Job details
Location: Remote
Hours: 40 hrs/week (must be aligned with and available during PST working hours)
Reports to: CEO, Finance Lead and Financial Controller
PLEASE READ BEFORE APPLYING
We are only reviewing candidates who submit their application through this link
We are not considering applications from agencies or recruiters at this time. Only individual candidates will be reviewed
Who You'll Work With
This role reports directly to the CEO and works closely with external accounting partners, the internal operations team, and the Financial Controller FP&A. You will be the internal execution lead for financial systems, AP/AR processing, vendor coordination, and finance-related documentation across multiple entities and projects.
We are a high-performance, fast-moving startup that values communication, clarity, and precision. This role is perfect for someone who thrives in a highly collaborative environment, is skilled in bookkeeping and financial coordination, and knows how to proactively manage systems and questions before they become bottlenecks.
Key Responsibilities
This role oversees financial management across all aspects of the CEOs business and personal accounts, ensuring seamless operations across multiple entities, investments, and ventures.
1. Accounts Payable, Receivable & Vendor Coordination
Manage weekly payment approvals and invoice processing via QuickBooks
Coordinate with external controller for payment runs and coding
Track accounts receivable and vendor contract obligations
Maintain and monitor the finance@ inbox and related comms
2. Financial Reporting & Reconciliation
Pull and organize weekly AP, AR, and balance sheet reports across entities
Reconcile accounts, credit cards, and recurring transactions for reporting accuracy
Assist in flagging uncategorized or missing entries (e.g. rent, SaaS charges)
3. Documentation & Internal Controls
Maintain and organize key financial records in Google Drive (e.g. contracts, insurance, SPV documentation)
Work with ops and compliance to support tax deadlines, quarterly filings, and audit prep
Coordinate with vendors to ensure access to clean, categorized data
4. SaaS & Subscription Oversight
Track active subscriptions and flag duplications or overspending
Support quarterly reviews of SaaS stack with operations
Collaborate on savings opportunities and contract renegotiation where needed
5. Execution Support for External Vendors
Serve as the point-of-contact for all finance-related documentation and follow-up
Organize information requests and deadlines from tax firms, CPAs, and legal partners
Ensure internal systems (QuickBooks, Drive, ClickUp) reflect vendor inputs correctly
What Were Looking For
Experience:
5+ years in bookkeeping, finance operations, or multi-entity accounting
Experience supporting external controllers, tax advisors, and vendors
Background in startup or fast-paced operational settings preferred
Technical Skills:
Advanced proficiency in QuickBooks Online, QuickBooks Pro, and Excel.
Experience with Xero, Google Sheets, and automation tools is a plus.
Familiarity with ClickUp, Slack, and financial dashboard tools.
Communication & Workflow
Highly organized and proactive
Clear communicator, both in written updates and async tools (Slack, email)
Able to turn financial documents into actionable to-dos and flags
Comfortable working with ambiguity and incomplete data — and resolving it
Bonus Points
Experience working with CPAs and handling audit prep
Prior exposure to venture capital, media, or creative industries
Familiarity with SaaS contract negotiation or cost optimization
Job Details
Location: Remote
Hours: 40hrs/week
Submit your application here
We are not considering applications from agencies or recruiters at this time. Only individual candidates will be reviewed
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 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.
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.
Nivel de antigüedad
No corresponde
Tipo de empleo
Jornada completa
Función laboral
Contabilidad/Auditorías y Finanzas
Sectores
Tecnología, información y medios de comunicación