AI Bookkeeping Tools: The Hidden Risks Creative Entrepreneurs Need to Know
13m 16s
In this podcast episode, Samantha Ek, a fractional CFO for creative entrepreneurs, warns about the dangers of relying solely on AI for bookkeeping. She acknowledges AI’s appeal for automating tasks like transaction categorization and reconciliation but stresses it is a tool, not a replacement. Key risks include misclassification—AI cannot differentiate nuanced expenses like a client gift versus a business meal—leading to distorted profit margins and tax deduction errors, which can trigger IRS audits. AI also suffers from context blindness: it cannot explain revenue dips, distinguish one-time investments from regular expenses, or detect seasonal payroll shifts. Compliance issues arise with sales tax and industry-specific rules that require human judgment. Overconfidence in AI compounds errors over time, as seen with QuickBooks’ slow and inaccurate AI reconciliation. Samantha emphasizes that bookkeepers provide strategic insight, catch patterns, and flag anomalies like fraud, which AI overlooks. She advocates for a balanced approach: using AI as an assistant to speed up repetitive tasks while retaining human oversight for nuance, context, and decision-making. Ultimately, pairing technology with human insight ensures financial accuracy and business growth, making AI a helpful calculator rather than a decision-maker.
Welcome to the Creative Mind Smart Money Podcast where we turn financial confusion into creative confidence. I'm Samantha Ek, the keeper and fractional CFO for creative entrepreneurs. Each week I'm sharing my financial expertise and actionable strategies to help you build a thriving creative business. Plus, you'll hear from industry experts who bring fresh perspectives on growing your business beyond the numbers. Because building a successful creative business starts with strong financial foundations. Your next chapter starts now. You're listening to Creative Mind's Smart Money Podcast. And today's topic is on the dangers of AI in bookkeeping, okay? And you might be like, wow, Samantha, that's a really bold topic because AI is everywhere nowadays. And AI is exciting and new and fresh and trust me. I know I love AI. I am utilizing it as a tool to its fullest extent that I believe I can. But I want you to remember that word tool. AI is a tool. It is not the end of the year. It cannot replace a human being yet. It cannot replace relationships and it cannot replace, you know, quality control. There is so much that AI is not yet capable of. Obviously, in coming years, it may be, but I just want you to remember that there are human beings out there as well. And there is a environmental impact using AI as well. So there is a lot of different factors that go into AI and things like that that we really just need to think about and be aware of, okay? So first of all, there's AI tools everywhere, promising to automate bookkeeping and make life easier. Maybe they're automating, you know, the categorization. Maybe they're automating. They're reconciliation. Maybe they're automating everything out there. There's a lot of temptation because obviously who doesn't want their books handled instantly and as cheaply as possible. Of course, as business owners, yes, we want to save money. But there are some things that you don't necessarily want to be saving money on. Like there's some things that you really want to invest in. And I promise you that the financial aspect of your business with like bookkeeping and things like that is something you want to invest in. It is not something that you just want to toss out there and say, hey, like just take it away from me. I don't want anything to do with it. You want to invest in it, okay? So yes, AI is powerful, but it is not a substitute for the context of your business. It's not a substitute for the judgment of your business. And it's not a substitute for the strategy of your business, okay? So I want to remind you and think about those things. Now, where does AI show up in bookkeeping currently? As we're looking at this whole bearer picture, where is it showing up? So right now, it's an automated transaction categorization in tools like QuickBooks, Zero Wave. Zero doesn't have it as much. QuickBooks just overhauled their whole system software and it's huge. Like the categorization, the transaction categorization thing is huge. They also have reconciliation. They have a bunch of stuff that's going on and I have tested each and every one of it and I will tell you that the AI categorization is almost worse than what they used to have when they tried to just suggest a category without AI. So it's just, it's not worth it right now, but we're going to get into it. We're going to talk about the risks in a second, okay? And then obviously a big feed rules and machine learning that kind of predicts where expenses should go. And some of those are great, honestly. Some of those are fantastic, but there's a risk in that as well. Again, we're going to get to that. We're going to talk about that. There are, of course, just AI bookkeeping apps in general that are marketed as a bookkeeping without a bookkeeper. So you don't need a bookkeeper at all. You just need bookkeeping. Now one of those software that I want to talk about is puzzle. There is a software that they're called puzzle.io. It advertises AI and bookkeeping, but it also advertises the importance of also having a bookkeeper. So it'll do like the grunt work for you, but then it's like you still need a bookkeeper to double check things. You still need a bookkeeper to do your software. So there are companies that believes in AI, but also believes in the person that should also be there to kind of like oversee everything. So this is where the understanding of like what a bookkeeper is is solely starting to evolve and change. Like yes, we can categorize things. Yes, we can do all this stuff. But a bookkeeper is someone who's deeper than that, right? Like I've told you before, a bookkeeper is someone who helps you strategize as a bookkeeper or someone who helps you analyze your whole business, but we can't do that if we're not seeing the data right. So if you already have that data, then that's where we can just become more of a strategic partner unless that's someone who's in there doing the data entry. And obviously that strategic partnership will come with a higher cost, but that's why you have something that's cheap that gets your bookkeeping data and then when you really need that help to zero in on all the strategy you have. Anyways, getting off topic. Let's talk about the real risks of using AI in your business. So first of all, is a misclassification. AI does not understand nuance. It doesn't and it never well. So it's not going to understand what a client gift is. So if you go to Starbucks and you bought a gift like a Starbucks gift card versus a meal. So again, if you go to Starbucks and maybe you bought a coffee and marketing again, if you go to Starbucks and maybe they're offering sponsorship spots at the front of their window, you could like put your logo or something. It's not going to differentiate between that. It doesn't understand the nuance. It sees Starbucks and it's like all Starbucks is a coffee company. It's automatically meals. So those wrong categories can really distort your profit margins and then also distort your tax deductions. And then when you get audited, that can cause a lot of issues. So I just want to be clear on that like the IRS is not something you want to mess around with. But there are so many people who will just go with whatever like the AI is telling you and that's not always the right move. You want to make sure it's in the correct category. Anyone can categorize something? The robots aren't there yet. I'm telling you, I'm just being honest with you. AI will also have context blindness. AI can't ask why your revenue dipped. Right? So if I'm noticing that your revenue dipped, I'm going to say, hey, you know, Amanda, why is your revenue lower this month? The last month. What was going on? And you could be like, hey, Samantha, you know, I went to last shows this week or the last month. I just, I didn't go to as many events as I thought I would. So that's why my sales were down or I didn't do as many networking events. So that's why my sales are down. When my sales are up historically, it's because I'm going to a bunch of different events and doing a bunch of different things. Okay. So they also can't differentiate whether a big expense was a one time investment or not. So if you have a really huge expense, maybe it's just thinking that this is a software chart or something like that. It might not recognize it as an asset. Maybe you bought a car and it's like, okay, we're just going to put that in, you know, somewhere on your expenses. It's not going to be able to understand that. And it also won't tell if payroll shifts are seasonal versus permanent. So maybe you have a heavy hiring period in the summer and then you slow down and kind of let some people go in the winter. It's not going to understand that it doesn't understand the context behind these decisions because it's just looking at the raw data. And we all know that the AI is looking at the raw data. I can't give you the whole behind the scenes thing, right? Now there are obviously compliance issues that come with using AI. You have things like sales tax, industry specific rules and IRS red flags that often require judgment that AI doesn't have. So again, going back to that nuance of the Starbucks gift card versus just getting yourself a coffee, the IRS is going to classify two of those differently, right? So if you're getting a client gift card, that is going to be more of a maybe an office expense, but usually we'd separate that out into client gifts versus a meal because the meal is only 50% deductible. Like if you're getting a coffee with a networking person, that's a 50% deduction. But it's not necessarily going to understand that nuance or understand it. So it can have those and create those compliance issues. And then of course, there's the overconfidence that the technology is right. So a lot of people, a lot of people will just assume that the computer got it right, but the errors are going to compound over time. So you don't have someone like having that high level overview and checking on it, it can really cause issues over time. One of the biggest things that I've noticed is the reconciliation, like the AI reconciliation from QuickBooks. It is so slow. So you upload your statement and I think it took last time, it took me two hours for that statement to fully get analogs. And then it was just checking everything off. It usually takes me 20 minutes, sometimes even less to reconcile an account, especially if there's like 10 transactions. It shouldn't take the AI like two hours to analyze an entire statement. That's wild. That is wild business. So there's just a lot of limitations with the technology right now. And eventually the technology will get better. I'm not going to say that it's not, but you will still always need a person that can give you the nuance of the context and the confidence in your business. So there is a reason that books you've yourself matter and that is because we catch patterns that AI can't. We understand seasonality, client behavior shifts, duplicate chart to subtle fraud risks. If you're ordering 17,000 things from Amazon and your AI is just constantly putting in office supplies.
But maybe you're like, Samantha, I didn't order this $150 order. AI isn't going to tell you that. But I might catch it because I'm always asking my clients, "Hey, what is the Samsung's on order? Hey, what is the Samsung order?" And they might be like, "Oh, I didn't order that. I have no idea how that got there." That's fraud, right? But AI isn't necessarily going to catch it, that's fraud. They're just going to categorize it. The bookkeeper's obviously will bring judgment. We know when to flag an expense and ask what it's for or why this is here. We know when to reclassify revenue or ask clarifying questions. The AI is just going to do the work. It's not going to be like, "Oh, hey, I don't understand what you're trying to ask me to do. It's going to do it, right? Because it's performative. You put in information and it's going to perform that task." And then, of course, strategic insight. The AI is going to give you the data, but it doesn't explain what it means for growth you're hiring or your cash flow. And it's not that deep yet that it can provide all of that really, really good. There's a balance here. There's a balance and I want to give you that perspective that there is a balance. AI can be a great tool when it's paired with a bookkeeper, which will help speed up categorization, reduce repetitive work, and help you to spot the anomalies faster. The danger in all of this is when business owners treat AI as the replacement instead of the assistant. I want you to remember that the replacement instead of the assistant, AI is a tool. It is not a replacement. It should never replace anyone. I could have the AI on Riverside for my podcast, edit everything and just get it all done and not even care. But my podcast manager is going to do a better job of cutting out my ums and a's of looking at everything and saying, "You know what, Samantha? That doesn't really work here. I'm going to cut that out." Or if I'm stumbling over my words and I repeat something of cutting that out, whereas the AI isn't always going to catch that. Again, it is not the replacement. It is just an assistant. There still needs to be some form of oversight. Obviously, AI can process numbers, but it can understand the story of your business. I've told you guys this before that I'm the one who helps you read the story that your numbers are trying to tell you. That is so important. I want to help you with the story. That's why pairing tech with human insight is the safest and smartest path forward. Think of AI like the calculator. It helps, but you wouldn't want it making your business decisions for you. You want someone else there to help you make those decisions. As always, if you found this episode helpful, please please like it, comment, share it with friends, share it on social media, share it everywhere. I love, love, love that you guys are listening to this week. I appreciate each and every one of you who are listening so so much. You ever need anything? Shoot me a message on Instagram, send me an email, whatever it is. I'm here to talk chat with you and just talk about things and really just support you in your business. That's what's most important to me. Even if we don't work together, I want to support you. As always, I wish you the best week ever and we'll see you next week. Farewell fellow travelers.
Podcast Summary
Key Points:
AI is a tool, not a replacement for human bookkeepers; it lacks nuance, context, and judgment.
AI misclassifies transactions (e.g., client gifts vs. meals), distorting profit margins and tax deductions, risking IRS audits.
AI cannot understand business context, seasonality, fraud, or strategic insights—human oversight is essential.
Overreliance on AI leads to compounding errors; bookkeepers catch patterns and ask clarifying questions.
The safest approach is pairing AI with human expertise for efficiency and accuracy.
Summary:
In this podcast episode, Samantha Ek, a fractional CFO for creative entrepreneurs, warns about the dangers of relying solely on AI for bookkeeping. She acknowledges AI’s appeal for automating tasks like transaction categorization and reconciliation but stresses it is a tool, not a replacement. Key risks include misclassification—AI cannot differentiate nuanced expenses like a client gift versus a business meal—leading to distorted profit margins and tax deduction errors, which can trigger IRS audits.
AI also suffers from context blindness: it cannot explain revenue dips, distinguish one-time investments from regular expenses, or detect seasonal payroll shifts. Compliance issues arise with sales tax and industry-specific rules that require human judgment. Overconfidence in AI compounds errors over time, as seen with QuickBooks’ slow and inaccurate AI reconciliation.
Samantha emphasizes that bookkeepers provide strategic insight, catch patterns, and flag anomalies like fraud, which AI overlooks. She advocates for a balanced approach: using AI as an assistant to speed up repetitive tasks while retaining human oversight for nuance, context, and decision-making. Ultimately, pairing technology with human insight ensures financial accuracy and business growth, making AI a helpful calculator rather than a decision-maker.
FAQs
The episode discusses the dangers of relying on AI in bookkeeping, emphasizing that AI is a tool, not a replacement for human judgment and expertise.
AI lacks nuance, so it might misclassify expenses like a Starbucks gift card as a meal instead of a client gift, distorting profit margins and tax deductions.
AI cannot understand why revenue dipped or whether an expense is a one-time investment, missing the story behind the numbers that a human bookkeeper would catch.
AI fails to apply industry-specific rules, like differentiating 50% deductible meals from fully deductible client gifts, which can lead to IRS red flags during audits.
AI should be used as an assistant to speed up tasks like categorization, but a human bookkeeper is essential for oversight, quality control, and strategic insights.
No, AI cannot replace human judgment, context understanding, or the ability to catch fraud and provide strategic advice, so it should never be a full replacement.
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