Are You Self-Employed or Earning Extra Income?
If you're a freelancer, 1099 contractor, small business owner, rental property manager, or receive any income without tax withholding
If you’re a freelancer, 1099 contractor, small business owner, rental property manager, or earn income without tax withholding, this is for you.
Many people believe taxes are only due in April — but if your income isn’t automatically taxed, the IRS expects quarterly estimated tax payments.
Your second estimated tax payment is due Monday, June 16, 2025.
At Limitless Tax, we help clients avoid penalties, surprises, and unnecessary stress by staying ahead of these deadlines.
Your next tax payment is due June 16, 2025
If your income does not have taxes withheld, you are required to make estimated payments throughout the year.
Missing these payments can lead to penalties, interest, and a large tax bill later.
What are estimated tax payments?
Estimated tax payments are partial tax payments you send to the IRS during the year instead of paying everything at once when you file your return.
You generally must make estimated payments if:
- You receive income without withholding
- You expect to owe $1,000 or more when filing your tax return
Common examples
Estimated payments usually apply to:
- Freelancers and independent contractors
- Small business owners
- Gig workers (Uber, DoorDash, Rappi, etc.)
- Content creators
- Landlords and real estate investors
- Crypto traders
- W-2 employees with insufficient withholding
Estimated tax deadlines in 2025
Here are the key IRS deadlines to remember:
- 1st payment: April 15, 2025
- 2nd payment: June 16, 2025
- 3rd payment: September 15, 2025
- 4th payment: January 15, 2026
June 15 falls on a Sunday, so the deadline moves to Monday, June 16.
What happens if you don’t pay?
Failing to make estimated payments may result in:
- Underpayment penalties
- Interest that accumulates quickly
- A much larger tax bill in April
- Increased IRS scrutiny or audit risk
Many taxpayers are surprised by how much they owe simply because they ignored quarterly payments.
How much should you pay?
Your estimated payment depends on:
- Your net income (after expenses)
- Taxes already withheld from other sources
- Changes in income throughout the year
Avoid guessing. Payments should be based on accurate income projections and adjusted as your situation changes.
How to make your payment
You can submit estimated payments using several IRS-approved methods:
- IRS Direct Pay
- EFTPS (Electronic Federal Tax Payment System)
- IRS2Go mobile app
- Check or money order with Form 1040-ES
Don’t wait — pay before June 16
At Limitless Tax, we help you:
- Calculate the correct estimated payment
- Organize income and deductible expenses
- Avoid costly mistakes or IRS notices
- Build a tax plan for the rest of the year
Schedule your tax consultation today
Not sure if you need to pay?
Don’t know how much to send?
Prefer a professional to handle it for you?
We’ve got you covered.
- In-person and virtual consultations available
- We speak your language and understand your business
- No stress, no guesswork — just clarity and control
