Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, addresses a growing concern: Is the IRS Direct File program going away in 2026? The answer is yes—IRS Direct File, which allowed certain taxpayers to file for free, has officially been discontinued and is not available for the 2026 tax season. What This Means for Taxpayers While this change may […]
Ask Phil: Is All My Debt Included When I File For Bankruptcy?
Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, answers another tax question from Reddit. This time, the topic is bankruptcy and how tax debt is treated during the process. The taxpayer in this scenario has a $25,000 tax debt with the IRS and is currently on an installment agreement. However, when reviewing […]
Ask Phil: Ready for the 2026 Tax Season?
Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, breaks down what you need to know to get ready for the 2026 tax season. The IRS has already started its “Get Ready” reminders, and being proactive now can help you avoid penalties, interest, and unnecessary stress. Gather and Organize Your Documents Start early by […]
Ask Phil: What is a CSED?
Today, Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, answers a Reddit question about CSEDs: “If my CSED is 11/15/25, does it expire at the beginning or end of the month?” To get there, he breaks down what a Collection Statute Expiration Date (CSED) actually is and how the IRS calculates it. What the CSED Really Is […]
Ask Phil: 5 Helpful Tax Tips If You’re Self-Employed
Today, Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, shares five essential tax tips every self-employed individual should know. Tip 1: Make Your Quarterly Estimated Payments As a self-employed taxpayer, you are responsible for paying your taxes quarterly. Missing these payments can result in penalties and interest, so staying on schedule is key. Tip […]
Ask Phil: Can I Skip Paying My Taxes This Year?
Today, Optima Tax Relief’s Chief Tax Officer and Lead Tax Attorney, Phil, answers a common Reddit question: “Can I skip paying my taxes this year?” Technically, paying your taxes is a completely voluntary act. However, skipping your taxes is never a good idea. Penalty and Interest Risks The IRS can assess penalties for both failing to file your tax return and failing to pay taxes owed by the […]