Note: The job is a remote job and is open to candidates in USA. Boring Stuff is a back-office partner providing finance, accounting, operations, and HR support to creators and creator-led companies. The Senior Associate, Accounting & Operations will own accounting close and financial reporting while managing AP/AR, payroll, tax coordination, client onboarding, vendor and HR compliance operations, and related client needs.
Responsibilities
- 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
- 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
- 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
Skills
- You know QuickBooks Online inside & out. 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 open to remote work, with a preference for candidates in the Greater LA area and willingness to travel to LA periodically
- Experience filing or preparing individual or business tax returns (PTIN a plus), or actively working toward an EA or CPA
- Familiarity with Gusto, Ramp, Bill.com, or Lumanu
- Experience working with entertainment, media, or creator-adjacent businesses
Benefits
- Full health insurance
- 401(k)
- Unlimited PTO (apart from April 1–April 15)
- Flexible and remote-friendly outside of tax season
- Direct exposure to how creator businesses actually operate at the financial and operational level
- A path to grow into senior responsibilities fast
- Real tax season experience alongside our CPAs and EAs (valuable if you’re building toward an EA/CPA credential)
- Behind-the-scenes access to some of the most interesting businesses in the creator economy
Company Overview