WIIRE 207: Stress-Free Tax Season: How Real Estate Investors Can Stay Organized & Save Big

In this episode, we demystify tax season for female real estate investors, proving it doesn’t have to be stressful or last-minute. Drawing on our personal experiences, we share practical systems for year-round organization, from mastering 1099 and W-9 requirements to distinguishing between capital expenditures (CapEx) and repairs for smarter tax benefits.

We also highlight the value of digital bookkeeping tools, such as QuickBooks, and discuss the advantages of hiring a real estate-specific bookkeeper. Additionally, we detail the importance of preparing quarterly estimated tax payments to avoid penalties. The conversation covers setting up digital filing systems for receipts and closing statements, maintaining a Properties Quick Guide, and diligent record-keeping for those pursuing Real Estate Professional Status (REPS).

You will learn actionable steps to streamline processes, maximize deductions, and work effectively with CPAs. Packed with community resources and honest advice, this episode provides empowering strategies to help you face tax time with confidence and focus on building your real estate success.

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