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Why did I get this 1099? What it means and how to avoid costly mistakes
Episode 4817th February 2025 • Ask Ralph: Financially Confident Christian • Ralph V. Estep, Jr.
00:00:00 00:39:19

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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 losing your mind. Understanding these forms is crucial for keeping your taxes in check and avoiding those pesky penalties. So, whether you’re a freelancer drowning in paperwork or just trying to figure out what the IRS is up to, stick around! We’re here to make this tax stuff a whole lot clearer, and maybe even a bit fun. Because let’s face it, the real question is—what do you do when you get this 1099?

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Check out the full podcast episode here

Tax season is like the Super Bowl for accountants, but for others, it can feel like a horror movie. You know the moment when the 1099 forms show up in your mailbox, and your heart drops like a lead balloon? Yeah, that’s what we’re tackling today. We dive into the mysteries of the 1099 forms, those little pieces of paper that can send anyone into a frenzy. You might be asking yourself, 'Why did I get this?' or 'What on earth do I do with it?' Don’t worry, you’re not alone. Many freelancers and side hustlers have been in the same boat, feeling like a deer in headlights. We’re here to shine a light on those pesky forms and help you navigate the tax waters like a pro. We’ll talk about the most common types of 1099s you might encounter, what they mean, and how to prevent costly mistakes that could make the IRS knock on your door. So grab your favorite snack and let’s make sense of those forms together. It’s all about bringing clarity and confidence to your tax journey, and maybe a chuckle or two along the way!

Podcast Timestamps:

00:00 Episode Overview

02:22 Listener Question: Overwhelmed by 1099 Forms

03:25 A Client's Story: Brooke's 1099-K Nightmare

09:13 The Importance of Accurate Records

10:34 If You Have A Question You'd Like Answered, Head Over To https://justaskralph.com/  

10:45 Live Show Reminder: https://askralphpodcast.com/live

11:09 Biblical Principle of Stewardship and Responsibility

12:23 Today’s Gratitude Statement

13:46 Common Types of 1099 Forms

26:36 How 1099s are Generated

26:49 What is Backup Withholding?

28:15 What Happens If You Don't Report a 1099?

29:40 Strategies for Minimizing Taxes on 1099 Income

31:10 Practical Tips for Avoiding 1099 Mistakes

32:05 Visit https://www.askralphpodcast.com/blog/ for Free Financial Resources

32:32 Reflection Questions

34:12 Call to Action: Visit https://askralph.com/ to Book a Call With Ralph

36:10 You Can Support the Show by Visiting https://askralphpodcast.com/support

37:30 Closing

Takeaways:

  • If you ever get a 1099 form, don't panic; it just means someone paid you.
  • Understanding different types of 1099 forms is crucial for filing taxes accurately and avoiding penalties.
  • Keeping accurate financial records is essential for anyone with side hustles or freelance work.
  • Ignoring 1099 forms can lead to serious IRS consequences, so always report your income.
  • It's vital to know how your faith influences your financial responsibilities and tax obligations.
  • Seek professional help if you're confused about your 1099 forms and tax filings.

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Transcripts

Ralph:

Have you ever received that:

s on the most common types of:

Stick around to learn how to navigate these forms with ease and integrity as we help you achieve financial success from a Christian perspective.

Podcast Announcer:

In a world where crushing debt keeps you trapped, where living paycheck to paycheck has become your new normal, and where the dream of retirement seems impossibly out of reach, there's hope. Join financial evangelist Ralph Estep Jr. A man who's walked through the fire of financial failure and emerged stronger on the other side.

Welcome to Ask Ralph, the show where real world experience meets biblical truth to break the bondage of financial despair.

Get ready to take control of your money, break free from the financial stress and align your resources with God's purpose for your life. This is Ask Ralph with Ralph Estep Jr.

Ralph:

Well, hello everyone, and welcome to another episode of the show. I am your financial evangelist and I am thrilled you're joining me today.

Thank you so much for tuning in and taking some time to spend a little time with me. Now, if you missed yesterday's show, we talked about, is God calling you to start a side hustle? A lot of people thought that was a little unconventional, but if you missed it, I'm going to encourage you to check it out. I had some inspiring stories and insights on how your faith can guide you in creating additional income streams.

So it's definitely worth the listen and you can find all of our episodes right at askralph.com. We've got a treasure trove of archives out there with a valuable information on financial and faith related topics. So again, feel free to go and check those out at your convenience.

Well, today's listener question comes to us from Gurney all the way from the state of Texas. And Gurney writes this. She says,

recently received a bunch of:

Well Gurney, I'm going to help you not lose your mind. That's certainly one of the goals for today. I think that's the first time somebody said that to me in a listener question.

y. Because when you get those:

that you need to handle those:

Now, Brooke decided she was going to start this successful online sales business. It was really a part time thing. She just had a baby and she was raising her daughter. She thought there was a way to bring in a few dollars.

And she told me this story after the fact, when she came in and sit with me, she said one day, it was in the summer, Ralph. She said, I was in the backyard. My daughter had just started to crawl around and sort of taking those first steps and she looked out front and she saw that the mail truck had arrived.

A lot of people can appreciate that, you know, see that mail truck arrive and you've got the anticipation of what could have come in the mail. So she scoops up her daughter and she walks out to the mailbox, opens up the mailbox and starts thumbing through it. And all of a sudden she sees this letter from the IRS. Had her name on it.

She wanted to make sure it was for her. And she starts instantly wondering what in the world could this be? Of course she ripped it open. Opened up the letter and glances down. And the first thing she sees was balance due $30,000. And she told me after the fact, she said, Ralph, I nearly dropped my daughter to the ground.

t unreported income from this:

s later in the show, but that:

And the problem was Brooke had never reported this income on her tax return. She later said to me, she said, Ralph, you know, this business was just a sideline thing. I got to the end of the year. I really didn't make a lot of money. I didn't know what to do. So she came into me for help. And she told me, she said, Ralph, my life is in shambles.

I don't know what to do with this. I've been struggling financially. I had to move back in with my parents. That online store that I thought was going to be so promising had completely turned into a bust. And then she says, Ralph, I get this letter in the mail. She said, this was stuff that happened a year ago.

I figured, Hey, I filed those taxes over a year ago. Why are they just now coming back to me? And she didn't have any records and she's sitting down in front of me. And I'm taking all this in and I'm thinking, this is going to be a mess. I honestly, this was one of the first times in my career. I thought, I don't even know where to start because I look at this notice from the IRS.

And they're asking her for $30,000 in taxes because there was over a $100,000 with the income that she never reported on tax return. I look across the desk and I said, Brooke, explain this to me. She says, Ralph, she said, I was running this online business. She said, honestly, I didn't even touch this stuff.

It was like children's clothes or something along those lines. And she says, Ralph, I didn't even touch the stuff. It was drop shipment. I was just bringing buyers and sellers together. And when I got to the end of the year, I hadn't made any money. So I figured, Hey, if I didn't make any money, I don't need to report this.

So I said to her, I said, well, how long have you been doing this? She goes, i've done it for a couple of years. I said, well Brooke, be prepared. You're probably going to get another one for the following tax year. So she goes, Ralph, you got to help me. I got to get out of this problem. And I said, okay, let's, first of all, take a step, let's take a break.

Let's talk about what the situation is. And I said to her, I'm going to need you to go back and gather all your information. I said, we know a starting point because the IRS is saying that you collected X number of dollars. Like I said, this was over $100,000. I said, so we know the sales side of this. I'm assuming that all of your sales came through this online store.

She goes, yeah Ralph, she says it was an online store. No one came to me. I didn't get any cash or anything. Everything came through that online store said, well, the good news about that is at least we've got a starting point. We can start with that income. Now we got to do is figure out what were the expenses? I said, well, you said to me, you didn't make much money.

She goes, Ralph. All my expenses were buying the stuff that I turned around and sold. I said, well okay, well, how did you buy this stuff? She goes, well, I used a credit card. I used my debit card. I paid with checks. I did online transfers. And I said, okay, I'm going to need all of that information. So fast forward a month or two, Brooke came back in and she had all of her information.

And it was a mess to be honest with you. It was like that old shoe box approach, but we were able to piece it together. I put together a tax return will not actually a whole tax return, but just a tax return related to that income. And I said to her, I said, listen, we're gonna have to contact the IRS and we're going to have to explain to them what happened here.

So that was the starting point. She filed this, that was a schedule C actually, cause she hadn't set up a separate business. I don't want to go down that rabbit hole, but we filed these reports with the IRS. We provided all the documentation they needed. And it took a while, but initially, you know, we're looking at this notice.

And not only were they trying to charge her the tax of $30,000, they were also adding a penalty for substantial understatement of income. They were adding interest. They were adding failure to file, all kinds of stuff. I am talking about hundreds of dollars in penalties, but here's the good news. We were able to get the information resolved.

We were able to show that she actually didn't have a profit. She actually lost money in both of these tax years. So we filed those returns. We got those pieces of those returns filed, and the IRS came back. They waived the penalties. They waived the interest. And they understood that Brooke had made an honest mistake and was taking steps to correct it.

So you might be saying, Ralph, that is a really interesting story. Yeah. And what do we learn from that? One of the things that big takeaways that we learned from that is the importance of keeping accurate records. If you have these what they call these small side hustles, and this is a personal pet peeve of mine.

Well, when the IRS gets that:

, you can't just ignore those:

rstand the different types of:

That's why I want you to continue to listen today. You can avoid costly mistakes and you can approach tax obligations with confidence.

Remember, you can submit your own questions for the show. You can go to justaskralph.com. We'd love hearing from you and helping you navigate your financial journey.

And don't forget, we go live every Tuesday. We changed this a little bit. We're now going live at Tuesday at 1 PM Eastern time, and you can join us. Some, a lot of people have asked, well, how do I get to the live show? It's really simple. You just go to askralphpodcast.com/live. It's real time interaction. You can bring your questions. You can ask questions right there in the chat. So I'm going to encourage you again, that's at askralphpodcast.com/live.

to these big discussion about:

And this topic today connects directly to the biblical principles of stewardship and responsibility. So let's open up our Bibles and let's turn to Romans chapter 13, verse 7, and it says this. "Give to everyone what you owe them: If you owe taxes, pay taxes; if revenue, then revenue. And this is the part I really love the best.

If respect, then respect; and if honor, then honor." And you think about that Bible verse for a second. It reminds us of our responsibility to fulfill our tax obligations. It's something that a lot of people, when they talk about the Bible and taxes, its their go to verse. But the bigger takeaway from that, and I think the larger thing is you have to do it with integrity and you have to do it as you know, being responsible, because guess what?

When you decided, Hey, I'm going to take this walk of faith, I'm going to be a Christian. I'm going to call myself out as Christians. Well, guess what? We're called to be good stewards of our finances. It's a character thing for us. And that includes understanding and accurately reporting our income.

his guidance as we tackle the:

So why did you receive these:

And suddenly this stack of:

o panic about these because a:

about some of the more common:

t, they have to send you this:

Now you might be saying, Ralph, that's great. Who cares? Well, here's why it matters. Because not only do they send it to you, they send it down the line to the IRS. So the IRS has this form. They look at your name, social security number, they put it in your tax record. Well, when you go file your tax return, if you don't put that on your tax return, the bells and whistles at the IRS go off and you're going to get that audit letter to report it.

ones. Another big one is the:

Again, this is one that the bank or the credit union or the investment company is going to issue if you've had at least $10 of taxable dividends from stocks, or if you sold stocks in a mutual fund during the year, they triggered these capital gains. I'm not even going to get into the discussion of taxation of these because not that's not for today's topic. I've done many shows on that. But again, they send this to you.

They send it to the IRS. Now, while we're here talking about, I just want to bring something up because this happens a lot in my practice. People will come in and get their taxes done. They're sitting in front of me. And I'll say to them as we're going through the questions, I'll say, okay, I got your W2.

And we've talked about that on this show. I got your W2, but Hey, do you have a bank account? Well, of course I have a bank account Ralph. Doesn't everybody have a bank account? Well, let's just assume everybody does. Fine. Okay. Well, did you earn any interest in your bank account? Well Ralph, why would you ask me that?

Well, because here's the deal. If you got more than $10 in interest from your bank, you've got to report that on your tax return. And a lot of times they'll say to me, well, I didn't get anything in the mail. I said, okay, well, here's the deal. And this is why I'm gonna talk about this for a second. A lot of financial institutions are now making those things available in their online banking portal.

So make sure you're checking that. Most of these online investment sites, these banking sites have a button that says something like tax forms or important tax documents. Go and check that out because before you file your tax return, you want to make sure that you've got all of your items. We talked about this the other day. Make sure you got all your pieces of the puzzle together.

check that out. Now, another:

If someone has paid you at least $600 in the prior calendar year. So if you've got that $600, now with royalties it's a $10 piece, but that's a little bit more inside baseball than you need it. But you've got to report this income on your tax return. So I'll tell you a funny story. I had a client that entered a hot dog eating contest up in New York.

And part of the thing about this hot dog eating contest is there was a prize for the first, second and third, you know, top prize winner. Well, my client ended up winning second place, which is fantastic. I'm not sure how people do this. You ever watch this on TV. They stuff these hot dogs in their face.

They wet them down with water. I actually think it's kind of disgusting, but anyway, wins this award. Didn't think another thing about it. Well, tax time rolls around, came in to get his tax return done. And I didn't even think to ask him. He didn't mention about this hotdog eating contest, didn't know there's an issue. Do his taxes, next summer rolls around,

he gets an audit letter in the mail and he calls me and he goes, Ralph, Hey man, you made a big mistake on my tax return. And I'm like, what are you talking about? He goes, I got a letter from the IRS said that I had a thousand dollars in income. You didn't report. And I said, wait a second. I said, what are you talking about?

, he says, listen, I get this:

I'm like, yeah, you should have mentioned that to me because yes, If you win a prize, you know, it's funny like I don't see as many of these anymore with the radio Station, but the radio station should be good for this. They'd give away tickets to something and if that reaches more than six hundred dollars Then that's income you need to report.

you've got this form called a:

elopes in the mail with these:

client, Brooke, who had that:

So if you don't report that, and I'll talk a little bit in a few minutes about what that looks like if you don't report it and how to maximize your situation with that. You've got to report it, whether that's be on a schedule C, or something else like that. Maybe it's on a partnership return because this is income they're going to be looking for.

tion a couple other of common:

ired get is what's called the:

Now again, you're going to receive this form if the distribution was more than 10 bucks. Again, they're sending it to you. They're sending it to the IRS. So you've got to make sure you've got those forms and make sure you're reporting those. Again, if you don't, what happens is, and a lot of people miss this one.

Sort of another pro tip. Let's say that you, and I'm going to be talking about this on the show later on in the week. Let's say you have an employer and you decide to change jobs. And like I said, I'm going to be doing a show about this changing job things with the retirement cause it's a big deal.

Let's say you do that. You change jobs. And one of the things you do is you decide to take that money out of the retirement plan at job A and you either distribute it out and put it into an IRA or you roll it over into the new return into the new company. Well, a lot of people would think, Oh, no big deal.

, the IRS is going to issue a:

Well, I'm going to need that:

but one I see a lot now is a:

So again, they're sending a copy to you and they're sending a copy to the IRS. So what are we thinking? Well, here we go again. The IRS is going to be looking for you to report that. And a lot of people miss this one as well. They'll say to me, Ralph, I sold my primary residence. I did a little Google search and Dr. Google told me I don't have to pay any tax on this because I didn't make a big enough profit. That's true. But if you don't report it on your tax return, again, the IRS has this out in your account file. You file your tax return. The two don't match. You're going to get that letter from the IRS. And here's the thing.

s is one of those unfortunate:

Another one, a lot of people miss. I see this when the economy's not doing too great, or maybe they had a situation where they went through a financial hardship. So if you've got a lender, whether that be like a car loan or credit union, personal loan, or a credit card, and that lender says, you know what, Ralph, we see that you're struggling.

or more, a:

And here's the thing a lot of people don't know. Sounds great when you're going through it. And I'm not going to, I'm not going to say it's not wise to do it because, and let me explain it in a second, but what this basically is, is canceled debt. So if someone, if you owe someone money, let's just use a simple example.

You owe a credit card money. You're struggling, you can't afford to make those payments. They reach out to you, you know, they're calling every day, they're calling every week and they're saying, Hey, when are you going to pay us? When are you going to pay us? And you finally get somebody on the phone. You say, listen, I lost my job.

I got hurt at work. I can't afford to pay this. And I'll say, okay, sounds like you can't pay this. We're going to just write that off. We're going to do what's called a charge off. A lot of people say, yeah, it's fantastic. Now I don't have to worry about this anymore. And of course, most of the time it's already destroyed their credit, which is a topic for a whole another show.

pen up this letter and it's a:

Now there's some nuances to that. If you file bankruptcy, you don't have to include it. If you are insolvent, you don't have to include it, but a lot of people don't realize that. So if you're settling a debt, if you're settling a credit card for less than the full value, just realize that that settlement is going to be income to you.

You might be saying, Ralph, well, why in the world would I do that? Well, here's another little pro tip. Let's just say they write off a thousand dollar credit card balance. You can't pay them. You know, they can't get blood from a stone. They've been trying and trying to get the money from you and you just don't do it.

h, they're going to send me a:

s, what we call charge off or:

So those are really the big:

And they start sending you these letters. And a lot of people just ignore these and they just say, okay, you know, we still need your information. We got this bank account, but we need your information. Why do they need that information? Because at the end of the year, they've got to issue that 1099 form.

Well, if they don't have your full social security number, if they don't have your full address, then here's what they're going to end up doing. A lot of people don't know this. They will be mandated by the IRS to do what's called backup withholding, which basically means they're going to grab your tax money right at the point of giving you your money.

So if you've got that bank account and you've not complied with them, and you earned a hundred dollars in interest, what they're going to do is they're going to trigger 30%. Some of them do 35 percent and they're going to take that 35 percent and send it to the IRS. So if you get that, you know, and generally the backup withholding rate is 24%.

ago about all these different:

't really matter what kind of:

t Joe's return. Joe had these:

And again, the IRS has tunnel vision. All they see is how much income, how much revenue was generated. They have no concept of the expenses that went into that. And if you fail to file that, they can charge you interest. They can charge you penalties or come after. Like I said, they'll attach your wages. In addition to that, if you intentionally disregard the requirement to file, there are much bigger penalties.

n't, if you don't report that:

So you're not paying income as you go such as IRAs or 401ks, because if you've got those traditional bank accounts, as they earn interest or as they pay dividends, that's taxable income to you. Now here's the big one. For anybody doing those side gigs or that, you know, those side businesses, you got to listen and listen to me.

If you're not doing this, you are digging a hole bigger for yourself. As soon as you start that small business, that side, but you may be saying, Ralph, like my clients. Oh, Ralph, this is no big deal. Just a little odds and end thing to pay some bills while my daughter's young. Keep accurate records, keep every receipt, keep all the details of that, all your startup costs, all your operational costs, whatever you spent money on, because you have to, you have to expect at the front end

end of the year, you get that:

Absolutely show that income, but also show the expenses.

me practical tips to avoiding:

As I said, keep accurate records. File on time. Make sure you file your tax return on time. Be aware of those tax filing deadlines. And if you know you did that gig work or you did that side work, make sure you've got all your 1099s. Make sure you've put all that income on to your tax return. Double check your information.

you're getting into. And see,:

tand these different types of:

ows you the different kind of:

ut all the different types of:

Well, now let's get to our reflection questions because we've covered a great deal today, but I just want to take a few minutes and reflect on that.

report your income from those:

They might not seem like much, but if you're doing that and you're making money at it and it doesn't mean you're making a profit at it but if you're making money at it, if somebody is paying you and especially if you're doing that online just be prepared. You're going to have to report this income. So what can you do to make sure you're reporting it correctly. Number two thing. How does my faith influence my approach to financial responsibility and tax obligations?

See, if this was just a secular show, we would stop there, but we're taking it to a whole another level and we're examining our faith and we're saying, okay, how does our faith influence that approach to being responsible with my tax obligations? And you've got to really reflect on that. It's the whole reason I do this show because it's not just about the practical filing of the tax return.

It's about managing ourselves with integrity and living by those biblical principles. And number three, what changes can I make to ensure that I'm using my resources wisely in a way that honors God's principles of stewardship? And that's kind of the big takeaway from most of our shows. Think about the broader implications of your financial decisions and how you can align those and use those resources with your faith.

, you're thinking about those:

And listen, that can be real and overwhelming. You might feel trapped. You feel unsure where to start or what to even do. You just say, Ralph, I just keep on putting it off. But the thing is, as you continue to put it off, the stress is building and that stress can be, this can be consuming. It affects your sleep.

It affects your work. It affects how well you do that side business. And overall it's affecting your wellbeing. But listen to me, it doesn't have to be that way. You don't have to carry this burden alone. I've been working with people just where you are. Like I said, for over 30 years. And I've helped countless others navigate through these same pieces of confusion and this anxiety.

And I understand the weight of this responsibility. This is what I do for a living. And I'm here to lift that weight off your shoulder. So don't let the fear of this financial uncertainty control your life any longer. Take the first step towards relief and peace of mind by booking a call with me today.

ngle the complexities of your:

Let's turn that overwhelming mountain of paperwork into a manageable step and a manageable path forward to place that anxiety with confidence and that stress you're feeling with financial success. Don't have another sleepless night. Take control of your financial future today. Book that call with me.

And I'm going to ask you for another favor. If you find value in the Ask Ralph show, so I'm going to ask you to share the show. That's a thing you can do. But please consider supporting the show. You can buy us a virtual cup of coffee at askralphpodcast.com/support.

And you might be saying, Ralph, why do you do this? Well, here's why. Your support helps us spread this message, this message of hope, this message of a break in anxiety and breaking that feeling of overwhelming to others who need it. Just think about how you've been in that position. You didn't know what to do.

And then maybe you found the show or you found somebody that was a mentor to you. Well, help me reach more people again, by going to askralphpodcast.com/support.

e really got in deep with the:

Because remember, as Christians, we're called to be good stewards of our finances, and that includes fulfilling our tax obligations with integrity and responsibility. Now tomorrow, I'm going to change it up completely. We're going to talk about technology. It's technology Tuesday, and we're going to be talking about how secure is your phone.

I'm going to tell you about 9 shocking risks that you might be ignoring. So that's a show you don't want to miss. Again, encourage other people to check it out. Remember this as I close. My passion is to help you achieve financial success. I want to see you live out your dreams and I want to see you grow in your faith.

And I know together, working together, we can master your finances from a Christian perspective. So as I always end the show, stay financially savvy out there and may God bless you abundantly.

Podcast Announcer:

Thank you for joining us on the Ask Ralph Show. And with a simple click to subscribe, we'll invite you back to our next episode. And remember, financial issues don't have to be complicated. Just Ask Ralph.

The information contained in this episode of Ask Ralph is based on data available as of the date of its release. Saggio Accounting Plus and Ask Ralph Media, Inc. Is under no obligation to update this content if changes occur.

Applying this information to your specific situation requires careful consideration of all facts and circumstances, and any information provided is not to be considered as financial, tax, or legal advice. Please consult your tax advice or attorney before acting on any material covered.

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