How to Use This Checklist

Compliance fails in gaps between owners. Use this as the single starter pack that points to deep guides for each workstream: Tax Filing Deadlines, Payroll Tax, SALT Planning, Internal Controls, and Month-End Close.

1. Entity and License (Annual + Event-Driven)

  • Good standing in domicile + foreign qualification where doing business — see Startup Entity Selection and Delaware vs Wyoming.
  • EIN, state tax IDs, business licenses current.
  • BOI / beneficial ownership status reviewed for 2026 rule changes with counsel.
  • Cap table and minutes current — see Cap Table Management.

2. Income Tax (Federal + State)

  • Federal return calendar set: 1120, 1120-S, or 1065 plus extensions.
  • State returns for every nexus state; track Corporate Tax Systems.
  • Quarterly estimates paid; provision tied to GL.
  • R&D Credits and QSBS documentation filed contemporaneously.
  • Transfer-pricing memo if cross-border — see Transfer Pricing.

3. Payroll and Contractor (Monthly + Quarterly)

  • Withholding, 941, 940, W-2/W-3, state returns on calendar.
  • Multi-state registration where employees work — see International Payroll.
  • 1099 vs W-2 review under current DOL test; contracts updated.
  • Payroll clearing reconciled monthly; tie to Financial Statement Analysis.

4. Sales Tax and VAT (Monthly Monitoring)

  • Nexus tracker by state: sales, transactions, physical presence.
  • Registration before collection; exemption certificates on file.
  • SaaS and digital rules mapped — see SaaS Sales Tax and VAT Thresholds.
  • Returns reconciled to revenue in ASC 606 workpapers.

5. Financial Reporting Controls (Monthly)

6. Data Privacy and Security (Quarterly)

  • GDPR/CCPA notices, DSAR workflow, retention schedule — see GDPR Guide and CCPA Guide.
  • SOC 2 scope confirmed if enterprise deals require it — see SOC 2 for Startups.
  • Access reviews for finance systems; MFA enforced.

7. Governance (Quarterly)

Operating Rhythm

Cadence Review Owner
Monthly Close, payroll tie, sales-tax tracker Controller
Quarterly Nexus, licenses, privacy, access CFO + counsel
Annually Entity, tax strategy, control design CFO + CPA
Event-driven New state, hire, product, funding, M&A Controller + counsel

FAQ

What triggers most penalties?

Late payroll returns, unregistered sales-tax collection, and missed state qualifications. All three are calendar problems, not technical problems.

Where should startups start?

Entity, EIN, payroll, one operating state sales-tax review, monthly close with locks, and privacy notice if collecting emails. Add the rest as nexus expands.

Next Steps

  1. Assign one owner per section above with due dates.
  2. Put deadlines in a shared calendar linked to Tax Filing Deadlines.
  3. Report open items to leadership monthly until green.