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On-demand
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12.14.21
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AMA on Startup Taxes

Watch Pilot’s tax experts for an AMA on navigating startup taxes. If you’ve been wondering how to file taxes for remote employees, claim the R&D tax credit, or grant stock options, our experts will be answering questions in real-time. John has over 20 years of tax experience and has worked with hundreds of startups across all funding stages.

What you’ll learn:

  • How to choose the right provider for your business
  • How tax credits can help your business save up to $250,000  
  • Key things you can do to help your tax preparer

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Hear from:

John McManus
Tax Senior Manager
Pilot
Justin Wiguna
Product Manager, Tax
Pilot

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Featured Topics:

Key Takeaways from the Startup Taxes AMA Webinar

1. Choosing a Tax Provider

  • Look for experience in your industry.
  • Prioritize peace of mind, compliance, and responsiveness.
  • Ensure provider can handle audits and coordinate with your bookkeeper.
  • Ask about familiarity with specialized tax credits (e.g., R&D tax credits).

2. Working With a Tax Provider

  • Be proactive: have accurate books, prior tax returns, and be available to answer questions.
  • Review your tax returns carefully before signing.
  • Early engagement with a tax provider is recommended—ideally before the busy tax season (Jan-Feb).

3. Remote Employees & Payroll

  • Payroll taxes must be handled in the employee’s home state.
  • States can take time to process new registrations, so plan ahead.
  • Income tax filings may be required in multiple states.

4. Contractors

  • U.S. contractors: pay more than $600/year → issue Form 1099.
  • Foreign contractors: do not issue W-2 or 1099; collect Form W-8 to document exemptions.
  • Equity-based payments to foreign contractors still benefit from W-8 collection.

5. R&D Tax Credits

  • Available to companies spending on U.S.-based research and development.
  • Can offset payroll taxes in early-stage, pre-revenue companies.
  • Timing matters: easier to claim credits as spend occurs rather than retroactively.

6. Equity & Stock Options

  • Tax obligations depend on the type of equity: ISOs, NSOs, restricted stock, etc.
  • Early documentation is key for employee understanding and compliance.
  • Service providers can help structure grants and manage tax implications.

7. Pre-Revenue Companies

  • Must file taxes even if no income.
  • Payroll and unemployment taxes still apply for employees.
  • R&D credits may be deferred if minimal spend; better to claim them in real-time if possible.

8. Entity Changes

  • Converting from LLC → C-Corp requires a new EIN.
  • Mid-year conversions may result in two tax returns; end-of-year conversions simplify filings.

9. Multi-State Operations

  • Incorporating in one state (e.g., Delaware) but operating in another (e.g., New York) may trigger taxes in multiple jurisdictions.