How to prepare for tax season?

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Welcome to 2026….now get ready to pay more taxes! I usually reach out in December to schedule my appointment for tax preparation with my CPA in late Feb or early March. I forgot and was about to do it the first week of January. As I went back to grab his contact information online, I noticed way more search results than normal. That’s because my (now former) CPA had avoided prison due to a hung jury while being prosecuted by the IRS for fraud. I guess it made my audits years ago make more sense. Either way, after over 20 years of his services, I can’t afford to have his name attached to any more of our tax returns.

So with that being said, I am on the search for a new CPA. I have a virtual meeting with one this morning. What are we going to discuss? Lots of things as a partnership with your CPA or accountant is a true relationship. They know all your finances, debt, etc and hopefully help work with you on your future goals. They should be more than just someone who takes your W2s and receipts and files your tax return. Make the most of this relationship as it could help set you up for a better future. Here is some good information about how to prepare for such a meeting:

How to Prepare for Your First Meeting with a CPA

Hiring a Certified Public Accountant (CPA) is a smart move for anyone looking to streamline their finances, optimize taxes, or handle complex accounting needs. To make the most out of your initial meeting, proper preparation is essential. Whether you’re a business owner or an individual seeking personal tax or financial advice, coming prepared ensures a productive and efficient session.

Key steps to prepare for your first meeting with a CPA.

1. Define Your Goals

Before meeting your CPA, take some time to clarify your objectives. Are you seeking tax preparation, bookkeeping assistance, or advice on financial planning? Having a clear understanding of what you need will help your CPA focus on addressing your concerns and tailoring their services to your requirements.

Some common reasons to hire a CPA include:

  • Preparing and filing taxes
  • Auditing and compliance
  • Setting up bookkeeping systems
  • Planning for future financial goals
  • Resolving tax disputes or navigating audits

Clearly communicating your needs allows the CPA to provide relevant insights and recommendations.

2. Gather Financial Documents

Bringing the right documents to your meeting is crucial for an accurate and comprehensive discussion. Here’s a list of commonly required items:

For Individuals:

  • Recent tax returns
  • Proof of income (W-2s, 1099s, or pay stubs)
  • Investment statements
  • Mortgage interest statements (Form 1098)
  • Receipts for deductions (e.g., charitable donations, medical expenses)

For Business Owners:

  • Financial statements (profit and loss, balance sheets)
  • Bank statements
  • Records of expenses
  • Payroll records
  • Copies of business tax returns

Organizing these documents beforehand will save time and help the CPA provide precise advice.

3. Prepare Questions

Your first meeting is a great opportunity to learn more about your CPA’s expertise and how they can address your needs. Consider asking the following questions:

  • How can I minimize my tax liability?
  • Are there deductions or credits I may have overlooked?
  • What is the best structure for my business (e.g., LLC, S-Corp)?
  • How do you ensure compliance with tax laws and regulations?
  • How often should we meet to review my finances?

Asking targeted questions ensures that you leave the meeting with actionable insights.

4. Be Honest About Your Financial Situation

Transparency is vital when working with a CPA. Provide accurate and complete information about your income, expenses, debts, and assets. This allows the CPA to create realistic strategies that align with your goals.

If there are financial challenges or discrepancies, share them openly. A CPA can offer solutions and guidance only when they have the full picture.

5. Understand the CPA’s Fees

Discuss the fee structure upfront to avoid surprises later. Ask about:

  • Hourly rates or flat fees for services
  • Additional costs for filing taxes or financial planning
  • Payment schedules

Understanding how fees are calculated ensures a smooth working relationship and avoids misunderstandings.

6. Bring Your Questions About Long-Term Financial Planning

A CPA is not just for tax season. They can also assist with:

  • Retirement planning
  • Investment strategies
  • Business growth plans
  • Estate planning

Use this initial meeting to explore how they can support your long-term goals.

7. Take Notes and Discuss Next Steps

During your meeting, take notes on the advice and recommendations provided. This will help you follow through on any actions discussed.

Before concluding, ask about the next steps, including:

  • Follow-up meetings
  • Any additional documents or information they need
  • Key deadlines to keep in mind

Leaving with a clear plan will set the foundation for a successful partnership.

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