As summer approaches, many taxpayers assume tax season is behind them. However, June
15, 2026, marks an important IRS deadline that can impact self-employed individuals,
freelancers, business owners, investors, and U.S. citizens living abroad.
If you’re in Brooklyn, NYC, or anywhere in New York, staying ahead of these deadlines can help
you avoid unnecessary penalties, interest charges, and last-minute stress.
- Second Quarter Estimated Tax Payments Are Due June 15
If you earn income that is not subject to withholding, the IRS may require you to make
quarterly estimated tax payments throughout the year.
This commonly applies to:
● Self-employed professionals
● Freelancers
● Independent contractors
● Small business owners
● Landlords with rental income
● Investors receiving dividends, interest, or capital gains
● Individuals with multiple income sources
The second-quarter estimated tax payment for the 2026 tax year is due on June 15,
2026. Estimated payments are generally made using IRS Form 1040-ES and help taxpayers
avoid underpayment penalties when filing their annual tax return.
Why Estimated Taxes Matter
Many taxpayers mistakenly wait until tax season to pay taxes on self-employment
income. Unfortunately, the IRS expects taxes to be paid throughout the year.
Missing estimated tax deadlines may result in:
● IRS underpayment penalties
● Interest charges
● Unexpected tax bills at filing time
Working with an experienced tax professional can help ensure your quarterly payments
are accurate and aligned with your expected income. - June 15 Is Also an Important Deadline for U.S. Expats
If you are a U.S. citizen or resident alien living and working abroad, the IRS grants an
automatic two-month extension to file your federal tax return.
For most taxpayers abroad, this means the filing deadline moves from April 15 to June
15, 2026.
This additional time can be especially helpful for individuals gathering foreign income
documentation, bank records, and tax forms from overseas employers.
Need More Time? File Form 4868
If you’re unable to complete your return by June 15, you may request additional time by
filing IRS Form 4868.
This extension can move your filing deadline to October 15, 2026.
It’s important to remember that an extension to file is not necessarily an extension to
pay. Any tax liability should be addressed as early as possible to minimize potential
interest and penalties.
Common Taxpayers Affected by June 15 Deadlines
You may need to take action before June 15 if you are:
● A freelancer or consultant
● A gig economy worker
● A self-employed professional
● A small business owner
● A real estate investor
● A landlord collecting rental income
● A U.S. citizen living overseas
● An independent contractor receiving 1099 income
How Alexis Robins Tax & Accounting Can Help
At Alexis Robins Tax & Accounting, we help individuals, self-employed professionals,
freelancers, and business owners throughout Brooklyn and New York stay compliant
with IRS requirements year-round.
Our services include:
● Estimated tax calculations
● Quarterly tax planning
● Self-employment tax guidance
● Small business tax preparation
● Individual tax returns
● Expat tax assistance
● IRS compliance and tax resolution support
Don’t Wait Until the Last Minute
Whether you need help calculating your second-quarter estimated taxes or filing an
extension while living abroad, proactive tax planning can save time, money, and stress.
Contact Alexis Robins Tax & Accounting today to ensure you’re prepared for the June
15, 2026 IRS deadlines and stay on track for a successful tax year.
