Summary of What This Blog Covers
- Collect all income documents, including 1099s and platform payouts, to ensure accurate reporting.
- Track and categorize business expenses to maximize deductions.
- Make quarterly estimated tax payments to avoid penalties.
- Review past returns and plan ahead with a CPA for a smarter tax strategy.
Let’s cut to it: you’ve built a business, you’ve weathered economic curveballs, managed late invoices, hired your first contractor, maybe even got an LLC in place. You’ve hustled. But then, out of nowhere, tax season taps you on the shoulder.
And suddenly it’s, “Where are those 1099s?” or “Did I really spend that much on ads?” or “Wait… was I supposed to make estimated payments last June?”
First of all, deep breath. You’re not alone. We’ve been in the tax trenches with entrepreneurs, creatives, e-commerce sellers, and consultants long enough to know exactly what this season looks like.
And here’s the good news: tax season doesn’t have to be a disaster. It can actually be your opportunity to reduce stress, cut down your tax bill, and set yourself up for better growth. Yes, really.
This isn’t some generic “get your taxes done” checklist. This is the guide we give to our real savvy, self-employed, high-potential clients who want to do things the right way. At Insogna CPA, a top-tier Austin, Texas CPA firm, this is how we prepare our clients for success.
Let’s walk through it together, step by step.
1. Start With Your Income Docs: You Can’t File What You Can’t Prove
Before you even think about deductions, start by collecting every document that reflects money coming in. Not just what you remember but everything that’s been officially reported.
Here’s what to round up:
- W-2s if you’re still on payroll somewhere
- 1099-NEC and 1099-K forms from contract work or payment platforms (Stripe, PayPal, Shopify, etc.)
- Payout reports from third-party marketplaces (Airbnb, Etsy, Amazon)
- Rental income summaries, if you lease out any property
- Cryptocurrency sales or swaps—yes, those are taxable
- Foreign financial accounts (this might trigger FBAR filing)
You’d be amazed how often we see income underreported not from deceit, but from oversight. But guess what? The IRS already has the 1099. So if your return doesn’t match, it raises a red flag.
Our advice? Bring it all. Even the weird one-time income sources. A licensed CPA in Austin, Texas (like us) can help determine what’s taxable, what’s not, and how to report it properly.
2. Organize Your Business Expenses and Receipts. Yes, All Year Long.
If income is the first half of the equation, expenses are the part that actually lowers your tax bill. And the more expenses you correctly categorize, the lower your taxable income.
Here’s where it gets real: you can’t deduct what you can’t prove. So start by organizing your receipts, invoices, and transactions. Use accounting software that syncs with your bank, categorize as you go, and document everything.
Common Deductions for Freelancers and Small Business Owners:
- Home office expenses (rent, utilities, internet—based on square footage used for work)
- Business vehicle use (either the IRS standard mileage rate—67 cents per mile for 2025—or actual vehicle expenses)
- Software & subscriptions (Zoom, Adobe, Trello, QuickBooks)
- Advertising & marketing (social ads, website costs, SEO services, photography)
- Continuing education (courses, certifications, industry publications)
- Business insurance (general liability, cyber, professional liability)
- Health insurance premiums if you’re self-employed
A small business CPA in Austin can help identify deductions unique to your industry. That might include domain renewals, co-working memberships, or even product samples for e-commerce sellers.
Pro tip: Don’t lump business and personal expenses together. Separate accounts make tax time faster, cleaner, and far less painful.
3. Make or Catch Up On Estimated Tax Payments
Here’s where a lot of business owners get caught off guard: you’re responsible for paying taxes throughout the year, not just at filing time.
If you’re self-employed or own a pass-through business (like an LLC or S-Corp), you’re expected to pay estimated taxes in four installments. These are due in:
- April
- June
- September
- January (of the following year)
Failing to pay or underpaying can lead to IRS penalties, even if your final tax bill is accurate. Ouch.
What to do:
- Review your actual net income (not just gross revenue)
- Account for deductions and credits
- Work with a tax advisor near you to run quarterly projections
- Pay on time, every time
At Insogna CPA, our clients receive reminders and proactive payment strategies to avoid surprises. We’re not just a tax preparation service near you, we’re your tax planning partner.
4. Revisit Last Year’s Tax Return Because You Probably Missed Something
We’re not judging, we’re just being honest. Even if your return was filed professionally, there are often missed deductions, overlooked carryforwards, or optimization opportunities.
What to look for:
- Did you properly categorize all your income sources?
- Were all available deductions claimed?
- Were you overpaying self-employment taxes because you weren’t structured as an S-Corp?
- Did you max out your retirement plan contributions?
A certified public accountant near you can perform a full tax return review and offer actionable changes before you file again. For some clients, we’ve recovered over $10,000 in missed savings simply by revisiting last year’s filing.
5. Make a Plan for Next Year Right Now
Tax prep isn’t something you do once a year. It’s a system that runs year-round. And the best time to plan is before you earn the income, not after.
Here’s how to prep smarter:
- Open a Solo 401(k) or SEP IRA. You can contribute up to $69,000 in 2025 (more if you’re over 50).
- Consider switching to an S-Corp if your net income exceeds $75,000 annually. This could reduce self-employment taxes significantly.
- Track expenses in real time with accounting software, not spreadsheets.
- Work with a CPA quarterly, not just at tax time. We help you adjust strategy as income changes.
- Know your FBAR obligations if you have overseas income or accounts over $10,000 at any time during the year.
The businesses that win at tax season are the ones that treat it as part of their overall growth strategy.
6. Know When DIY Just Won’t Cut It
Let’s be blunt: TurboTax doesn’t know your business. It won’t flag errors. It won’t ask the right questions. And it definitely won’t plan next year’s tax strategy.
You need more than a form-filler. You need:
- A CPA in Austin, Texas who understands entrepreneurs
- A team who files accurately and on time
- A tax advisor who identifies every legal deduction
- A strategist who helps you structure income, benefits, and savings the right way
Whether you’re looking for a tax preparer near you, a licensed CPA, or a certified professional accountant to handle complex filings like FBAR, entity restructuring, or multi-state returns, we’ve got your back.
7. What Working with Insogna CPA Looks Like
We’re not just another firm on the list of CPA firms in Austin, Texas. Here’s how we’re different:
- We start with strategy. Every client receives a custom roadmap tailored to their business goals.
- We communicate like real humans. No jargon. No gatekeeping. Just clear, proactive advice.
- We’re year-round partners. You don’t just hear from us in April. We check in throughout the year to help you pivot and grow.
- We’re obsessed with getting it right. From tax planning to FBAR filing to business structuring, we work the details so you don’t have to.
Our clients range from e-commerce founders and digital nomads to creatives, coaches, and consultants scaling into six and seven figures.
If you’re Googling “CPA firms near me” or “Austin accounting service for small business,” you can stop now. You’ve found the right partner.
Make Tax Season Work for You Not Against You
You’ve worked hard to build your business. You deserve a tax season that reflects that work, not one that derails your spring or drains your finances.
Insogna CPA is here to help you:
- Organize your finances
- Maximize deductions
- Eliminate guesswork
- Reduce your tax liability legally
- Build a proactive plan for financial success
Book your tax prep session today with our team of CPAs, enrolled agents, and tax consultants. Let’s make this tax season your easiest and most profitable one yet.