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Navigating Taxes in the Multi-Side Hustle Era

Welcome to the Multi-Side Hustle Era

In today’s dynamic economy, financial independence often lies beyond the traditional paycheck. Entrepreneurs, particularly from Gen Z, are capitalizing on various digital platforms ranging from TikTok sponsorships to Etsy businesses and freelance projects. This evolution fosters creativity, empowerment, and sometimes supersedes the income of a conventional 9-to-5. However, tax season turns this entrepreneurial triumph into a potential ordeal. Image 1

Every platform like Shopify, Venmo, Upwork, or TikTok comes with unique reporting standards, and the IRS requires meticulous tracking of every income dollar and deductible expense. Overlooking forms like the 1099-K or missing a quarterly payment can swiftly transform a thriving side hustle into a taxing dilemma.

Common Tax Pitfalls for Side Hustlers

Below are frequent errors encountered by side hustlers each tax cycle:

  • Missing Estimated Tax Payments:
    Self-employed individuals must manage their own tax withholdings. Earning over $1,000 in untaxed income generally necessitates quarterly payments. Failure to meet these can lead to substantial penalties.

  • Combining Personal and Business Finances:
    Utilizing personal Venmo accounts or debit cards for business transactions seems convenient but complicates bookkeeping. The IRS mandates a clear demarcation of business income and expenses for audit purposes.

  • Neglecting Entity Selection:
    As your income scales, remaining a sole proprietor might not be financially savvy. Structuring your business as an LLC or an S corp could lower tax liabilities and safeguard personal assets.

  • Overlooking Deductible Expenses:
    Freelancers and creators often neglect to deduct allowable expenses such as software, internet, phone bills, or home office uses. Proper tracking of these can significantly impact taxable income.Image 2

Essential Strategies for Managing Your Side Hustle

Managing diverse income streams doesn't have to lead to disarray. Here are effective strategies to maintain organization and peace of mind:

  1. Separate Finances:
    Establish a business bank account to keep your income and expenses distinct.

  2. Adopt Accounting Tools:
    Use accounting software or hire a part-time bookkeeper to streamline transaction tracking.

  3. Prepare for Taxes:
    Reserve 25–30% of your income for taxes, ensuring you’re prepared for payments.

  4. Seek Professional Advice:
    Consult a tax professional early in the year, especially if earning through multiple streams. They can assist in planning, making accurate quarterly payments, and selecting the most suitable business entity.Image 3

The Bottom Line

While multiple sides hustles create ample opportunities, they also involve diverse tax challenges. Implementing appropriate systems and obtaining expert advice can maintain financial clarity, ensure compliance, and truly maximize your hustle’s profitability.

Need assistance in managing your side hustle income or preparing for taxes? Contact our firm for customized professional guidance today.

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