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Tax & Compliance

Tax Planning Strategies for Startups

Collated by Aparna Devalla, CPA

Curated by Rubric Financial

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Entity Structure and Tax Implications

  • C-Corporations are the standard for VC-backed startups and are taxed at a flat 21% federal rate, with shareholders taxed again on dividends (double taxation), but this structure is required by most institutional investors.
  • S-Corporations pass income through to shareholders and avoid double taxation, but have restrictions on the number and type of shareholders that make them incompatible with venture capital financing.
  • LLCs offer flexibility in tax treatment (can elect to be taxed as a sole proprietorship, partnership, S-Corp, or C-Corp) and are common for bootstrapped companies and holding structures.
  • Converting from an LLC to a C-Corp before fundraising is a common path — plan the conversion carefully to avoid unintended tax consequences from the change in entity type.

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