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Summer Side Hustles and the IRS: What You Need to Know Before You Get Paid
As temperatures rise, so does the appeal of picking up extra income. From tutoring and landscaping to freelance design and weekend event...
Jim O'Callaghan, CPA
Aug 13 min read


How to Fix a Mismatched W-2 or 1099 Before It Triggers an IRS Notice
Tax season brings plenty of paperwork, including W-2s, 1099s, and other income documents. But if the information on your tax return...
Jim O'Callaghan, CPA
Jul 93 min read


What to Do If You Receive an IRS Notice
An unexpected letter from the IRS can be unsettling, but it doesn’t always mean there’s a major problem. Every year, millions of...
Jim O'Callaghan, CPA
Jun 132 min read


Facing Tax Challenges Head-On: Common Issues and Smart Solutions
Tax season can be stressful, especially for individuals, families, and small business owners managing a range of financial...
Jim O'Callaghan, CPA
May 123 min read


Found a Mistake or a Surprise 1099 After Filing? Here's What to Do
Filing your taxes feels like a big win—until a surprise 1099 shows up or a mistake comes to light.
Jim O'Callaghan, CPA
Apr 73 min read


Maximizing Tax Benefits for Small Business Owners
Effectively managing tax obligations is crucial for small business owners aiming to maximize profitability
Jim O'Callaghan, CPA
Mar 104 min read


Tax Filing Options: DIY vs. Professional Assistance
Navigating the complexities of tax filing requires careful consideration of whether to handle the process independently or seek assistance.
Jim O'Callaghan, CPA
Feb 62 min read


Essential Tax Documents Checklist for 2024 Filings
Stay organized for the 2024 tax season with this essential tax documents checklist. Learn how to maximize deductions, ensure compliance, and
Jim O'Callaghan, CPA
Jan 74 min read


Holiday Spending and Tax Deductions: What You Need to Know
The holiday season often brings a flurry of activity, from shopping for gifts to hosting gatherings. While the spirit of giving is at its...
Jim O'Callaghan, CPA
Dec 5, 20243 min read


Understanding the Tax Implications of Real Estate Transactions
Real estate transactions are significant financial events that come with various tax implications. Whether you are buying, selling, or...
Jim O'Callaghan, CPA
Nov 1, 20243 min read


Year-End Tax Planning Tips for Long Island Families
As the year comes to a close, individuals and families in Long Island need to take proactive steps to optimize their tax situation....
Jim O'Callaghan, CPA
Oct 8, 20243 min read


Tax Implications for Snowbirds: What You Need to Know
Snowbirds, or individuals who divide their time between homes in different states, often enjoy the flexibility of living in warmer climates
Jim O'Callaghan, CPA
Sep 16, 20243 min read


Tax Strategies for Small Business Owners
Implementing strategic tax-saving measures can significantly reduce tax liabilities and promote business growth.
Jim O'Callaghan, CPA
Aug 1, 20242 min read


Common Tax Preparation Mistakes and How to Avoid Them
Navigating through various forms, documents, and ever-changing tax laws can lead to mistakes.
Jim O'Callaghan, CPA
Jul 17, 20243 min read


Filing Taxes as a Freelancer in New York: Tips and Tricks
Navigating the tax landscape as a freelancer in New York can be complex, but with proper planning and knowledge, it becomes manageable....
Jim O'Callaghan, CPA
Jun 6, 20243 min read


Understanding the Consequences of Not Filing Federal Income Taxes
The Risks of Late or Non-Filing Filing federal income taxes on time is crucial. When this deadline is missed without action, such as not...
Jim O'Callaghan, CPA
May 13, 20242 min read


Freelancers and Workers in the Gig Economy
The tax landscape for freelancers and gig economy workers has evolved significantly, presenting unique challenges in tax management....
Jim O'Callaghan, CPA
Apr 15, 20242 min read


Navigating the 2023 Tax Changes: Key Updates You Should Know
As the 2023 tax year unfolds, individuals and businesses must stay informed about the significant changes to the U.S. tax code. These...
Jim O'Callaghan, CPA
Mar 11, 20243 min read


How Individuals Can Navigate Complex Tax Deductions
Navigating the complexities of tax deductions can feel daunting, especially with the arrival of tax season. For individual taxpayers,...
Jim O'Callaghan, CPA
Feb 9, 20242 min read


Happy New Year from TaxMaster, Inc.!
Preparing for Your Tax Appointment: A Comprehensive Checklist As we step into the New Year, it's also the time to gear up for the...
Jim O'Callaghan, CPA
Jan 5, 20242 min read
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