Tax Planning Episodes

Ralph Estep Jr. dives right into the deep end today, tackling the massive wave of a $200,000 IRS debt that’s crashing down on a family. It’s a stressful situation, especially for the mom who’s completely in the dark about the...

Feeling the IRS pressure? You're definitely not alone! Today, Ralph Estep Jr. dives into the nitty-gritty of what to do when you can’t pay Uncle Sam. We’re laying down four simple strategies to help you dodge those pesky pena...

Cheap tax and accounting advice might sound like a sweet deal, but it can turn into a financial trap faster than you can say "audit." Today, we're diving into why investing in good guidance is like putting on a financial supe...

Feeling overwhelmed by the IRS? You’re not alone, and today, we're diving into a lifeline that could turn your tax troubles around—the Taxpayers Advocate Service (TAS). This episode is all about how TAS can help you navigate ...

Are you lying awake at night, worried the IRS might show up at your door like a surprise party you never wanted? We’re diving into the nitty-gritty of the IRS tax debt statute of limitations today, answering the burning quest...

Are rental property taxes giving you a headache? Don’t worry, we’re diving into the nitty-gritty of rental property taxes today! We’ll break down everything from dreaded IRS audits to those sneaky red flags you should avoid l...

Are you self-employed and feeling the pressure of self-employment tax? Trust me, you’re not alone! This episode dives headfirst into the nitty-gritty of self-employment tax—what it is, how it works, and most importantly, how ...

Are you feeling like tax season is a beast you just can't wrestle? Well, buckle up, because we’re diving into the wild world of self-filing taxes! Today, we're uncovering the most common pitfalls that could send you straight ...

Are you automatically filing taxes jointly with your spouse? Well, hold onto your calculators, because that might not be the best idea! Today, we’re diving deep into the potential pitfalls of joint filing and how it could lea...

Are IRS penalties keeping you up at night? Well, today we're diving into the world of reasonable cause, where there's a chance to wipe those pesky penalties off the books! Our listener, Tiffany, reached out for some relief, a...

Are you diving into the gig economy, raking in some extra dough from side gigs, freelance work, or selling stuff online? Well, buckle up, because we’re tackling the crucial topic of tax obligations that come with that newfoun...

Tax season can be a total nightmare, right? We’re diving into the nitty-gritty of whether you should tackle your taxes with software or call in the pros. I mean, we've got some juicy tales from folks who thought they could DI...

Ever gotten a 1099 form and felt your heart drop faster than a lead balloon? You’re definitely not alone! Today, we’re diving into the wild world of 1099 forms—what they mean, why you got them, and how to tackle them without ...

Ever felt like you're handing over way too much dough to the taxman? Well, you’re in luck! Today, we’re diving into 10 super easy tax deductions and credits that can help you lighten that tax load. We’ll also dig into the jui...

Bitcoin and cryptocurrency are all the buzz right now, but what does it all mean? We're diving deep into the world of digital wallets and the tax implications that come with them. If you've ever thought about jumping into thi...

Ever get a surprise check from the IRS and think, “What in the world do I do with this?” Yeah, same here! Today, we're digging into the wild world of tax refunds, exploring why they pop up and how to handle them like a pro. W...

Choosing the right tax preparer is crucial to avoid costly mistakes and potential fraud. This episode highlights the key red flags to watch for when selecting someone to handle your taxes, ensuring you don't fall victim to di...

Finding a trustworthy tax professional is crucial, especially for small business owners like Bridgette, who fear making costly mistakes with their taxes. Ralph Estep Jr. addresses common concerns about hiring tax preparers an...

Are you feeling overwhelmed by tax season and unsure if you should hire a professional? Ralph Estep Jr. addresses this common dilemma faced by many, especially small business owners like Kassandra, who shared her struggles wi...

Are you potentially leaving thousands of dollars on the table due to a simple checkbox on your tax return? Discover how a single oversight can cost you dearly, as Ralph Estep Jr. shares the gripping story of Michelle, a widow...

Feeling overwhelmed about the upcoming tax season? You’re not alone, as many small business owners, like Noah from Oregon, share the same anxiety about preparing their taxes correctly. This podcast dives into practical strate...

Are you feeling overwhelmed by your tax obligations as a small business owner? You're not alone, and today we tackle that very issue. Ralph shares nine battle-tested steps that helped Mark save over $30,000 on his taxes while...