQAY19Y2GOAXZ71JUQ
Applications submitted elsewhere will not be considered.

Role Overview

Were seeking an experienced 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 CEO, Senior Bookkeeper, fund administrators, legal teams, FP&A 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.

This role requires a strong command of U.S. GAAP and state-level compliance standards, with the discipline to manage multi-entity structures in real time and maintain strict documentation hygiene across all systems.

Key Responsibilities

1. Financial Oversight

• Approve internal bookkeeping and monthly closings across multiple entities.
• Own the weekly close cadence across all entities: reconcile all Bank, Credit Cards, and Loan accounts, clear any uncategorized entries, and deliver reconciled reports with zero Uncategorized balances.
• Cash Flow management.

2. Accounts Payable Management

• Own AP process, ensure timely payments, and maintain clear cash flow visibility.
• Verify correct classification (e.g., loan principal vs. interest), ensure documentation is attached, and enforce proper approval trails.
• Vendor management, documentation and negotiation.

3. Fund & SPV Coordination

• Liaise with fund administrators, lawyers, CPAs, and investment partners on compliance, filings, and distributions.
• Coordinate directly with CPAs on U.S. federal and state filings to ensure audit readiness and tax alignment across entities.

4. Data & Document Management

• Maintain organized and complete financial/legal data rooms and reporting files.
• Maintain strict digital hygiene clean Drive structure, proper entity/date-based naming conventions, and elimination of legacy ad-hoc folders.
• Document recurring processes for key workflows (AP, reconciliations, reporting cadence).

5. Banking & Contracts

• Manage banking relationships, credit lines, and financial contract renewals.
• Ensure inter-company transfers and credit card allocations are fully reconciled and documented by entity.

6. Compliance & Audit

• Ensure regulatory filings, corporate compliance, and audit readiness for all entities.
• Uphold U.S. GAAP standards and maintain supporting documentation for all transactions.

7. Ad-hoc Financial Projects

• Support investment transactions, partnership agreements, and corporate restructurings as needed.
• Support FP&A by producing clean, reconciled financials while maintaining focus on controllership mechanics and compliance accuracy.

What Were Looking For

Experience

• 8+ years in financial control, fund accounting, or multi-entity finance.
• Direct experience managing QuickBooks Online multi-entity environments with precision (class/tag usage, intercompany reconciliations, and exception tracking).
• Track record managing AP, compliance, and investor reporting.
• Proven experience with venture funds, SPVs, partnerships, and startup environments.

Skills

• Advanced QuickBooks proficiency (multi-entity).
• Strong understanding of fund structures, corporate compliance, and tax coordination.
• Highly organized with exceptional attention to detail; proficient in Google Drive and structured data management.
• Skilled at coordinating across lawyers, CPAs, and fund managers.
• Strong grasp of U.S. GAAP, state filings, and startup expense rules.
• Experience with collaborative tools, ideally ClickUp.
• Operational hygiene clean folders, version control, and naming discipline.
• Clear communication under pressure; comfort working with founders and advisors.
• Precision and process discipline in tight weekly cadences.
• Accountability and steadiness in fast-paced environments.

Preferred

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

This is not a corporate oversight role its a hands-on controllership position that demands precision, cadence, and speed. The ideal candidate enforces structure, keeps books clean, communicates crisply, and ensures every entity is reconciled, audit-ready, and compliant at all times.

What to Expect: Our Application Process

We respect your time and aim for clarity. Heres how it works:

1. Apply through ClickUp
2. Complete a short assignment via TestGorilla
3. Interview with Recruitment & Ops Coordinator
4. Second interview or role assessment
5. Final interview with Founder & CEO
6. Welcome to Trolley!

Steps may vary slightly depending on the role well guide you through it!

What to Expect: Our Application Process

We respect your time and aim for clarity, so here's how it works:
1. Apply through ClickUp
2. Complete a short assignment via TestGorilla
3. Interview with Recruitment & Ops Coordinator
4. Second interview or role assessment
5. Final interview with Founder & CEO
6. Welcome to Trolley!
Steps may vary slightly depending on the role well guide you through it!

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About Us

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 powerhouse—combining strategy, design, production, and performance analysis to deliver world-class results.

AI Mindset & Continuous Innovation
We operate with an AI-first mindset and look for people who use technology to work faster, smarter, and more creatively. At Trolley, AI is part of everyday work, and we expect new hires to support a culture of curiosity, experimentation, and continuous improvement. We value people who:

• Use AI for research, organization, content development, and problem-solving
• Stay open to learning new tools and proactively share discoveries
• Simplify workflows and increase efficiency without sacrificing quality
• Use AI thoughtfully, keeping brand voice, strategy, and context at the center
• Collaborate to strengthen internal systems and creative output through informed AI usage

Our long-term vision is clear: AI will become the standard for creative teams, and we stay ahead by investing early and integrating it deeply into our workflows. We dont believe AI replaces human work or creative instincts, it enhances them by making our output more efficient and scalable.

We Operate Under Founder Mode
Trolley operates on a Founder Mode mindset—focused on ownership, strategic thinking, and fast execution. We seek proactive, entrepreneurial thinkers who use AI to optimize work. Founder Mode emphasizes high-trust, collaborative teams where contribution outweighs control. We value creativity, resourcefulness, and clear communication. If you're impact-driven, thrive in dynamic environments, and believe in scaling through systems, 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.

Benefits at Trolley
At Trolley, we believe in building a company that works for you — not the other way around. That means freedom, tools, and culture that support both your creativity and your execution. We offer:

• Work from anywhere
• Flexible schedule and time off — no micromanaging
• Direct collaboration with the Founder
• Access to top-tier AI tools (Perplexity, ChatGPT, ClickUp Brain and more)
• Clear path for long term career growth
• A supportive company culture grounded in ownership and prioritizing progress over perfection

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.