Senior Bookkeeper & Tax Preparer

Boring Stuff • Santa Monica, CA

4d • Remote

About The Position

Boring Stuff is a back-office solution built for content creators. We handle the essential, but often overlooked, functions of finance, operations, and HR so creators can focus on growing their brands. Our team supports some of the top names in the creator economy, helping them stay compliant, organized, and financially optimized. We are hiring a Senior Bookkeeper & Tax Preparer to take point on managing full-cycle bookkeeping and preparing personal and business tax returns for a portfolio of creator clients. This is a freelance role with the potential to grow into a leadership or full-time position. The ideal candidate is confident working independently, managing multiple client relationships, and offering strategic guidance in addition to day-to-day execution. This is a remote position. Candidates in Southern California may be considered for a hybrid role.

Requirements

• 5+ years of experience in bookkeeping and tax preparation
• Experience working with small businesses, creators, or high-income solopreneurs
• Strong understanding of US GAAP and federal/state tax requirements
• Proficiency in QuickBooks Online, Xero, Gusto, and modern tax software
• Comfort working independently with multiple client accounts
• Excellent communication and time management skills

Nice To Haves

• CPA, EA, or other relevant credential is preferred but not required

Responsibilities

• Own the bookkeeping and financial operations for a portfolio of high-earning content creators
• Manage full-cycle bookkeeping: transaction categorization, reconciliations, month-end close, and financial reporting
• Prepare and file federal and state tax returns for LLCs, S-Corps, and individuals
• Oversee quarterly tax estimates and ensure compliance with IRS regulations and relevant deductions
• Identify and implement improvements in client accounting systems and chart of accounts
• Communicate directly with clients to explain financial reports, answer tax questions, and support decision-making
• Support internal process development, staff onboarding, and quality control reviews as the team grows

What This Job Offers

• Career Level: Senior
• Education Level: No Education Listed