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How Much Should You Put Into One Private Deal?

Aryan Singh1 min read

Understanding the Direct Deal

The right size for a single private deal is determined by loss capacity, liquidity needs, and total portfolio concentration — not by the minimum cheque size a manager sets, or by how confident the pitch made the investor feel.

Reading Rights, Price and Lead-Investor Quality

A useful starting discipline is capping any single private deal, co-investment or otherwise, at a small percentage of total investable net worth (commonly cited guidance ranges from 1-5% for a single early-stage position), given the real possibility of total capital loss on any individual private company.

Where Deal Underwriting Breaks

The common failure is sizing a position based on how attractive the specific opportunity feels rather than a pre-set concentration discipline. The deals that feel most compelling in the moment are exactly the ones investors are most tempted to oversize.

Making the Investment Decision

Before committing, set a maximum single-deal size as a fixed percentage of investable net worth before evaluating any specific opportunity, and hold to that cap regardless of how strong the individual pitch appears — the cap exists precisely for the moments it feels hardest to follow.

Total capital loss is a real, non-trivial possibility for any single private company — size every position as if that outcome could happen, because for some positions it will.

Key takeaways

  • Size private deals by loss capacity and portfolio concentration, not by minimum cheque or pitch confidence.
  • A common discipline caps any single early-stage position at 1-5% of total investable net worth.
  • Set the concentration cap before evaluating specific opportunities, not deal by deal.
  • Total capital loss is a real possibility for any single private company — size accordingly.

Related questions

What should an investor verify first?

A pre-set maximum single-deal size as a fixed percentage of investable net worth, set before evaluating opportunities.

Which documents matter most?

A personal written concentration policy, referenced consistently across every opportunity considered.

What is the main downside to test?

Sizing a position based on how compelling the specific pitch feels rather than a pre-set discipline.

How should the final decision be made?

Hold to the pre-set concentration cap regardless of how strong any individual opportunity appears.

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