10 Must-Ask Questions Before Hiring a CPA (So You Don’t Regret It Later)

4 8

Summary of What This Blog Covers:

  • How to vet a CPA before hiring – This blog walks you through the ten most important questions to ask when hiring a CPA, helping you assess their business expertise, communication style, tax planning capabilities, and ability to support long-term growth.

  • What to expect from a strategic CPA relationship – It explains how a modern CPA should offer more than tax filing, including proactive planning, cash flow forecasting, entity structure guidance, and industry-specific financial advice.

  • Why traditional tax preparers may fall short for growing businesses – The blog highlights common CPA red flags such as limited availability, lack of business experience, outdated practices, and reactive support that cost business owners time, money, and peace of mind.

  • How Insogna CPA delivers proactive, expert-level service – It details how Insogna CPA supports entrepreneurs with flat-fee pricing, a dedicated team of licensed professionals, industry specialization, and year-round planning for scaling confidently and strategically.

Hiring a CPA isn’t just about taxes. It’s about trust.

You’re not just looking for someone who files your return. You’re looking for someone who understands your business, helps you build wealth, keeps you out of IRS trouble, and, ideally, doesn’t disappear the moment April 15 passes.

Here’s the kicker: the wrong CPA won’t just frustrate you, they’ll cost you. Not just in missed deductions or surprise bills, but in lost time, poor planning, and missed opportunities.

So, how do you find the right fit? You ask the right questions before you commit.

Below are the 10 most important questions to ask when hiring a CPA in Austin, Texas—along with the red flags to avoid, the traits to seek out, and the value a truly strategic CPA can bring to your business.

Let’s get into it.

1. Do You Specialize in Business Accounting and Tax Strategy?

This question is essential. Some CPAs are fantastic with personal returns. But if you’re running a growing business, you don’t need someone who’s great with W-2s and child tax credits. You need someone who understands payroll taxes, S-Corp elections, inventory, sales tax nexus, and business write-offs.

A small business CPA in Austin should provide tax planning, not just tax filing. They should advise on cash management, tax savings, and how to scale profitably.

What to look for:

  • Experience with corporate tax returns (1120S, 1120, 1065)

  • Expertise in your business model: service-based, eCommerce, real estate, etc.

  • Forward-looking guidance, not just rearview reporting

2. How Do You Help Clients Save on Taxes Throughout the Year?

If your CPA’s tax planning strategy is “we’ll deal with it in March,” that’s not a strategy, it’s damage control.

A strategic tax advisor in Austin should meet with you quarterly (or more often) to track income, update projections, and make proactive adjustments that reduce your tax liability.

This could mean:

  • Accelerating or deferring revenue

  • Timing large purchases

  • Adjusting your compensation

  • Optimizing deductions before year-end

3. Can You Help Me Understand and Manage Cash Flow?

Revenue ≠ profit. Profit ≠ cash. If those three terms feel interchangeable to your current CPA, it’s time to move on.

A capable Austin, TX accountant will help you:

  • Forecast cash flow based on seasonality and growth plans

  • Identify spending trends or underperforming expenses

  • Plan for tax liabilities so you’re not blindsided every quarter

What to ask:

  • Do you provide monthly or quarterly reporting?

  • Do you help clients interpret their numbers?

  • How do you help plan for taxes and reinvestment?

4. Do You Understand Multi-State and International Tax Compliance?

Selling across state lines? Paying overseas vendors? Accepting payments from clients in Canada or Europe?

Then you’re in complex tax territory. Different states = different rules. And foreign bank accounts? They require FBAR filing. A good CPA understands how to keep you compliant before the IRS flags you.

Ask:

  • How do you track multi-state sales tax nexus?

  • Can you help me register and file in multiple states?

  • Are you experienced with international clients or vendors?

5. What’s Your Approach to Bookkeeping and Financial Reporting?

A smart tax strategy starts with clean books. If your CPA doesn’t offer tax preparation services near you that include bookkeeping or doesn’t coordinate with a qualified bookkeeper—you’re starting behind.

Financial reporting should be timely, consistent, and actionable. Real-time books let you make decisions, not just guess.

Ask:

  • What tools do you use (QuickBooks, Xero)?

  • Do you reconcile books monthly?

  • Do you deliver profit and loss, balance sheets, and cash flow reports?

6. Can You Advise Me on Choosing the Right Business Entity?

Entity structure (LLC, S-Corp, C-Corp) affects your taxes, liability, payroll, and investment strategy.

The wrong setup can mean:

  • Overpaying self-employment taxes

  • Missing out on deductions

  • Facing unnecessary audit risk

The right certified public accountant near you will evaluate your income, payroll plans, and long-term goals before recommending a structure.

Ask:

  • Do you evaluate entity structures annually?

  • Can you help with elections and filings?

7. Do You Work with Other Clients in My Industry?

Every industry has its quirks. Inventory for eCommerce. Passive income rules for real estate. Service models with low overhead but high liability. If your CPA doesn’t understand your specific landscape, they won’t know how to help you optimize it.

Look for:

  • Relevant industry case studies

  • Familiarity with common platforms (Shopify, Stripe, Airbnb, etc.)

  • Recommendations tailored to your model

8. How Often Will We Communicate?

If you only talk to your accountant during tax season, you’re not getting value. Regular communication helps you stay compliant and ahead of problems, not behind them.

Ask:

  • Do you offer quarterly planning?

  • How fast do you respond to emails or calls?

  • Do you offer video calls or virtual meetings?

Red flag: If their response time is “within a week,” that’s a no-go.

9. What’s Your Pricing Model?

Hourly billing creates fear. Clients avoid asking questions because they don’t want the clock to run. That leads to missed opportunities and rushed decisions.

At Insogna CPA, we use flat-fee pricing so you always know what you’re paying and what you’re getting. No surprises. No nickel-and-diming.

Ask:

  • Do you offer flat-rate packages?

  • What’s included?

  • Are there any extra charges for calls or planning?

10. How Will You Help Me Scale My Business?

A truly strategic CPA is more than a filer, they’re a growth partner.

You want someone who:

  • Analyzes your margins

  • Reviews pricing and cost structure

  • Prepares you for fundraising or expansion

  • Helps you build long-term tax and financial strategies

In other words, someone who can sit at your table as your business grows, not just file your return and disappear.

Why This Matters: The Real Cost of Choosing the Wrong CPA

Hiring the wrong CPA isn’t just a mild inconvenience, it’s a strategic misstep that can quietly erode your profits, create compliance risks, and ultimately stunt your business growth. A CPA who’s inattentive, reactive, or simply not equipped to support business clients isn’t just falling short. They’re costing you money.

Here’s what we see far too often when business owners rely on CPAs who aren’t built for business:

  • Business owners overpaying taxes by 15%–20% annually because no one is optimizing deductions, classifying income strategically, or reviewing their compensation and benefits structure in time.

  • Outdated or incorrect entity structures like remaining a sole proprietor when an S-Corp would have saved thousands in self-employment tax, costing clients $10,000 or more per year in unnecessary tax exposure.

  • Missed FBAR filings or international compliance issues, often overlooked by generalist CPAs, leading to steep IRS penalties and unnecessary audits that could’ve been avoided with proper guidance.

  • Poor cash flow forecasting and advisory that results in business owners struggling to cover payroll, miss expansion opportunities, or make reactionary decisions based on guesswork not data.

  • Unfiled or late-filed tax forms that accrue penalties and interest, damage credibility with lenders and investors, and cause sleepless nights every tax season.

The bottom line? If your CPA isn’t aligned with your growth, your business is absorbing the cost.

Why Choose Insogna CPA?

At Insogna CPA, we’re more than just a CPA firm in Austin, Texas. We are strategic partners for entrepreneurs who are building something bigger and who need a CPA that sees the big picture.

Our clients aren’t just looking for someone to “do their taxes.” They want someone to help them use their numbers to make better decisions, save more, and grow faster.

Here’s what makes our approach different:

  • Flat-fee pricing: No hourly rates. No nickel-and-diming. Just clear, transparent pricing so you always know what to expect and never hesitate to ask for advice.

  • A full team of experts: Our licensed CPAs, enrolled agents, and experienced financial strategists collaborate to support you. That means consistent communication, faster turnaround times, and specialized expertise at every stage.

  • Industry-specific expertise: From eCommerce and SaaS to real estate and service-based companies, we bring a deep understanding of the unique tax and financial considerations in your industry.

  • Clean, automated bookkeeping: We help you modernize your systems, streamline reconciliations, and get real-time insights using best-in-class software like QuickBooks Online.

  • Proactive tax planning and financial coaching: We don’t just respond to changes, we anticipate them. Our clients benefit from quarterly tax planning, margin reviews, cash flow forecasting, and entity optimization.

So whether you’re searching for a CPA near you, a tax accountant for your growing startup, or a chartered professional accountant who speaks your industry’s language, Insogna CPA is here to help you get organized, stay compliant, and make smarter financial decisions.

Ready for a CPA Who Actually Supports Your Business?

Let’s be honest: you’ve outgrown surface-level support. You’re building a business, not just a balance sheet. And you deserve a financial partner who treats your success like it’s their mission.

Let’s start with a conversation. No pressure. Just clarity.

Schedule your free consultation today and discover how Insogna CPA helps growth-minded entrepreneurs move from reactive to strategic with proactive planning, expert insights, and year-round support.

Because when your business is evolving, basic tax prep just isn’t enough.

And we’re the CPA team that’s ready to grow with you.

..

Michael Harris