Avoid these

12 common mistakes

What solo business owners in Illinois often get wrong, and the fix for each.
  1. 01

    Missing the LLC annual report

    Fix: File the $75 report in the 60-day window before your anniversary month. The late penalty cannot be waived, and continued non-filing can lead to dissolution.

  2. 02

    Using a DBA without filing

    Fix: If you operate under a name other than your legal name, file an assumed name with your county ($5-$50).

  3. 03

    Skipping newspaper publication after a county DBA

    Fix: Complete the publication step your county requires after filing the assumed name.

  4. 04

    Not paying quarterly estimated taxes

    Fix: No one withholds for you. Set aside money and pay estimated taxes each quarter.

  5. 05

    Assuming services are never taxable

    Fix: Materials transferred to a customer in a service job can be taxable. Check with a tax professional and register through MyTax Illinois if needed.

  6. 06

    Electing S-corp status too early or without a salary

    Fix: Wait until profit is steady (rule of thumb: around $40k-$80k+), and pay yourself a reasonable W-2 salary once you elect.

  7. 07

    Commingling funds

    Fix: Use a separate business bank account. Mixing money weakens an LLC's liability separation.

  8. 08

    Hiring without workers' comp

    Fix: Illinois requires workers' comp from your first employee. Get coverage before the first day.

  9. 09

    Not reporting contractors to the IDES new-hire registry

    Fix: Report new hires within 20 days, and in Illinois that includes contractors. See IDES.

  10. 10

    Ignoring city home-occupation rules

    Fix: Check your city's rules. In Chicago, the home occupation license is $250 for 2 years.

  11. 11

    Forming in Wyoming or Delaware to save money

    Fix: An Illinois resident must also register as a foreign LLC in Illinois for $150, so it costs more, not less.

  12. 12

    Freelancing without a written contract

    Fix: The Freelance Worker Protection Act expects a written contract for work of $500 or more over 120 days. Use one every time.

Not sure which structure fits? Try the Structure Finder, or request help. Call (331) 261-4788

General information, not legal or tax advice.