Role Description Our client is seeking a detail-oriented and tech-forward Senior Accounting Specialist to manage the full financial picture for a high-net-worth principal. This is a full-time, fully remote engagement. You will own day-to-day bookkeeping, monthly financial reporting, and ongoing budget tracking across personal household spending, investment portfolios, real estate holdings, and multiple business entities. This is not a data-entry role. Role Mission: - To provide accurate, timely, and complete financial visibility across all personal and investment accounts — empowering confident decision-making through clean books, clear reporting, and proactive financial stewardship. Key Responsibilities: - Bookkeeping & General Ledger - Maintain accurate, up-to-date books across personal, investment, real estate, and business entity accounts in QuickBooks Online. - Reconcile all accounts monthly; investigate and resolve discrepancies before reporting. - Prepare and post journal entries; ensure proper coding across entities. - Monthly Financial Reporting - Prepare monthly profit & loss statements and balance sheets across all accounts and entities. - Deliver clear, concise financial summaries with variance explanations — not just raw numbers. - Maintain organized supporting schedules and documentation. - Personal Budget & Spending Tracking - Build and maintain a personal spending dashboard; track actuals vs. budget by category. - Identify spending trends and flag variances proactively. - Support annual budgeting process and update rolling forecasts. - Investment & Portfolio Accounting - Track investment portfolio performance, cost basis, and realized/unrealized gains across brokerage accounts. - Prepare periodic investment performance summaries. - Record capital contributions, distributions, and returns across investment vehicles. - Real Estate Accounting - Manage accounting for two residential investment properties. - Track intercompany transactions and ensure proper entity-level separation. - Support acquisition and disposition accounting as needed. - Business Entity Management - Maintain books for LLCs and other pass-through entities with clean separation of accounts. - Track intercompany activity and maintain supporting schedules. - Organize records to support annual CPA tax preparation, including K-1s and categorized schedules. - AI-Assisted Workflows - Utilize AI tools (ChatGPT, Claude, or AI-powered bookkeeping platforms) to automate categorization, generate financial summaries, and improve reporting efficiency. - Proactively identify opportunities to use AI and automation to reduce manual work and improve accuracy. - Stay current on AI-driven accounting tools and propose new workflow improvements. Qualifications - 3–7 years of bookkeeping or accounting experience, preferably including personal/family office or high-net-worth individual engagements. - Expert-level QuickBooks Online proficiency — chart of accounts setup, reconciliations, and custom reporting. - Experience managing books for multiple LLCs or pass-through entities simultaneously. - Demonstrated experience with investment and real estate accounting, including rental properties, brokerage accounts, and cost basis tracking, is a plus. - Proven use of AI tools — ChatGPT, Claude, or AI-powered bookkeeping platforms — to improve accuracy and efficiency in practice is a plus. - Strong Excel or Google Sheets skills for budgeting models and custom analysis. - Excellent written communication skills; able to translate financial data into clear, concise summaries. - CPA, CMA, or bookkeeping certification a plus but not required. Requirements - Work remotely Monday - Friday, 40 hours a week (no weekends). - Did we mention it's REMOTE?!!