Tax season can be stressful and uncertain for many Americans as they navigate complex and frequently changing tax laws and regulations. The process can be overwhelming, from organizing and gathering various documents to understanding complex tax codes.

Adobe recently surveyed over 1,000 Americans to determine how people feel about the upcoming tax season. We also revealed the top challenges and concerns small business owners, freelancers, and gig workers have for taxes this year.

Key Findings:

  • Only 1 in 3 people feel confident about filing taxes, highlighting the high levels of stress and uncertainty experienced during tax season.
  • 53% of Baby Boomers prefer to organize their tax documents manually in physical files, while other generations primarily opt for digital organization.
  • Over 1 in 3 Gen Zers express concern about higher interest rates affecting their taxes, while 20% of Millennials worry about student loan repayments impacting tax season.

Only 1 in 4 Americans Feel Confident About Filing Taxes

It's important to acknowledge the sentiments that many Americans experience during tax season. From the underlying fear of potential audits to the common lack of familiarity with tax laws, individuals across the country express a diverse range of emotions as the tax deadline looms closer.

Graphic revealing the top tax season challenges in 2024

We found that most people lack confidence when filing taxes each year. Not to mention, understanding tax laws and accurately filling out forms were cited as the top challenges by 45% of respondents. Additionally, organizing tax documents proved to be a moderately stressful task for 37% of individuals.

With our survey shining light on people’s true tax feelings, we wanted to see what people say about taxes in daily life. So we went to Reddit to see what tax feelings people share online.

Here are some first hand tax frustrations from Reddit Users in 2023:

  • “Tried to file my taxes but I got so confused and frustrated that I quit”
  • “I hate taxes and I'm so confused/frustrated”
  • “I'm young and confused about taxes”
  • “I want to pay my taxes and I'm confused what to do”

Tax Perceptions Among Generations Revealed

Every generation has unique learning preferences, even when learning about taxes. These generational differences can significantly affect how individuals approach and navigate tax season each year.

Graphic revealing how different generations organize and learn about their taxes

For Gen Zers, news outlets and social media platforms proved to be key sources for tax learning. Conversely, millennials rely heavily on online forums and communities and professional advice for their tax knowledge. Gen Xers still prioritize traditional news sources, while Baby Boomers lean towards government publications and seek professional guidance.

Notably, 53% of Baby Boomers prefer to manually organize their tax documents in physical files, while younger generations embrace the digital era by organizing their documents digitally. Further awareness among older generations about digital document platforms like Adobe Acrobat can help streamline the tax preparation process, providing convenience and efficiency for taxpayers of all ages.

Only 1 in 3 Freelancers and Small Business Owners Feel Confident and Prepared For Tax Season

For freelancers and small business owners, tax season carries distinct challenges. Navigating through business expenses, deductions, and the intricate web of tax regulations can be daunting.

graphic on the challenges gig workers are facing during tax season

1 in 10 small business owners admit to feeling overwhelmed and stressed when tax season rolls around, and 2% feel utterly lost and need help figuring out where to start regarding taxes. The top challenges faced by small business owners during tax season include general financial stress (42%), understanding tax laws (41%), and keeping up with changing regulations (37%).

The top three challenges faced by freelancers during tax season include filling out tax forms accurately (49%), understanding tax laws (48%), and managing general financial stress (42%). Freelancers often navigate a complex landscape of deductions, estimated taxes, and varying income sources, making tax preparation even more challenging.

Navigating tax season requires small businesses and freelancers to stay informed, seek assistance when needed, and adopt tools and strategies that suit their needs. Developing a proactive approach towards tax planning and utilizing available resources, such as Adobe Acrobat, can help both groups overcome challenges and ensure a smooth tax season each year.

54% Of Gig Workers Cite Filling Out Forms As A Top Challenge

Tax season can be a challenging time for gig workers, including delivery drivers and independent contractors, who face their own set of unique obstacles. Many gig workers have recently been relieved by the tax delay on the new payment platform tax, where they won't have to report amounts below the upcoming $600 limit for the 2023 tax year. Despite this, gig workers must be aware that they may still need to file any income received, even if they don't receive a 1099 K.

Regarding the upcoming tax season, our findings show that gig workers are most concerned about filling out tax forms accurately, navigating the news of future taxation of payment platforms like Venmo and CashApp, and understanding complex tax laws.

Graphic revealing the top tax season challenges in 2024

Gig workers can greatly benefit from incorporating digital document organization tools such as Adobe Acrobat into their tax preparation routine, especially as they gear up for the impending implementation of the new tax reporting law on cash income within platforms such as Venmo. With the deferral of the law to the 2024 tax year, gig workers have a crucial window to adapt and leverage digital solutions effectively to prepare for the following tax season; by harnessing the capabilities of tools like Adobe Acrobat, gig workers can seamlessly edit, combine, and organize their tax-related documents.

This strategic use of digital tools simplifies the tax preparation process and empowers gig workers to proactively address the forthcoming changes in reporting requirements. As gig work continues to rise and digital transactions become increasingly prevalent, embracing such tools becomes essential for gig workers to navigate tax season easily, ensuring accuracy, compliance with evolving regulations, and ultimately alleviating the stress associated with their tax obligations.

Adobe Is Here To Help You Organize Your Tax Documents This Year

Digital document organization during tax season becomes increasingly more important every year. Adobe Acrobat is here to help you prepare for tax season in 2024. Check out these tips to keep your tax documents organized this year:

  1. Convert your tax documents to PDFs: To save space and reduce clutter, consider converting your tax documents into PDF format. Simply scan your physical documents to your computer. This will make it easier to store and manage them, as well as ensuring your documents are easily accessible.
  2. Merge all related tax documents into a single PDF file. For example, you can combine all your W-2 forms or receipts into one document. This will help you locate and access all the necessary information more quickly and efficiently.
  3. Rearrange PDFs for easier reading. If you have multiple pages within a PDF document, consider rearranging them in a logical order. This will make it easier for you to review and understand your tax documents when working on your tax forms for filing.
  4. Organize your documents. Create a folder system on your computer to keep your tax documents organized. Label each digital folder with specific categories such as "Income," "Expenses," "Deductions," etc., to help you quickly find the documents you need when filing your taxes or when responding to any IRS inquiries.

These tips demonstrate the value of digital document organization and PDFs for tax season. Utilizing PDFs promotes efficiency, accessibility, and organization, making the tax preparation process smoother and more effective.

Using Adobe Acrobat During Tax Season

Utilizing a tool like Adobe Acrobat during tax season can be a game changer for small business owners, freelancers, and gig workers. Adobe Acrobat offers a wide range of features to edit and organize documents, which can be highly beneficial when managing tax documents. Small business owners and freelancers can save time and stress by being able to edit and combine files and add comments or annotations easily. This tool can also help with organization, making it easy to find the proper documents.

Methodology:

Adobe conducted a survey of 1,028 employed Americans to understand their knowledge and feelings around taxes for the upcoming tax season.

The data is based on self-reported answers, meaning respondents may have had biases or discrepancies between their own reported ability and their actual abilities. To ensure respondents answered accurately, they were required to correctly answer an attention-check question. Survey data have certain limitations related to self-reporting.

Fair Use Statement:

Now that you’ve had a chance to understand more about the feelings Americans have around tax season - feel free to share this data. We ask that you do so for non-commercial use and provide a link to this original study page so that your audience can explore the research in its entirety.

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