Senior Associate, Accounting & Operations

About Boring Stuff

We're a back-office partner for creators and creator-led companies like The Try Guys, Airrack, and Yes Theory. We handle finance, accounting, operations, and HR so our clients can focus on building. We're a small, serious team that gets results without a lot of noise. We've grown exponentially over the last year-and-a-half and are looking to add to our team.

The Role

We're hiring a Senior Associate, Accounting & Operations to work across all aspects of our business. The accounting side is the foundation: you need to be able to open a client's QuickBooks, understand what you're looking at, and own the close. But this role is much bigger than bookkeeping. You'll be in the middle of everything: AP/AR, payroll, tax prep coordination, HR compliance, client onboarding, vendor negotiations, and whatever else walks through the door on any given day.

Our clients are creator businesses. Some are solo operators making mid-six figures. Some are multi-entity production companies with W-2 staff, brand deals, and equity structures. No two are alike and no two days are alike. You'll need to be technically sharp, calm under pressure, and able to shift gears constantly.

This is an early role at a growing company. The scope expands fast for the right person.

What You'll Do

Accounting & Finance

• Own month-end close and reconciliations across multiple client entities in QuickBooks Online
• Produce monthly P&Ls, balance sheets, and cash flow statements for clients on time, every month
• Support quarterly estimated tax calculations and communicate proactively with clients about their liability
• Liaise with our CPAs and enrolled agents to prep for year-end returns by organizing records, flagging issues and drafting client communications
• Prepare and file 1099s across client entities at year end
• Identify and flag entity structure issues: misclassified contractors, S-corp election problems, missing documentation

Operations & AP/AR

• Run AP/AR for clients by coordinating with vendors, chasing invoices, navigating brand payment systems, ERPs, and whatever proprietary system a Fortune 500 brand insists you use
• Coordinate payroll processing in Gusto and flag discrepancies before they become problems
• Chase down missing documents, signatures, statements, and information persistently and professionally
• Help onboard new clients, assess the state of their books, identify cleanup needed, and get them onto our systems
• Maintain and improve internal tracking systems in Airtable and Google Drive

HR & Compliance

• Draft and manage contractor agreements, offer letters, and onboarding documents
• Run I-9 verifications and support HR compliance for clients adding W-2 staff
• Coordinate benefits enrollment and flag compliance deadlines across clients
• Liaise with attorneys and licensed professionals when matters exceed our scope

What We're Looking For

• You know QuickBooks Online cold: reconciliations, chart of accounts, multi-entity management, the close process. This is non-negotiable
• You've done real bookkeeping across multiple clients or entities simultaneously, not just one company's books
• You understand basic entity structures, S-corps, LLCs, C-corps, and know what questions to ask when something doesn't look right
• You're strong in Excel and Google Sheets: SUMIFS, data cleanup, financial modeling at a basic level
• You've worked with 1099s, payroll software, and tax prep coordination in a professional setting
• You communicate clearly with non-finance people. Our clients are creators, not CFOs
• You are relentless about follow-through. You chase missing statements, you follow up twice, you don't let things stall
• You handle sensitive financial information for prominent clients with complete discretion
• You're based in LA or open to remote with willingness to travel to LA periodically
• You're not here because you want access to creators

Bonus

• Experience filing or preparing individual or business tax returns (PTIN a plus)
• Familiarity with Gusto, Ramp, Bill.com, or Lumanu
• Experience working with entertainment, media, or creator-adjacent businesses

How We Work

Execution over optics. No unnecessary meetings, no decks. Work is done when the job is done. April 1–15 is all hands on deck. Outside of that, your time is your own as long as the work is getting done.

What You Get

• Direct exposure to how creator businesses actually operate at the financial and operational level
• A path to grow into senior responsibilities fast. We're scaling and the scope expands with performance
• High ownership, low politics, no busywork
• Flexible and remote-friendly outside of tax season
• Behind-the-scenes access to some of the most interesting businesses in the creator economy

• Full health, dental, vision, 401k
• Unlimited PTO (apart from April 1 - April 15)