John P. Holloway, CPA, PC

06/03/2026

Feeling cash‑tight despite steady sales? You're not alone—NFIB says small business optimism is below its 52‑year average. Learn how clearer bookkeeping, lean ops, automation, and proactive tax planning can protect margins and free up cash. Check it out.

Learn how small businesses manage inflation, cash flow, and tax planning to stay resilient during economic uncertainty. Expert advice from Midwest Tax Resolution.

06/02/2026

Rising premiums? Pair an HSA with an HDHP to lower costs and unlock a rare triple tax benefit—pre-tax contributions, tax-free growth, and tax-free medical withdrawals. Surprise: family contributions rise to $8,750 in 2026. Find out how this can boost your savings. Read now.

Learn the 2026 HSA contribution limits and HDHP rules. Discover how Carmel, Indiana residents can use HSAs for triple tax savings and retirement planning.

06/01/2026

Surprising: skipping one June 15 estimated tax payment can snowball into penalties, liens or even wage garnishments. Learn quick, practical strategies—safe harbor rules or adjusting your W‑4—to avoid underpayment traps and protect your cash flow. Find out how.

Learn who must make June 15 estimated tax payments, how to avoid IRS underpayment penalties, and what to do if you face unfiled tax returns or collection debt.

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

States are turning to sports betting taxes to ease property-tax pressure — a voluntary, fast-growing revenue source with surprising social costs. Want to know what it means for your wallet and your town? Find out.

States are using sports betting to offset property taxes and fund budgets. Discover how this shift to behavior-based taxation impacts your local economy.

05/28/2026

Thinking of launching a business? You might be able to deduct up to $10,000 of start‑up and organizational costs in year one—and amortize the rest over 15 years. Surprisingly, those $5,000 breaks phase out after $50K of costs. Keep spotless records and make the right election. Find out how.

Learn how to legally deduct start-up and organizational costs for your new business. Expert tax guidance from Midwest Tax Resolution, LLC in Carmel, Indiana.

05/27/2026

Believe it or not, a $35 city arts fee can snowball into stiff penalties and collections when taxpayers miss a separate payment portal. Portland’s overhaul would exempt ~151,000 people—but fragmented rules still create compliance traps. Learn how to avoid surprise assessments and protect your finances. Find out.

Discover why confusing local taxes like Portland's arts tax lead to severe penalties, and how Midwest Tax Resolution helps clients solve state and IRS tax debt.

05/26/2026

Had to repay a bonus or unemployment you’d already paid taxes on? Under IRC §1341 the IRS may let you reclaim taxes — sometimes as a credit — if the repayment exceeds $3,000. Don’t double-pay. Find out how we can help.

Forced to repay a bonus or previously taxed income? Discover how the Claim of Right doctrine can lower your tax liability with Midwest Tax Resolution.

05/22/2026

June 15 is a big one for businesses: payroll deposits and corporate estimated taxes are due — and missed payroll taxes are treated as trust funds, which can make owners personally liable. Want peace of mind? Find out what to do next.

Stay compliant with June 2026 business tax deadlines. Learn about payroll deposits, corporate estimated taxes, and how our Carmel CPA firm helps with tax debt.

05/22/2026

Think a $70K hire costs just $70K? Think again — payroll taxes, benefits & overhead can push it to $90–$100K. Avoid cash-flow traps: learn when to hire vs. use contractors and how to calculate the fully loaded cost. Find out how.

Thinking of hiring? Midwest Tax Resolution explains the true costs beyond salary—from payroll taxes to training—so you can protect your cash flow.