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Round-Tripping Structures: A High-Risk Game for Indian Startups

Round-tripping is often pitched as a smart way to structure global operations, attract foreign investors, or plan exits. But for Indian startups, it’s a minefield of regulatory violations and tax risks. This blog decodes what round-tripping is, why startups attempt it, and what makes it non-compliant.

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🔹 What is Round-Tripping?

Round-tripping refers to a capital movement where Indian money is sent overseas via ODI (Overseas Direct Investment) into a foreign entity, which then reinvests into Indian entities as equity, debt, or otherwise.

Example: An Indian founder sets up a Singapore holding company. That company invests in an Indian startup. Effectively, Indian capital is routed offshore and returns, which attracts regulatory red flags.

🔹 Why Startups Use Round-Tripping Structures
  • Global HoldCo Setup: For strategic visibility or future IPOs
  • Tax & Regulatory Arbitrage: To exploit lenient regimes (e.g., Mauritius or Singapore)
  • Valuation Optimization: Better optics for fundraisingExit Planning: Easier for global M&A or investor exits
🔹 The Legal and Tax Minefield
FEMA Violations
  • ODI used to reinvest back into India is restricted
  • Circular routing is not permitted under FEMA Rule 19(3), 2022
  • RBI FAQs directly prohibit such structures
Income Tax Risks
  • GAAR (General Anti-Avoidance Rule) application
  • Indirect transfer of Indian assets (Sec 9(1)(i))
  • Angel Tax (Sec 56(2)(viib))
  • Black Money Act compliance
Company Law Risks
  • Foreign shareholding caps
  • Improper disclosures
Enforcement in Action
  • SEBI raising red flags on overseas IPO paths
  • RBI blocking ODI filings
  • ED initiating action under FEMA & PMLA

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