US Bookkeeper VA

Job Summary: We're actively seeking a detail-driven Multi-Entity Bookkeeping Specialist to oversee the books and compliance for a growing real estate portfolio and an e-commerce brand spread across several LLCs and S corporations. You'll be accountable for reconciliations, entity maintenance, payroll setup, and CPA reporting, while coordinating vendor payments and guiding two junior team members. Strong applicants will have deep US bookkeeping experience, solid knowledge of US entity compliance, and the discipline to keep every account accurate to the penny. Key Responsibilities: Reconcile income and expenses to the penny across multiple bank accounts, credit cards, and payment methods

• Separate personal charges from business transactions for every entity
• Keep the real estate portfolio performance tracker up to date
• Audit AI-generated bookkeeping entries and correct any miscategorizations
• Send monthly statements and updates to the CPAKeep the e-commerce business's books distinct from the real estate entities
• Stay on top of annual filings and good standing for all LLCs and S corporations
• Register and manage payroll across two states
• Coordinate with the property manager and contractor, including reviewing and approving payments
• Assign, oversee, and review the work of two interns
• Mandatory Skills: Demonstrated US bookkeeping experience, including managing books for multiple entities at the same time
• Strong command of US entity compliance, including LLC and S corp annual filings and maintaining good standing
• Hands-on experience with multi-state payroll registration and setup
• Advanced reconciliation skills across multiple accounts and payment platforms
• Strong Excel or Google Sheets skills
• Comfortable assigning, supervising, and reviewing the work of junior team members
• Exceptional attention to detail and accuracy
• Careful, consistent, and able to work without supervision
• Strong written communication skills and ease working asynchronously
• Preferred Skills: Real estate bookkeeping experience, including rental property income and expense tracking
• E-commerce bookkeeping experience
• Exposure to cloud accounting software such as QuickBooks Online or Xero
• Experience reviewing or working with AI or automated bookkeeping tools
• Experience coordinating with CPAs, property managers, or contractors
• Familiarity with Slack for team communication
• Ability to manage multiple projects together

Why Join Us: Join a growing, owner-led business where your expertise directly determines how the company operates. You'll work closely with a hands-on owner who values accuracy and independence, and the asynchronous communication style gives you control over your own workflow. The role offers real ownership, leadership responsibility, and room to grow as the portfolio expands.