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Tavola Group Expert accounting, tax preparation, and financial advice crafted for entrepreneurs and businesses. Let's work together to maximize your success.

You want to sell your business in five years. When should you start preparing?Not in year five.If you wait until you're ...
10/21/2026

You want to sell your business in five years. When should you start preparing?
Not in year five.

If you wait until you're ready to sell to start asking what a buyer will see, you may find things you wish you'd addressed years ago.

Are your financials clean? Is the business consistently profitable? Could it run without you? Are there risks a buyer would spot right away?

You have a lot more options when you’re asking those questions five years before a sale instead of five months before one.

If selling the business is part of your plan, start preparing before you're ready to sell.

Thinking about selling your business someday? Save this as a reminder that preparing for the sale starts long before you're ready to sell.

Your biggest customer wants 15% off to renew. Do you say yes?Your first thought might be, “We can’t afford to lose this ...
10/15/2026

Your biggest customer wants 15% off to renew. Do you say yes?

Your first thought might be, “We can’t afford to lose this customer.”

Fair. But can you afford to keep them at the new price?

Before you agree, look at what the account actually costs you to serve and what happens to your margin after that 15% discount.

Sometimes the discount makes sense. Sometimes keeping the revenue isn’t as valuable as it looks.

The question isn’t just, “Can we keep the customer?”

It’s “Does this still make financial sense for the business?”

Before changing your pricing to save an account, know what the numbers say.

Would you offer the discount to keep your biggest customer, or would you push back on the price?

Your first location is packed. You're ready to open #2.But can the business actually afford it?Before location #2 brin...
10/13/2026

Your first location is packed. You're ready to open #2.

But can the business actually afford it?

Before location #2 brings in a dollar, you may already be paying for buildout, equipment, staffing, and overhead. And chances are, location #1 is helping cover those costs.

That's where cash flow projections come in.

How long before the new location can support itself? What if it takes six months longer than expected? Can your existing business carry those costs in the meantime?

Opening another location might be the right move. Just make sure the numbers support it.

Considering an expansion? Tavola Group can help you look at the numbers before you commit. Schedule a complimentary consultation through the link in our bio.

Your 50/50 business partner tells you tomorrow they want out. Their half is worth $400,000. Now what?Where does the $400...
10/09/2026

Your 50/50 business partner tells you tomorrow they want out. Their half is worth $400,000. Now what?

Where does the $400K come from?

Can the business support a buyout? Does it happen all at once or over time? And what does the business look like financially once one owner leaves?

Those aren't questions you want to answer for the first time when your partner is already ready to go.

A buyout plan is easier to build before you need one.

Have a business partner? Let’s talk through the financial side of what an eventual transition could look like.

🔗 Book a complimentary consultation → https://scheduler.zoom.us/matt-schumacher/taxplanning

That gap matters.While you're waiting to get paid, payroll, vendors, overhead, and the costs of delivering the work keep...
10/07/2026

That gap matters.

While you're waiting to get paid, payroll, vendors, overhead, and the costs of delivering the work keep moving.

That doesn’t mean 60-day payment terms are a bad deal. It means you need to understand what your business will have to carry while you wait.

Before signing, don’t just ask:
“How much is the contract worth?”

Also ask:
“Can we support the payment terms?”

Making a big decision for your business? Let’s look at the numbers before you commit.

🔗 Book a complimentary consultation ➡️ https://scheduler.zoom.us/matt-schumacher/taxplanning

10/05/2026

The best CPA for you might not be in your zip code.

What matters more is having an advisor who understands your goals, brings the right expertise, and is actually there when you need them.

No commute. No sitting in traffic for a meeting. Just easy access to your team when you have a question or an important decision to make.

At Tavola Group, virtual is simply how we operate. The value is the relationship, expertise, and proactive advice behind it.

Looking for a more proactive relationship with your CPA? Book a complimentary consultation with our team.

🔗 Schedule a FREE consultation here: https://scheduler.zoom.us/matt-schumacher/taxplanning

Got a big raise this year? Your tax picture may have changed with it. 👀A higher salary is exciting—but when your income ...
10/02/2026

Got a big raise this year? Your tax picture may have changed with it. 👀

A higher salary is exciting—but when your income changes significantly, it can be worth taking another look at your tax planning before filing season.

➡️ Maybe your withholding needs to be revisited.
➡️ Maybe a bonus or other compensation pushed your income higher than you expected.
➡️ Maybe you also have investment income, a side business, or other income outside of your paycheck.

The point isn’t that earning more automatically creates a tax problem.

It’s that the assumptions your tax plan was based on at the beginning of the year may not look the same anymore.

And finding that out during the year gives you more time to understand your options than discovering it when your return is being prepared.

Your income changed. Your tax planning may need to change with it.

Had a significant change in income this year? Book a complimentary consultation with our team to take a look at the bigger picture.

🔗 Visit the link in our bio to schedule.

09/30/2026

You landed a $100,000 client. But did you actually make money? 👀

Because the number at the top of the contract doesn’t tell you what it cost your business to deliver the work.

Maybe servicing the new account requires more hours from your team than expected.

Maybe you need additional software, materials, vendors, or outside support.

Maybe the scope slowly grows—but the price doesn’t.

By the time you account for what it actually takes to deliver the work, that $100K in new revenue might look very different.

That doesn’t mean the contract was a bad decision.

It means revenue alone doesn’t tell you whether it was a profitable one.

Before chasing the next big contract, understand what it will actually cost your business to deliver—and what you expect to have left when the work is done.

Because more revenue is exciting.

More profitable revenue is what actually moves the business forward.

Moving to Italy? 🇮🇹 Your U.S. tax obligations may be coming with you.Moving abroad can change a lot about your financial...
09/28/2026

Moving to Italy? 🇮🇹 Your U.S. tax obligations may be coming with you.

Moving abroad can change a lot about your financial life—but it doesn’t necessarily mean your U.S. filing and reporting responsibilities disappear.

You might still have income, property, investments, accounts, or business interests in the U.S. while building an entirely new financial life somewhere else.

And that’s when questions start coming up.

What do I still need to file in the U.S.?
What happens to my U.S. property?
What should I know before I move?
How do my financial decisions in one country affect the other?

Those are the kinds of conversations that are easier to have before a major decision—or a filing deadline.

Through Tavola International, our team helps globally mobile individuals navigate the cross-border tax and financial considerations that can come with living, working, and investing internationally.

Because your financial life doesn't stop at the border—and your planning shouldn't either.

Follow Tavola International for more cross-border tax and planning insights.

Your CPA should know about the sale before your tax return does. 🏡You’ve owned your rental property for years, and now y...
09/25/2026

Your CPA should know about the sale before your tax return does. 🏡

You’ve owned your rental property for years, and now you’re thinking about selling.

When are you planning to call your CPA—before the sale or after? 👀

Because selling an investment property isn’t just a real estate decision. It can be a tax decision, too.

What you originally paid, improvements you’ve made, depreciation, how long you’ve owned the property, and what you plan to do next can all be part of understanding the potential tax impact of the sale.

And those conversations are a lot more useful before you’re sitting at the closing table.

Planning ahead gives you time to understand what the sale could mean for your overall tax picture, ask the right questions, and make an informed decision before everything is finalized.

Your CPA should know about the sale before your tax return does.

Thinking about selling an investment property? Book a complimentary consultation with our team to talk through it before you make the move.
🔗 Visit the link in our bio to schedule.

Address

2045 W Grand Avenue, Ste B
Chicago, IL
60612

Opening Hours

Monday 8:30am - 5pm
Tuesday 8:30am - 5pm
Wednesday 8:30am - 5pm
Thursday 8:30am - 5pm
Friday 8:30am - 5pm

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