FAILURE TO FILE: Per IRC §6651:
• Form 1120 late: 5% per month (max 25%) + interest @ 8% annual per §6601
• Form 941 late: 2-10% of tax due per §6651(a)(2)
• Form W-2 late: $100+ per form per §6721(a) FAILURE TO PAY: Per IRC §6651(b):
• Tax unpaid: 0.5% per month (max 25%) + interest per §6601
• Underpayment of estimated tax: 8% penalty per §6655(g)
• Payroll tax not withheld: 100% penalty per §6672(a) (personally liable)
CRITICAL COMPLIANCE ISSUES: File Form 1120 by Mar 15 (or Oct 15 with extension) per IRC §6012. Pay quarterly estimated taxes (Apr, Jun, Sep, Jan 15 per §6655) - failure = 8% penalty. Hold annual shareholder meeting + quarterly Board meetings per DGCL §141 + §211. Document all meetings/resolutions (required for D&O insurance defense). Reconcile monthly (prevent commingling funds - liability protection). Pay payroll taxes quarterly via EFTPS (100% penalty if not withheld per §6672). File W-2s by Jan 31 per §6051; 1099s by Feb 28 per §6041. Delaware Annual Report if DE-incorporated per §9013. Deductions must be substantiated (IRC §162) - keep 7 years. Estimated tax penalty harsh (8% even if refund due at year-end per §6655(h)). Form 1120 fines escalate: 5% per month late = 25% max per §6651(a)(1).