Connecticut Sales and Use Tax Compliance

Find out interesting insights with Shaun Walker, SOX Compliance Manager, Norfolk, Southern

Moderated by Srishti, Digital Transformation Consultant at Hyperbots

Don’t want to watch a video? Read the interview transcript below.

Srishti: Hello, everyone! My name is Srishti Rajp, and I am a digital transformation consultant at Hyperbots. Today, I’m delighted to have Shaun Walker as my guest. Thank you so much, Shaun, for taking out the time today.

Shaun Walker: Absolutely, thanks for having me.

Srishti: Of course, so a little bit about Shaun. He is a Sox compliance manager at Norfolk, Southern, and today we will be discussing Connecticut sales and use tax compliance. Whenever you’re ready, we can get started. On to the first question: Could you provide an overview of Connecticut sales, tax, and use tax rates? How do these rates differ across goods and services?

Shaun Walker: Yeah. Connecticut has a base state tax rate of 6.35%. But there’s some variation. For general merchandise, 6.35% is the expected rate. Luxury goods, such as jewelry over $5,000 or cars over $50,000, are taxed at a higher rate of 7.75%. Prepared foods, like restaurant meals, are taxed at 7.35%.

Srishti: Makes sense. Are there any exemptions to this?

Shaun Walker: Some items like prescription drugs and medical equipment are exempt. This structure simplifies tax applications but requires specific knowledge of tax categories and exemptions.

Srishti: I see. Now to the next question: What are some challenges or complexities that Connecticut businesses face due to state sales tax rules, given the lack of local variations?

Shaun Walker: For example, with luxury and prepared goods, you have to differentiate between standard and higher tax items, such as applying the 7.75% rate for luxury goods and the 7.35% rate for prepared food. It requires precise categorization. Service taxation adds complexity as certain services, like maintenance repairs and digital services, are taxable. Also, exemptions require accurate classification—for instance, food for home consumption is exempt, while prepared food for immediate consumption is not.

Srishti: Understood. How frequently do Connecticut sales tax rates or rules change? How can businesses stay updated?

Shaun Walker: They’ve been relatively stable, but changes do occur, particularly for specific goods or services. Connecticut recently expanded tax applicability to certain digital and remote services. Businesses often need to track updates in legislation that may impact specific categories. The Connecticut Department of Revenue Services (DRS) is the main source for updates, and many businesses use tax compliance tools that provide real-time alerts.

Srishti: I see. What are some of the primary resources available to businesses to stay informed about sales and use tax changes in Connecticut?

Shaun Walker: There are three main resources:

  1. The Connecticut Department of Revenue Services (DRS).
  2. DRS publications and alerts.
  3. Third-party compliance software, such as Avalara and Hyperbots AI, which integrates with sales systems to ensure compliance and update rates automatically.

Srishti: Understood. What challenges do companies face when managing compliance with Connecticut sales and use taxes? Could you share some examples?

Shaun Walker: One challenge is handling multiple tax rates. For example, selling a car over $50,000 incurs a 7.75% tax rate, while other items are taxed at the base rate of 6.35%. Applying tax to certain services, like digital products, can be complex. Lastly, managing exemptions, such as prescription drugs, requires accurate tracking for proper reporting.

Srishti: That’s interesting. Since AI is such a big buzzword today, how can artificial intelligence help businesses manage sales and use tax compliance more efficiently, especially within Connecticut’s unique tax categories and exemptions?

Shaun Walker: AI can automate rate applications, determine taxability, and manage exemptions. For instance, Hyperbots AI automates the categorization and application of Connecticut’s tax rates, helping businesses streamline compliance and minimize errors.

Srishti: Makes sense. How can AI support companies during audits for sales and use tax compliance in Connecticut?

Shaun Walker: AI helps with efficient document retrieval by categorizing and retrieving records by transaction type. It also aids in error detection and correction by analyzing past transactions for misclassified goods or services, allowing businesses to address issues before audits.

Srishti: That’s really helpful. What do you see as the future role of AI in handling Connecticut sales and use tax compliance?

Shaun Walker: AI will likely expand beyond compliance to provide deeper insights and planning capabilities. Predictive analytics can forecast the impact of tax changes on revenue. Real-time compliance dashboards and proactive alerts about regulatory changes will become standard. Hyperbots, for example, offer real-time compliance, predictive analytics, and proactive insights for better financial planning.

Srishti: Thank you so much for sharing your insights, Shaun. This was extremely helpful. That brings us to the end of today’s discussion. Big thanks to our viewers! I’ll see you around. Have a good one. Bye-bye.

Shaun Walker: All right, see you later.

Massachusetts’ sales tax system

Find out interesting insights with Dave Sackett, VP Finance , Persimmon Technologies

Moderated by Srishti, Digital Transformation Consultant at Hyperbots

Don’t want to watch a video? Read the interview transcript below.

Srishti: Hello, everyone! My name is Srishti Rajvir, and I’m a digital transformation consultant at Hyperbots today. I’m delighted to have Dave Sackett as my guest. Thank you so much for taking the time, Dave.

Dave Sackett: Yeah. Thanks, Srishti.

Srishti: So a little bit about Dave for our viewers. He is the VP of Finance at Persimmon Technologies, and today we will be discussing the Massachusetts sales tax system. So whenever you’re ready, Dave, we can get started.

Dave Sackett: Okay, sounds good. I’m ready.

Srishti: Alright, to start with, could you explain how Massachusetts’ sales tax system stands out, especially in terms of the rates and the products that are taxable?

Dave Sackett: Sure, Massachusetts has a statewide sales tax rate of 6.25% on most goods and services. This is relatively straightforward, but there are some exceptions. For example, there’s tangible personal property that’s taxable, while food and clothing are generally exempt. Prepared food, like meals in restaurants and hot food sold in grocery stores, is taxable. It’s important for businesses to understand these distinctions to avoid errors when they file their taxes.

Srishti: That’s helpful. Speaking of exemptions, could you provide some specific examples of goods or services that are exempt from sales tax in Massachusetts?

Dave Sackett: Yeah, sure. Certain goods and services are exempt from sales tax, including clothing, most food items, and prescription drugs. For example, if you buy a pair of jeans or a sweater, it won’t be taxed. However, if you dine at a restaurant or buy food outside, that is taxed at the 6.25% rate. Another example is prescription medications. These are exempt, but over-the-counter drugs, vitamins, and cold medicines—you’ll be paying tax on those.

Srishti: That sounds like businesses really need to stay on top of the details to remain compliant. So what challenges do businesses face in handling sales tax with these exemptions and different rates, especially those with multiple locations?

Dave Sackett: Yeah, there is complexity in applying the correct tax rates, especially when dealing with exemptions. One of the biggest challenges is knowing whether something is taxable or not. Businesses that operate across municipalities face additional complications, as some localities impose their own taxes on top of the state rate. Tracking which items are taxable or exempt requires a system. For example, differentiating between grocery store food and prepared meals—a grocery store might sell both a cold salad, which is exempt, and a hot meal, which is taxable. Distinguishing between these two for every transaction requires a tool.

Srishti: I see. How frequently do Massachusetts sales tax rates or exemptions change, and what strategies do businesses use to keep up with these updates?

Dave Sackett: Massachusetts generally has a stable tax rate, but exemptions can change. It’s politically driven in some cases, and there are occasional updates to the regulations. For example, changes can occur in the types of food services that are exempt from sales tax. Companies need to monitor updates from the Massachusetts Department of Revenue to ensure compliance with any changes in the laws. Having an automated system that can track these changes and apply them across transactions is a super helpful tool. For instance, if a state changes its policy on sales tax exemption for certain food items, businesses would need to update their point-of-sale system immediately to reflect that change and ensure they’re collecting the correct tax.

Srishti: Understood. And in your experience, how can AI and automation help businesses maintain compliance with Massachusetts’ sales tax rules?

Dave Sackett: AI and automation can play a huge role in improving efficiency and accuracy in tracking sales tax. AI can automatically determine the correct tax rate for transactions based on the customer’s location, the product type, and whether it’s taxable or exempt.

Srishti: Additionally…

Dave Sackett: There are AI tools to keep track of regulatory changes, ensuring businesses update their systems whenever tax rates or exemption rules change. If Massachusetts were to modify the taxability of certain digital products, AI could update the system instantly to reflect the new rule, ensuring businesses don’t miss it.

Srishti: Understood. Can you share a specific example of how AI has helped a business navigate Massachusetts’ sales tax rules?

Dave Sackett: Yes. A company that sells both tangible goods and prepared food had issues ensuring the correct sales tax was applied at checkout, especially when operating in multiple regions. With AI automation, the system is now automatically classifying food items as either taxable or exempt based on the preparation method. For example, a customer buying a cold sandwich from a deli would pay no tax, but a hot sandwich would be taxed. AI in the background ensures the correct tax is applied each time. This streamlined the process, reducing manual effort and errors.

Srishti: That’s an amazing example. Now, when businesses have to handle multiple exemptions or taxability rules, how can they streamline their processes to avoid errors?

Dave Sackett: To avoid errors, businesses need correct classifications and automated tracking of tax. AI can help by instantly classifying products at the point of sale and ensuring the correct tax rate is applied to each transaction. Businesses should also invest in systems that integrate directly with the state tax authority for updates. For example, if Massachusetts changes the definition of prepared food or creates new exemptions, the system should automatically update without manual intervention by the finance team.

Srishti: Understood, and this is really helpful. That brings me to the last question: what advice would you offer to businesses finding it difficult to keep up with sales tax rules in Massachusetts?

Dave Sackett: My advice would be to implement a reliable sales tax automation solution that uses AI. These tools can handle complex calculations, track changes in regulations, and apply the right tax rate in every situation. Staying informed is critical, so combining automation with a proactive approach to monitoring state regulations will reduce the risk of non-compliance. Also, maintain a strong relationship with your tax advisor to ensure your business stays on top of Massachusetts-specific rules. Additionally, businesses must consider not just sales tax but also Massachusetts use tax on items they buy and use in the business.

Srishti: Understood. Thank you so much for sharing your expertise today. It has been really insightful. I’m sure our audience will find these tips very helpful. That brings us to the end of our discussion. Thank you so much, Dave, for being a part of this.

Dave Sackett: Yeah. Thank you. Happy to help.

Srishti: Of course. Thank you so much, and to our viewers, we’ll stay connected and see you next time. Bye-bye. Have a good one!

Georgia’s sales tax and keeping up with changes

Find out interesting insights with John Silverstein, VP of FP&A ,Extreme Reach

Moderated by Srishti, Financial Technology Consultant at Hyperbots

Don’t want to watch a video? Read the interview transcript below.

Srishti: Hello, everyone! My name is Rishi Rajre, and I’m a Fintech advisor here at Hyperbots. Today, I’m delighted to have John Silverstein as one of my guests. Thank you so much, John, for taking out the time today. It has been amazing working with you in the past, and hopefully, we can continue that from here. So for our viewers, a little bit about John. He is the VP of FP&A at Extreme Reach, and today we will be discussing Georgia’s sales tax rules and how companies can keep updated with all the tax changes. Whenever you’re ready, John, let’s get started.

John Silverstein: All right. Let’s get started. Happy to be here.

Srishti: Of course. Thank you. John, let’s start with a very basic question. Can you provide an overview of Georgia’s state and local sales tax structure?

John Silverstein: Sure, I can. In Georgia, there’s a base rate. Every state’s different, as we’ve talked about before, but there’s a base sales tax rate of 4% in Georgia. However, because that’s just the base, local jurisdictions are allowed to add up to 5% in additional taxes. The combined rate could be up to 9% in some areas. For instance, cities in Muskogee County have a combined sales tax of 9%, while some areas in Glenn County may be closer to 6% due to fewer additional levies. This layered approach allows for flexibility in funding local projects but can be more complex for businesses to keep on top of.

Srishti: I see that, and that perfectly makes sense. That brings me to the next question. Are there any specific exemptions from sales tax in Georgia that companies should typically be aware of?

John Silverstein: Yes, similar to other states, Georgia has some exemptions too. Groceries, for example, are exempt from the state’s portion of the tax, although they may still be subject to local tax. Prescription drugs are entirely exempt from both state and local sales tax. Medical equipment, such as prosthetics or other prescribed devices, is also exempt if prescribed by a licensed professional. This helps reduce the financial burden of essential goods but requires companies to correctly categorize and track such items.

Srishti: That is very interesting and definitely a good initiative by the Georgia government. How does Georgia handle sales tax on digital goods and services?

John Silverstein: In Georgia, digital goods are taxable, similar to physical goods. Downloadable music, eBooks, and streaming services are subject to the same sales tax as physical equivalents. If a company is selling digital content in Georgia, you need to account for sales tax, which can add complexity to operations across states with varying tax policies. For example, if your customer is in Georgia, you have to calculate the sales tax and are liable to collect it.

Srishti: I see, and that brings me to the next question. Can you share some examples of jurisdictions within Georgia that have notably high or low combined sales tax rates?

John Silverstein: The combined sales tax in Georgia can range widely. For example, in Muskogee County, it goes up to 9% due to the local options added on top of the 4% state rate. On the other hand, Glenn County’s combined rate can be around 6% or slightly higher. These local rate variations can impact pricing strategies and tax compliance for businesses operating in different counties.

Srishti: I see, understand. Now, if we compare Georgia to other states, how does it compare in terms of its sales tax rates and frequency of changes?

John Silverstein: That’s a good question. Georgia’s state sales tax is 4%, which is relatively low, ranking around the middle compared to other states. However, local taxes bring the combined average rate closer to 7.75%, which is slightly above the national average. The state has maintained a consistent 4% base rate for many years, but local jurisdictions occasionally adjust rates. For example, states like California see more frequent changes due to district and municipality taxes, especially in areas with voter-approved measures for local funding.

Srishti: That’s very interesting. How frequently do changes in sales tax rates occur, and are there any tools to stay updated?

John Silverstein: Georgia doesn’t adjust its state rate often because it’s slightly above the national average and hasn’t needed to increase for more revenue. However, companies turn to tools like the Sales Tax Handbook, Georgia’s Department of Revenue website, and automated tax management solutions to stay updated. These tools help businesses remain compliant and avoid non-compliance issues.

Srishti: That is definitely very helpful. Now, let’s talk about challenges. What challenges do companies face when managing sales tax for different goods and services in Georgia?

John Silverstein: One of the key challenges is compliance across diverse categories such as groceries, digital goods, and medical devices. Each has its own sales tax rules. For example, groceries are exempt from state tax, but prepared foods are fully taxable. This differentiation requires accurate categorization and tracking systems. Another challenge is keeping up with changes across counties, especially for companies with statewide operations. If you’re selling digital goods or operating across multiple counties, tax rates can vary significantly, making compliance even more complex.

Srishti: That’s really something to look out for. Given your experience, can you share how AI can help businesses stay updated on sales tax changes and improve tax compliance?

John Silverstein: AI is already playing a key role in helping companies remain compliant. It continuously scans legislative updates, rate changes, exemptions, and tax holidays. AI can alert companies to new exemptions or rate changes and ensure categories are accurately aligned with state rulings. Additionally, AI can integrate with ERP systems to automatically adjust calculations, reducing the risk of manual errors. For businesses operating in multiple states—or even multiple counties, as in Georgia—AI is invaluable for managing the complexity of tax compliance.

Srishti: That’s amazing. AI has really made strides in this area. With that, we come to the end of today’s discussion on Georgia sales tax and keeping up with all these changes. Again, thank you so much for joining us, John, and sharing your insights. Also, a big thanks to our viewers. I’ll see you around. Goodbye, and have a very good day.

Pennsylvania’s sales tax system

Find out interesting insights with John Silverstein,VP of FP&A, XR Extreme Reach

Moderated by Kate, Financial Technology Consultant at Hyperbots

Don’t want to watch a video? Read the interview transcript below.

Kate: Hello, everyone! Good morning. My name is Kate, and I’m a financial technology advisor here at Hyperbots. Today, I’m thrilled to have John with me. Hey, John, how are you doing today?

John Silverstein: Great, thanks for having me.

Kate: Thank you for joining us. A little bit about John—he’s the Vice President of Finance Processes and Accounting at XR Extreme Reach. Today we will be discussing Pennsylvania’s sales tax system. So let’s jump right in. Coming to the first question, is the fundamental question: what makes Pennsylvania’s sales tax system unique, and how does it impact businesses operating in the state?

John Silverstein: Pennsylvania is unique in that it allows jurisdictions to have different tax rates. Pennsylvania has a 6% statewide sales tax rate. For example, Philadelphia has a total tax rate of 8%, which can add complexity for businesses in multiple cities or counties within Pennsylvania. This means companies need to track not just at the state level but also the local taxes in metropolitan areas.

Kate: That’s an interesting point. Are there notable goods or services that are exempt from sales tax in Pennsylvania?

John Silverstein: Many goods and services are exempt. Clothing and footwear are exempt from sales tax across the state. Prescription drugs and certain medical devices are also exempt. However, digital products like ebooks or music are taxable in Pennsylvania, which surprises some businesses. It varies, so we must continue to review tax regulations by jurisdiction.

Kate: Yeah, I understand. Could you explain some of the challenges businesses face in keeping track of these exemptions and tax rates, especially if they operate in multiple locations?

John Silverstein: The biggest challenge is understanding exemptions. For example, food is generally exempt from sales tax, but prepared foods like takeout, restaurant meals, and some frozen meals are taxable. With multiple local jurisdictions applying different rates, businesses often struggle to stay compliant. In cities like Philadelphia, the tax rate could be 8%, while rural areas might only have a 6% rate. It varies by municipality.

Kate: I see. That brings us to the frequency of tax rate changes. How often do sales tax rates or exemptions change, and how do businesses stay updated?

John Silverstein: Sales tax rates in Pennsylvania don’t change frequently, but municipalities can adjust their rates more often. Philadelphia occasionally revises its local taxes. Companies must constantly monitor the State’s Department of Revenue and local tax authorities for updates. For example, if there is a rate change in Philadelphia, businesses need to adjust their systems immediately.

Kate: I understand. How does AI help businesses stay compliant with these frequently changing tax laws?

John Silverstein: AI can automate tax calculations and updates to tax tables, ensuring compliance with changes or adjustments. For example, if there’s a tax exemption update in Philadelphia, AI ensures the correct rate is applied based on the customer’s location. It also tracks regulation changes, notifying businesses of updates. AI can automatically apply new rates to transactions, eliminating the need for manual updates.

Kate: That’s very insightful. Could you provide an example where AI has helped streamline sales tax compliance for a company?

John Silverstein: One example is a retail business operating in both Philadelphia and Pittsburgh. The company had to track two different local tax rates—8% in Philadelphia and 7% in Pittsburgh. With an AI-powered sales tax system, the company no longer needed to manually calculate taxes for each transaction. AI automatically applied the correct rates for each location and adjusted for any tax rule changes.

Kate: Impressive. Now, with all the different rules in Pennsylvania, how can a business ensure it remains compliant, especially when it comes to exemptions?

John Silverstein: Keeping accurate records is key. AI can help identify exempt products, such as food versus prepared meals, ensuring proper application of exemptions. AI can also detect misclassifications in product categories, ensuring businesses don’t miss applicable exemptions. Additionally, AI helps keep item lists clean and updated with exemption status changes, such as during tax holidays for back-to-school items.

Kate: I totally agree with you, John. We’ve almost reached the end of our discussion today. Last question: what advice would you offer to businesses struggling to navigate Pennsylvania’s complex sales tax rules?

John Silverstein: My advice is to invest in a sales tax automation solution that incorporates AI. This reduces manual errors and helps businesses stay compliant. Relying solely on standard tax tables from software like QuickBooks may not account for jurisdiction-specific rates and changes. Staying informed through the Pennsylvania Department of Revenue’s website and using AI tools to monitor changes can significantly improve efficiency.

Kate: Very insightful. Thank you so much, John, for joining us and sharing your valuable insights today. It’s been a pleasure.

John Silverstein: No problem. Thanks for having me again.

Kate: Thank you.