All posts by jiladvisors

September 10, 2026 Accounting, Bookkeeping Comments Off

Filed a Tax Extension? Your S-Corp or Partnership Return Is Due September 15

If your business filed for an extension back in March, the clock runs out on September 15 for S-corporations filing […]

September 2, 2026 Bookkeeping Comments Off

Q3 2026 Estimated Taxes Are Due September 15, Here’s What You Actually Owe

If you are self-employed, a business partner, or an S-corp shareholder, your Q3 2026 estimated tax payment is due on […]

July 20, 2026 Accounting, Taxes Comments Off

Illinois Tax Obligations Most Chicago-Area Small Business Owners Are Missing

Filing your federal taxes and calling it done is one of the most common (and costly) mistakes small business owners […]

July 15, 2026 Accounting for Businesses, Business Comments Off

Are You Paying Yourself Correctly? What LLC and S-Corp Owners in Illinois Need to Know

A lot of small business owners either don’t pay themselves at all, or pull random amounts whenever they need […]

July 6, 2026 Accounting for Businesses Comments Off

Summer Cash Flow Warning Signs Every Chicagoland Small Business Owner Should Know

Summer in Chicagoland is the boom season for a lot of small businesses. Restaurants pack patios. Contractors run multiple crews. […]

June 26, 2026 Accounting for Businesses, Bookkeeping Comments Off

Mid-Year Financial Check-In: Is Your Chicagoland Business Actually on Track for 2026?

We’re halfway through 2026. Do you actually know how your business is doing — or are you just hoping the […]

June 16, 2026 Accounting, Accounting for Businesses Comments Off

Missed the Q2 Estimated Tax Deadline? Here’s What to Do Right Now

Missed the Q2 Estimated Tax Deadline? Here’s What to Do Right Now June 15 came and went. If you […]

February 12, 2026 Bookkeeping, Real Estate Comments Off

The Crucial Role of a Bookkeeper for Real Estate Investors: Addressing Your Financial Pain Points

As a Certified Public Accountant with years of experience in the financial industry, I’ve seen firsthand how challenging managing finances [...]

February 11, 2026 Bookkeeping, Taxes Comments Off

Why 2025 Bookkeeping Clean Up Matters for Your 2026 Tax Filing

For many business owners in the Chicago area and Oak Brook, this time of year brings a mix of anticipation [...]

February 10, 2026 Accounting, Accounting for Businesses, Bookkeeping Comments Off

How Small Businesses Should Position to Benefit from the Qualified Business Income (QBI) Deduction Under the One Big Beautiful Bill Act (OBBBA)

Small and medium business owners in the Chicagoland area face constant challenges navigating ever-changing tax regulations. One major development is [...]