White paper

Tax Software Red Flags: How to identify them and what to do next

Spot red flags, boost efficiency with AI, and switch systems smoothly — download our white paper to learn how

How do you know when your firm needs to reevaluate its tax preparation software?

From automation to AI, the power of technology in today’s competitive landscape can be a game-changer. If you’re wondering whether or not your current tax software is up to snuff, it might be time to consider making a change.

While the thought of switching tax software can seem daunting, it doesn’t have to be. Making a change now could enable your firm to capitalize on significant opportunities to boost efficiency, increase profitability, and strengthen client relationships. In this white paper, we’ll help you identify red flags hiding in your current tax software, understand what to look for in a new tax solution, and how to successfully implement change.

Red flags: When is it time to change software? 

How do you know when you need new tax software? Sometimes the signs are obvious, but other times they may be easy to overlook. To help your firm better understand when the time is right, keep watch for the following red flags:

  • Tax return review redundancies. You review returns multiple times to identify errors and cross-check what needs to be updated before the returns are finalized. 
  • Manual processes bog down productivity. You spend too much time responding to client requests instead of focusing on the proactive, important work that a computer can't do. 
  • Limited investment in emerging technology. Is your current tax software provider investing in new technology like AI? If not, you could be missing out on increased efficiency and data-driven insight that can lead to new revenue opportunities. 
  • Cumbersome new-user training. You spend a lot of time onboarding new staff and training them to use the software because it’s not intuitive or user-friendly. 
  • Disruptive software updates. You find that software updates are pushed through at the most inconvenient times, disrupting your workflow and impacting your productivity. Any time you are required to sign out for an update is problematic. 
  • Microsoft Excel is your standard worksheet. You find yourself relying on Excel or paper to calculate data and prepare tax returns. 
  • Utilization is low. You're noticing a low utilization rate, or you’ve noticed a steady decline in billable utilization rates over the past few months. 
  • Lack of time to focus on your business. You're so busy working on and reviewing tax returns that you don’t have time to work on your firm, develop higher margins, value-added services, spend time with clients, or respond to client and prospect inquiries in a timely manner. 
  • Security breaches. Your current software or software vendor has been hacked at least once, putting your clients’ and your firm’s data at risk. Or your software doesn’t have the security protocols in place to ensure protection from external threats. 
  • Mobile deficiencies. The practice management and client collaboration tools that integrate with your tax software aren't mobile friendly. 
  • Lack of seamless integration. Your current software doesn’t integrate with your firm’s other internal and third-party programs to enable data sharing that supports your workflow. 
  • Hands-on update installation. Your IT manager schedules and sends out software updates by hand. You don't have software updates downloaded and installed from the cloud on all of your devices. 
  • Limited multiuser access. Your software doesn't let enough people use it at the same time. This might be because it's installed on your computer, instead of on the cloud. This makes it less productive and requires you to manually sync it after each use. 
  • Low staff morale. Your staff is overwhelmed with the stress and inefficiencies associated with manual compliance work. 

If any of these red flags ring true for your firm, it may be time to switch tax software solutions.

3 reasons to embrace AI-powered tax software 

There's no doubt that AI-powered tax software presents a myriad of benefits for accounting firms. But what are they and how do they offer a competitive advantage? 

Let’s take a look at three compelling reasons accounting firms should embrace AI when evaluating a new tax software solution.

  1. Efficiency through automation. Traditional accounting tasks, such as data entry, reconciliations, and report generation, are often time-consuming and prone to human error. By using AI-powered tools and software, these simple tasks can be automated with great accuracy and speed. This frees up time for you to focus on more important activities.
  2. Data-driven insights. AI is revolutionizing the way accountants analyze data and extract actionable insights. By harnessing AI-powered tax software, your firm can uncover hidden patterns and correlations within financial datasets, enabling more informed decision-making and predictive analytics.
  3. Increased value to clients. With the dawn of AI, clients are demanding more than just number crunching — they seek proactive guidance, strategic foresight, and personalized services from their accountants. AI enables your firm to meet these evolving needs and deliver a more personalized client experience.

One of the primary benefits of integrating AI into your firm’s daily workflow is the significant boost in efficiency and automation it offers. For example, tax software that uses AI can analyze a lot of financial data in a short time. It can find patterns, oddities, and trends accurately. Automation also makes it less likely that something will go wrong, saves time, and is more accurate in financial reporting and compliance. 

The integration of AI also enables your firm to provide more insightful analysis and strategic guidance to clients. AI-powered analytics can help your company move from forecasting cash flow, finding ways to save money, or finding fraud. This can help you become a trusted advisor who can offer strategic advice based on information from your clients' data. strategic guidance based on insights derived from your clients’ data. 

Additionally, AI-powered tax research can help your staff get targeted search results in less time. With access to trusted and fast answers to all your tax questions, you can help your clients make data-driven decisions with confidence, driving business growth and competitiveness. 

While AI is not widely used, more than half of the professionals surveyed in the 2024 Generative AI in Professional Services Report think they should use AI in their daily work. They are already planning for the special tools that will make this happen. 

By automating routine tasks and using AI-driven analytics, accountants can devote more time to understanding their clients’ businesses, identifying challenges, and providing tailored solutions. That’s why many forward-looking firms are using AI-powered predictive analytics to anticipate clients’ future needs and risks, enabling proactive advisory services that add tangible value to their operations. In the end, using AI will give accounting firms a new chance to be more efficient, find new information, and make their clients' experience better. By using AI-driven technologies, you can be at the forefront of creating value and growing your clients and your company.

What to look for in a new tax software program 

What are the must-haves for your new tax software? We've listed a few of them in this checklist:

  • Emerging tech. Incorporates generative AI (GenAI), machine learning, and cloud computing 
  • Installation. Easy migration and installation process 
  • Interface. Intuitive and easy-to-use interface, even for beginners 
  • Software updates. Automatic updates don’t disrupt your workflow, even during busy season 
  • Regulatory changes. Real-time updates provide regulatory and legislative updates when they occur 
  • Affordability. Total costs are commensurate with the value received and don't burden your firm; consider software costs, annual fees, and cost-per-return and cost-per-user fees, as necessary 
  • Accuracy. Accuracy rating of the software you’re evaluating is the leader in the industry, minimizing risk and redundant work 
  • Integration. Integrates with your research program, your client relationship management app, practice management program, bookkeeping, accounting and audit tools, as well as your clients’ data sources 
  • Trusted insights. Access to reliable and accurate resources and comprehensive insights to help you navigate the unexpected 
  • Partnerships. Get access to the tools, resources, people, and innovation necessary to meet and exceed your clients’ evolving needs 
  • Data importing. Automate some of the data entry, including importing data from QuickBooks or Excel, extracting data from source documents using scan-and-fill technology, and downloading clients’ tax data directly from financial institutions 
  • Technical support. Available by phone, email, or live chat technical support when needed
  • Diagnostic tools. Reduce the risk of human error with accurate diagnostic tools that check for errors 
  • Electronic file sharing and client portal integration. Gather information from clients through an online organizer or questionnaire, and send finalized tax returns to clients digitally via a secure client portal 
  • Electronic signatures. Send out tax returns and engagement letters for digital review and signature 
  • Electronic payments. Send out a digital invoice for clients to pay electronically 
  • Barcode scanning. Scan in documents with bar codes, including Forms W-2 and Schedules K-1 
  • Customer reviews. Customers have overwhelmingly positive reviews of the software 
  • Continuous investment. A continual focus on incorporating the latest trends and tech

Evaluate tax software through a holistic lens 

While the above checklist is a good starting point, you need to keep your entire firm in mind when evaluating new tax software solutions.

What does that mean? Rather than trying to solve for a single pain point, such as inefficiencies in the data entry or tax prep process, which may inadvertently create additional complications and bottlenecks, consider taking a holistic approach and establishing a technology ecosystem. This helps ensure that everything is integrated, and that every step of the workflow and each application complements the other.

“Is the new tax software you’re evaluating the centerpiece of a technology ecosystem that the vendor might offer? Can you, through either an all-in-one or phased implementation, switch your entire tech stack over to a tightly integrated or seamlessly connected group of programs, rather than just looking at the tax software in a silo?”

It's also important to consider the needs of your staff when evaluating new software solutions. A happier staff means happier clients. It's also a big worry for many companies. 

This means considering all of the factors at play, including the ease and use of efficient tax research and the ability to seamlessly offer flexible work options. Empower your staff to work independently, grow professionally, and differentiate your firm from the competition by leveraging the latest technology solutions.

“Adopting technology that integrates with your staff’s lives, connectivity without sacrificing convenience, can be a meaningful difference-maker,” Greene said

Implementing change 

You're ready for a change and have identified the tax software that will best meet the needs of your firm. That’s great, but now is the real work starts. How can your firm successfully make the switch? When is the right time to do so?

One of the more successful approaches to implementing change is taking a phased approach. When formulating your plan, start with your firm’s vision and then detail the steps needed to realize that vision, which journey mapping and staff and client surveys may support. 

As you embark on your journey, be sure to remember these helpful tips:

  1. Share the firm’s vision. This helps ensure that everyone within the firm understands the vision and is aligned on how to get there. You want to make sure there’s complete buy-in throughout the firm, and that everyone is moving in the same direction. 
  2. Assign champions. Action items must be well-documented and should have assigned champions or owners to help ensure follow-through and drive engagement. 
  3.  Communicate how roles are impacted. Consider the impact of the technology solution on your staff. Does it significantly change what their current roles are? Support your staff, especially those who have had significant time working in the legacy product. Convey that they aren’t valued by the knowledge they have about the old technology solution. This is crucial messaging, as buy-in to the change is critical to the success of the overall transition. 
  4. Set deadlines and define milestones. This is important to help ensure that you continue making progress once the wheels of change are set in motion. Breaking the process down into smaller, digestible steps can also make the change seem less cumbersome and intimidating. 
  5. Celebrate milestones. This can help ensure that staff remain energized and engaged throughout the process.
  6. Be prepared to pivot. This will be a learning process, and you'll know more tomorrow than you did today. Therefore, it's important to remember that plans aren't etched in stone, and you must be prepared to pivot. 
  7. Don’t reinvent the wheel. Make the transition less stressful and easier for your firm by using the resources that are available. This means, for example, connecting with peers that have gone through a similar transition or are well-equipped to provide guidance, reaching out to industry consultants, and working with your technology partner. Why reinvent the wheel if you don’t have to? 
  8. Determine the impact of efficiency gains. Evaluate staffing needs given the efficiency gained by implementing the new software. Depending on your plans for staffing, be clear and direct about the impact on the staff. 
  9. Don’t wait. Timing is another factor to consider. How do you know when the time is right to make the switch? Unfortunately, there’s no easy answer, especially as the downtime between client deadlines increasingly dwindles. This means that firms need to make the time — now.

Ready for a change in tax software?

 There’s no doubt that change can be scary. Fortunately, migrating to a new tax software solution doesn’t have to be. 

Recognizing that it’s time for a change and what to look for when evaluating software solutions are important starting points, but it doesn’t end there. Partnering with the right software provider can truly set your firm apart and provide you with the guidance and resources to succeed in a new era of tax technology. 

As you assess your options, look for AI-powered tax software that transforms your daily workflow and enhances the overall efficiency and accuracy of your firm’s tax processes. By automating repetitive tasks, you can save time and shift your focus to more profitable activities like tax strategy and analysis. 

Contact us if you’re ready to harness the power of AI-powered tax software.

Recommended solutions from Thomson Reuters 

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