QuarterWise Tax helps independent contractors and self-employed professionals calculate estimated taxes, file IRS forms correctly, and apply proven legal strategies to reduce their tax burden every quarter.
From calculating your safe-harbor amount to choosing the right deductions — we make quarterly taxes simple and predictable.
We walk you through the IRS safe-harbor rules, help you calculate your quarterly payment amounts, and avoid underpayment penalties using Form 1040-ES worksheets.
Understand Schedule C, Schedule SE, and Form 1040-ES in plain English. We identify which forms apply to your situation and how to complete them without costly mistakes.
Home office, health insurance premiums, retirement contributions, software subscriptions — we uncover every legal deduction available to self-employed individuals.
Never miss an April 15, June 16, September 15, or January 15 payment. We set up a custom calendar and send reminders before each IRS estimated tax deadline.
The 15.3% SE tax surprises many freelancers. We show you how the deductible half works, and when an S-Corp election could materially reduce your overall tax rate.
Variable freelance income makes flat estimates unreliable. We use the annualized income installment method so you pay based on what you actually earned each quarter.
Many freelancers either overpay to stay safe or underpay and face IRS penalties. Neither is good for your cash flow or peace of mind. QuarterWise Tax gives you a structured approach tailored to your specific income and expenses.
We analyze your 1099-NEC income, business expenses, and prior-year tax data to build an accurate financial picture.
Using the IRS Form 1040-ES worksheet, we calculate your expected tax liability and divide it into four quarterly payments.
We identify applicable write-offs, retirement contribution options like SEP-IRA or Solo 401(k), and timing strategies to lower your taxable income.
As your income changes throughout the year, we adjust your estimates so you're never caught off guard at tax time.
Whether you're just starting out or running a full-time independent business, we have a plan that fits your needs and budget.
For new freelancers with straightforward income
Billed each quarter · No long-term contract
For active freelancers with multiple income streams
Billed each quarter · Cancel anytime
For high-earning freelancers considering S-Corp or LLC
Billed each quarter · Includes annual planning
Real feedback from independent contractors and self-employed professionals who've simplified their quarterly tax process with QuarterWise.
"I used to dread every April because I had no idea what I owed. QuarterWise walked me through the 1040-ES calculation in plain English and I finally felt in control. Saved me nearly $1,800 in penalties last year."
"As a full-time consultant billing multiple clients, my income is all over the place. The annualized installment method they set up for me is a game changer — I pay only what I actually owe each quarter. Highly recommend."
"I never realized how many deductions I was leaving on the table — my home office, internet, even a portion of my car use. The Business Elite plan paid for itself in the first quarter. The advisor is knowledgeable and responsive."
Leave your name and phone number and a QuarterWise advisor will reach out to discuss your quarterly tax situation — no obligation, no pitch.
Whether you're filing estimated taxes for the first time or want to review your existing strategy, our team is ready to provide straightforward, practical guidance specific to your freelance situation.
4782 Westbrook Avenue, Suite 310
Chicago, IL 60607
Mon – Fri: 9:00 AM – 6:00 PM CT
Sat: 10:00 AM – 2:00 PM CT
Q1: April 15 · Q2: June 16
Q3: September 15 · Q4: January 15