Category: Tax Planning

July 2, 2026

Backdoor Roth IRA Explained: What It Is, Why It Exists, and How It Works

Tax Planning

If you’ve been researching retirement planning, you’ve probably come across the term Backdoor Roth IRA. It sounds complicated—almost like a secret tax strategy—but it really isn’t. A Backdoor Roth IRA isn’t a special type of retirement account, a tax loophole, or a hidden IRS program. It’s simply a series of transactions that use existing retirement…

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June 10, 2026

Tax Planning at Fortitude: Why We Don’t Do It Like Most Firms

Real Estate (Agents & Investors), S-Corps & Business Structure, Tax Planning, Tax Prep & Filing, Therapists (Private Practice)

Tactical. Practical. Efficient. At Fortitude Tax & Accounting, these three words guide nearly everything we do. As business owners ourselves, we understand that time, cash flow, and attention are limited resources. Our clients don’t need more reports, more meetings, or more complexity. They need clear guidance, practical recommendations, and enough time to take meaningful action….

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August 11, 2025

How Do I Know When I Need Tax Planning?

Tax Planning

If you only think about taxes once a year — usually in April — you may be missing some of the biggest opportunities to save money, avoid IRS penalties, and protect your cash flow with tax planning. Tax planning isn’t just for the ultra-wealthy or giant corporations. It’s for business owners, consultants, and professionals who…

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August 10, 2025

Don’t Let Taxes Surprise You: New Business Owner’s Guide

Bookkeeping & Systems, Tax Planning

Starting a new business is exciting — but nothing takes the wind out of your sails like your first unexpected tax bill. Many first-year business owners who find themselves profitable are caught off guard by the self-employment tax. As a W-2 employee, your employer handled payroll taxes and you simply lived on your take-home pay….

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August 8, 2025

When You Must Make Estimated Tax Payments — Even Without a Business

Bookkeeping & Systems, Tax Planning, Tax Prep & Filing

If you’ve heard of estimated tax payments, you probably think of self-employed business owners and retirees with no tax withholding. But the truth is, there are many situations where you might need to make estimated payments — even if you have a W-2 job or your income seems predictable. Miss these situations, and you could…

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August 7, 2025

Avoid IRS Underpayment Penalties with Safe Harbor Rules

Tax Planning, Tax Prep & Filing

If you’ve ever worried about underpayment penalties, the IRS safe harbor rules can be your best friend. These rules give you a clear target for how much to pay in estimated taxes so you can avoid penalties — even if your actual tax bill ends up higher. Yet, many business owners (and even some accountants)…

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August 6, 2025

Stop Overcomplicating Your Quarterly Taxes: The Fortitude Strategies That Work

Tax Planning

Many old-school accountants love to pull out their calculators every quarter and make your tax planning feel more complicated (and stressful) than it needs to be. The truth? The IRS doesn’t require you to recalculate every quarter unless you want to — and for most business owners, there’s a better, simpler way. Let’s look at…

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August 5, 2025

The Tax Time Hamster Wheel: How to Break the Cycle for Good

Bookkeeping & Systems, Tax Planning, Tax Prep & Filing

If tax time feels like déjà vu every year—scrambling for documents, dreading the bill, and wondering how you’ll cover it—you’re probably stuck in what I call the Tax Time Hamster Wheel. It’s exhausting. You’re working hard, but every April you feel like you’re in the exact same place as last year. The bill’s still a…

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August 4, 2025

Estimated Taxes: Avoid These Common (and Expensive) IRS Pitfalls

Tax Planning

If you’re making estimated tax payments, you’re already ahead of the game compared to most business owners. But here’s the catch: doing them wrong can still leave you with penalties, cash flow headaches, or a double whammy at tax time. It can also keep you stuck on what we call the Tax Time Hamster Wheel—where…

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August 3, 2025

Self-Employment Tax 101: What It Is, How Much It Is, and How to Handle It

Tax Planning, Tax Prep & Filing

What Self-Employment Tax Covers Self-employment tax (SE tax) is how you pay into Social Security and Medicare when you work for yourself: Social Security: 12.4% Medicare: 2.9% Total: 15.3% When you work for yourself, one of the most common surprises for new entrepreneurs is the size of their first tax bill. I can’t tell you…

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Ready to Work Together?

Fortitude Tax & Accounting is led by Melissa Calwell, CPA, EA, with over 30 years of experience helping service professionals including: therapists in private practice, Realtors, and rental property owners make smarter tax decisions.

If you’d like to talk through your situation and see what level of support makes sense, schedule a discovery call with Melissa.