Doing your taxes can be daunting, and hiring a professional may be beneficial in certain scenarios. You should seek expert help if you earn income outside your main job, such as from a business or a side hustle, as understanding deductible expenses can be complex. Additionally, life events like receiving an inheritance or selling major assets can complicate your tax situation. Engaging a tax professional can help minimize liabilities, maximize deductions, and ensure compliance, ultimately saving you time and potentially money. Investing in tax expertise is worthwhile when it adds value to your financial situation.