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Bookkeeping for Landlords

Owning rental property is one of the best wealth-building tools available — until tax season arrives and every receipt, repair bill, and mortgage statement demands attention. At Simple Books Now, Luisa keeps your rental ledgers clean year-round so that Schedule E is never a scramble. With an Enrolled Agent credential behind every recommendation, you get tax-smart bookkeeping, not just data entry.

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Rental property income looks simple on paper — tenant pays rent, you deposit it — but the financial picture is far more layered. Depreciation schedules, mortgage interest allocation, property tax proration, HOA dues, capital improvement capitalization versus immediate expensing: each decision affects your taxable income differently and must be tracked consistently from January through December. A single misclassification between a repair and an improvement can cost you hundreds in taxes or trigger an IRS notice years later.

Working with a bookkeeper who is also a Federally authorized Enrolled Agent means the person organizing your numbers understands exactly how the IRS evaluates landlord records. Luisa knows which expenses must be capitalized, how the passive activity loss rules limit deductions, and when the real estate professional status election changes everything. You don't just get clean books — you get books built to support the most favorable and defensible tax outcome possible.

The Financial Challenges We Solve

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Depreciation Tracking Gone Wrong

Residential rental property depreciates over 27.5 years, but improvements, appliances, and land must be tracked separately. Without cost-segregation-aware bookkeeping, landlords routinely under-depreciate assets and overpay taxes for years before anyone catches the error.

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Repair vs. Capital Improvement Confusion

Replacing a single broken window is a deductible repair; replacing all windows to upgrade the property is a capital improvement that must be depreciated. Misclassifying these items is one of the most common landlord audit triggers, and the IRS has specific regulations — the Tangible Property Regulations — that govern the distinction.

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Schedule E Preparation Pressure

Schedule E requires property-by-property income and expense reporting, and every number must reconcile back to your books. Landlords who cobble records together in April consistently miss deductions or double-count income, creating a return that neither saves the most tax nor holds up under scrutiny.

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Commingled Personal and Rental Finances

Running rental-related purchases through a personal account is one of the fastest ways to lose deductions during an audit. Keeping rental income and expenses in dedicated accounts — and having a bookkeeper reconcile those accounts monthly — is the only way to maintain a clean audit trail.

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Security Deposit and Prepaid Rent Timing

Security deposits are not income when received; they become income only if applied to unpaid rent or retained after a tenant moves out. Prepaid rent, however, is taxable in the year received regardless of the period it covers. Mishandling these two items can misstate your taxable income significantly.

More Than a Bookkeeper — A Federally authorized Enrolled Agent

Most bookkeepers record transactions and hand you a report. Simple Books Now does that — and more. Luisa is a Federally authorized Enrolled Agent: the highest credential the IRS grants. She can represent you in audits, file your returns, and negotiate directly with the IRS — with year-round tax strategy built into your bookkeeping from day one.

For a business owner in your industry, that means one professional who understands your numbers and handles your complete financial picture. No handoffs. No gaps. No surprises at tax time.

  • Federally authorized by the IRS — represents you in audits, collections & appeals
  • Bookkeeping + tax strategy in one engagement — no coordinating between vendors
  • Direct access to Luisa — no junior staff
  • Flat monthly rate — no hourly billing surprises
  • Works with clients in all 50 states
  • Books delivered by the 15th of each month
  • Year-round availability, not just at tax time

Everything We Handle for Your Business

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Bookkeeping

Monthly reconciliation, clean financials, and reports delivered every month.

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Tax Consulting

Year-round tax strategy, quarterly planning, and return preparation.

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Tax Resolution

IRS notices, back taxes, audits, and payment plans — handled directly by our EA.

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Payroll

Payroll processing, 941 filings, and W-2s — accurate and on time.

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Sales Tax

Florida sales tax filing, multi-state compliance, and audit defense.

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Catch-Up Bookkeeping

Behind on your books? We'll get you caught up at a fixed project price.

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Bookkeeping FAQ

Ready to Get Your Landlord Books in Order?

Schedule a free consultation with Luisa today and see how Enrolled Agent-backed bookkeeping protects your rental income and maximizes every deductible dollar.

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No obligation · 30-minute call · Federally authorized Enrolled Agent