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Andrew Samaniego | Tax Resolution Blog | CA

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The True Cost of DIY Taxes: A Story of Two Rental Property Owners

February 13, 2025 by Andrew Samaniego Leave a Comment

I had two interesting conversations that perfectly illustrate why “saving money” on tax preparation often costs more in the long run.

Meet Tom and Sarah (names changed for privacy). 

Both own rental properties, both are successful professionals, and both were convinced they could handle their own taxes.

Tom’s Story: The DIY Approach

Tom came to me after doing his own taxes for three years. 

“My return isn’t that complicated,” he had always thought. 

He’d spend a weekend each February gathering receipts, logging into TurboTax, and plugging in numbers. 

He felt good about saving on tax preparation fees.

That is, until he received an IRS notice.

During our review, we discovered he had been depreciating his rental property incorrectly and missing several key deductions. 

Those “simple” returns had cost him over $15,000 in overpaid taxes over three years. 

The worst part? 

He had to file amended returns and deal with IRS correspondence on his own since no professional had prepared the original returns.

Sarah’s Story: The Professional Advantage

Sarah, on the other hand, came to me before she purchased her first rental property. 

Initially, she too wondered why she needed professional help. 

“I’ll have to pay so much in taxes anyway,” she said during our first meeting.

But here’s where her story takes a different turn.

Through our tax planning sessions, we structured her rental property ownership optimally from the start. 
We discussed timing for improvements, set up proper recordkeeping, and implemented a tax strategy that worked for her entire financial picture.

The result? 

In her first year as a landlord, Sarah paid $8,000 less in taxes than she expected. 

Not because of any magic, but because we planned ahead and used every legal deduction available.

The Real Difference

The difference between Tom and Sarah isn’t intelligence or business acumen — they’re both smart, successful people. 

The difference is that Sarah had a professional in her corner who lives and breathes tax code all year long.

You see, tax preparation isn’t just about entering numbers into software. It’s about understanding the story those numbers tell and knowing how to make that story work in your favor.

When you work with a tax professional, you’re not just getting someone to fill out forms. You’re getting a partner who:

  • Thinks about your taxes when you’re busy running your business
  • Researches strategies months before tax season
  • Creates a barrier between you and the IRS
  • Helps you make financial decisions that impact your tax future

A Conversation Worth Having

Remember that IRS notice that brought Tom to my office? He told me something that stuck with me: “I thought I was saving money, but I was actually paying thousands extra in taxes every year without knowing it.”

This isn’t about whether you’re capable of doing your own taxes. It’s about understanding that tax professionals don’t just prepare returns — we build strategies that save you money year after year.

The Question That Matters

So instead of asking “Why should I pay someone to do my taxes?” try asking “How much am I losing by not working with a tax professional?”

If Tom and Sarah’s stories resonate with you, let’s talk. Whether you’re a current rental property owner, thinking about buying your first investment property, or running a small business, I’d love to help you write your own success story.

Ready to Stop Leaving Money on the Table?

Visit AndrewSamaniego.com to learn more about how we can work together, or schedule a consultation. Let’s make sure your tax story has a happy ending.

Until Next time,

Andrew “Your new Tax Pro” Samaniego, EA

Andrew Samaniego Tax Planning & Resolution

(619) 268–1084 | AndrewSamaniego.com

P.S. The cost of professional tax preparation is an investment in your financial future. And like Tom learned, doing it yourself can be the most expensive option of all.

Filed Under: Tax Tips Tagged With: back taxes, Enrolled Agent, Tax Tips

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