Skip to content

I Paid $100K+ in Taxes Before I Learned These 5 Myths Were CoRsting Me

2 MINUTES December 19, 2025
Tax Planning

For years, I watched six figures leave my account every April while my CPA nodded and said, “That’s just the reality of W2 income.” I believed it. Until I didn’t.

After working with dozens of CPAs (some brilliant, others just going through the motions) and countless late nights researching while juggling 60-hour work weeks, I discovered something frustrating: most high-earning W2 professionals are operating under myths that keep them overpaying.

Here are the 5 myths that cost me hundreds of thousands before I founded ClairFi:

Myth #1: “W2 Earners Can’t Do Tax Planning”

The Reality: This is the biggest lie in personal finance. Yes, you can’t deduct business expenses like entrepreneurs, but there’s an entire world of tax-advantaged strategies designed specifically for high earners. The difference? They’re not automatic. They require intentional planning.

Myth #2: “Maxing Out My 401(k) Is Enough”

The Reality: Your $23,000 401(k) contribution is excellent—but when you’re paying $100K+ in taxes, it’s barely making a dent. It reduces your taxable income by maybe $23K in a year you’re earning $400K+. You need additional strategies that create real tax leverage.

Myth #3: “Alternative Investments Are Too Risky/Complicated”

The Reality: While your taxable brokerage account generates 1099s that increase your tax bill, qualified alternative investments can provide tax advantages, depreciation benefits, and portfolio diversification. The “complicated” part? That’s what kept me away for years. It shouldn’t.

Myth #4: “I Need to Start a Business to Get Real Tax Benefits”

The Reality: While business ownership has advantages, you don’t need to become an entrepreneur to access powerful tax strategies. Real estate investments, energy investments, opportunity zones, and other vehicles are accessible to W2 earners—most just don’t know they exist.

Myth #5: “My CPA Will Tell Me About These Strategies”

The Reality: Most CPAs are historians, not strategists. They’re excellent at filing what happened last year, but tax optimization requires proactive planning. If you’re only talking to your CPA in March, you’re already too late.

The Turning Point

I founded ClairFi after spending countless hours navigating this maze myself. Between demanding work schedules and family commitments, I didn’t have time to become a tax expert—but I did have time to lose money to inefficiency.

The question isn’t whether tax optimization strategies exist. They do.

The question is: how much longer will you pay the “I didn’t know” tax?

Featured Resources