by Matthew Wildes, JD, CPA | Sep 1, 2026 | Installment Agreements, Tax Resolution
Read Time:9 Minute, 22 Second Most people with an IRS payment plan or a pending Offer in Compromise treat September 15 like a routine estimated tax date. That is the wrong first question. The right first question is whether missing that payment will default the plan...
by Matthew Wildes, JD, CPA | Aug 14, 2026 | Tax Penalties & Relief
Read Time:7 Minute, 10 Second When a tax balance goes unpaid, the IRS does not simply hold the number steady while collection proceedings unfold. Interest begins accruing the day after the original filing deadline, it compounds every single day, and it applies not...
by Matthew Wildes, JD, CPA | Aug 5, 2026 | Audit Defense
Read Time:5 Minute, 22 Second A tax audit, whether from the IRS or the Minnesota Department of Revenue, is not a conversation. It is a formal legal proceeding with statutory deadlines, evidentiary rules, and a burden of proof that sits squarely on you, the taxpayer....
by Matthew Wildes, JD, CPA | Aug 3, 2026 | Tax Resolution
Read Time:5 Minute, 48 Second Calling yourself a professional gambler on your tax return is not the same as being one. The IRS knows the difference. So does the Tax Court. The stakes for getting this wrong are high. Misclassifying gambling income and losses as...
by Matthew Wildes, JD, CPA | Jul 29, 2026 | Tax Resolution
Read Time:10 Minute, 8 Second Business owners face two distinct federal tax obligations that run on separate tracks, follow different rules, and carry different consequences when they go unpaid. Conflating them is one of the most expensive mistakes we see. Payroll tax...
0
0