Steve Shapiro, EA

06/03/2026

Feeling "off" about the economy? A 1% monthly margin leak or slower sales can quietly drain cash. Discover how Saint Charles businesses use financial visibility, lean-by-design operations and smart AI to stay resilient. Find out how.

Economic uncertainty is challenging small businesses. Learn how owners are protecting cash flow, controlling costs, and staying resilient.

06/01/2026

If your withholding is insufficient or you receive income without tax withholding, you may need to make an estimated tax payment by June 15.

05/29/2026

Surprising: states are tapping legal sports betting to fund property-tax relief—bringing in millions without broad tax hikes. Curious how this trend could affect your wallet in St. Charles? Find out.

Discover how states are using sports betting revenue to offset property taxes and what this shift in tax policy means for your personal and business finances.

05/28/2026

Had to return a signing bonus after paying taxes? Under the IRS "Claim of Right" rule you may recover those taxes—if the repayment is over $3,000 you can choose a deduction or a tax credit. Curious which option saves you more? Find out how—we can help in Saint Charles.

Forced to repay income taxed in a prior year? Discover how the Claim of Right doctrine offers tax relief through deductions or credits for qualifying repayments.

05/28/2026

A small missed payment can turn into a big tax headache. Portland’s arts tax overhaul would exempt a third of payers but raise rates for others — a reminder that how taxes are collected matters. Want to avoid surprise penalties and simplify your tax life? Find out how.

Uncover the hidden frustrations of tax compliance and how shifting tax structures impact your finances. Get expert tax resolution advice from Steve Shapiro, EA.

05/28/2026

Starting a business? You could deduct up to $5,000 in start‑up and $5,000 in organizational costs the year you open—and amortize the rest over 15 years. Smart recordkeeping can save cash flow and prevent audit headaches. Want to make the most of it for your new business? Find out.

05/22/2026

June 15 is more than a mid‑month date — it's the deadline for May payroll deposits and the 2nd corporate estimated tax. Missing it can mean steep penalties or even personal liability (TFRP). Protect your business — find out how.

Review important June 2026 tax deadlines for corporate estimated payments and payroll deposits. Get expert tax planning and resolution in St. Charles, MO.

05/22/2026

Don't let a "simple hire" become a cash-flow trap. A $70K salary can end up costing $90–100K after taxes, benefits, equipment & training. Learn smarter hiring options (contractors, fractional help) to protect your growth. Find out how Steve Shapiro, EA CTRC can help.

05/22/2026

Saint Charles families & small businesses: June tax dates matter — Q2 estimated payments due June 15, IRA Form 5498s arrive June 1, tip reports by June 10. Missed payments can mean steep penalties—calculated quarterly at the federal short‑term rate + 3%. Find out what to do.

Don't miss crucial June 2026 tax deadlines. Learn about Q2 estimated payments, safe harbor rules, and expat filing extensions from a trusted tax professional.

05/22/2026

Multiple side gigs? Small payments add up—and can trigger surprise tax bills, penalties, or IRS notices months later. Protect your income with simple tracking, quarterly estimates, and expert guidance from Steve Shapiro, EA CTRC (40 years). Find out how.

Freelancing or working side hustles? Steve Shapiro, EA CTRC in St. Charles, MO explains the tax rules for multi-stream income to help you avoid IRS penalties.