Money Playbook ยท Updated 2026-10-02

Going Freelance (W-2 to 1099) in Illinois: the money playbook

On $75k in Illinois, if you go freelance your take-home pay falls by about $3,432 a year. 5-year simulator, scorecard, salary table and checklist.

01

Scenario simulator

W-2 employee

$57,577

1099 at the same gross

$54,145

Change per year

โˆ’$3,432

If the yearly difference is invested at 5%, after 5 years: -$18,962

Y1
Y2
Y3
Y4
Y5

Same gross pay, but you pay both halves of FICA. Health insurance, retirement match and unpaid time off are not included. The QBI deduction is left out.

02

Decision scorecard

Tax impact (auto from simulator)1/5
53

Not ready yet

Rate each factor honestly. The score is yours alone and isn't saved.

03

By salary level

SalaryW-2 employee1099 at the same grossDifference
$40,000$32,340$30,227-$2,113
$60,000$47,420$44,250-$3,169
$75,000$57,577$54,145-$3,432
$100,000$73,927$69,351-$4,576
$150,000$105,994$99,343-$6,651
$200,000$139,176$129,738-$9,438
04

Printable checklist

05

Questions

How much more tax do freelancers pay?
You pay the employer half of FICA too, about 7.65% more on most income.
What rate do I need to match my salary?
Use the W-2 vs 1099 decision playbook for your state to find the break-even.
06

Method and sources

Figures come from the same engine as our paycheck calculators: 2026 federal brackets and standard deduction, 2026 FICA, and 2025โ€“2026 resident state schedules. City and county taxes, credits other than the Child Tax Credit, and nonresident rules are not modeled. Educational estimate, not tax advice.