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982 episodes

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Still Missing a W-2 or 1099? Make a List

Deadlines & filing

Dr. Friday explains that W-2 and 1099 deadlines generally fall at the end of January, unless an extension is requested. She recommends contacting payers promptly and making a…

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Planning Deductions When You’re Ready to File

Deductions & credits

Dr. Friday encourages taxpayers to pause before filing and make sure they have considered available deductions. She also mentions planning ahead for an extra $1,000 charity amount in…

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Why an Enrolled Agent Is a Smart Choice

IRS letters & problems

Dr. Friday explains what an enrolled agent is and why that credential matters for tax preparation and IRS representation. She also clarifies when you may want a CPA…

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IRS Audit Focus: High Income, Partnerships, Crypto

Investments & capital gains

Dr. Friday highlights areas the IRS tends to prioritize for enforcement, including higher-income taxpayers and complex pass-through entities. She also notes increased attention on digital assets and offshore…

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Missing W-2 or 1099? Check Electronic Delivery

Deadlines & filing

Dr. Friday explains that more W-2s and 1099s may be delivered electronically, which can surprise people waiting for mail. She recommends updating your email with employers and payers…

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Use the IRS Portal to Respond to Notices

Dr. Friday shares a positive IRS update: some notices can now be handled through a digital correspondence portal. She explains how uploading your response can reduce mail delays…

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IRS Relief Options for Hardship and Delays

Dr. Friday explains that IRS relief options may be available when taxpayers face hardship, disasters, or serious processing delays. She recommends documenting issues and getting help when resolving…

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Respond to IRS Identity Verification Letters

Dr. Friday explains that the IRS may send letters asking you to verify your identity after a return is filed. She warns that ignoring these notices can delay…

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New 1099-DA Reporting for Crypto in 2025

Deadlines & filing

Dr. Friday explains a new IRS form, 1099-DA, that begins in 2025 for digital assets. She notes it will work much like a 1099-B and makes it easier…

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1099-K Forms: Don’t Ignore Online Payment Income

Deadlines & filing

Dr. Friday explains why 1099-K reporting matters for people selling online or earning through apps. She warns that ignoring these forms can lead to IRS notices because the…

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IRS Modernization Still Needs Better Phone Support

Deadlines & filing

Dr. Friday reviews IRS modernization efforts like expanded e-filing and faster processing. She points out that it can still be difficult to reach an IRS agent, and that…

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