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INTERVIEW SNAPSHOT · COVERED IN THE REPORT'S SECTION 9 · SECONDARIES

Exploring Secondaries: Private Stock Insights

What happens when you take the chaos of private market secondaries, and apply the rigor, scale, and transparency of a tech platform? You get Hiive.

MAY 202533 MINGUEST · SIM DESAI

55% 13% SNAPSHOT
In the boom times, secondaries explode, not because sellers are desperate, but because buyers get competitive.
Sim Desai · on what actually drives secondary volume
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$200MMonthly transaction volume on Hiive
300+Companies with closed direct-share transactions since inception; around 50 actively transacting each quarter, with the market still dominated by 20 to 30 names
20%+Bid-ask spreads on illiquid names, against a few percent on the most liquid
5–10 yrsHow long employees have been holding vested options and stock with no way to monetize it
ABOUT THE EPISODE

Rohit Yadav sits down with Sim Desai, Founder & CEO of Hiive, the fastest-growing platform for VC secondaries. With over $200M in monthly transaction volume and a user base that's transforming how liquidity works in private markets, Hiive is building the Nasdaq for venture-backed startups, before they ever go public.

We explore:

  • The wild history of secondaries, from early Facebook trades to today's unicorn bottlenecks.
  • Why founders restricting employee liquidity may be shooting themselves in the foot.
  • The difference between GP-led, LP-led, and company secondaries (and why the last one is exploding).
  • Bid-ask spreads, illiquidity discounts, and how tech is narrowing the gap.
  • How transparency is the unlock for both premium valuations and happier employees.
  • Hiive's "Hiive 50" index, and what it says about the future of private market pricing.

We also talk about:

  • The role of brokers vs. tech platforms (and why they'll co-exist).
  • Why VCs are converting into RIAs to play in this market.
  • The rise of model disclosures, 1-page KPI reports that drive liquidity without revealing your "secret sauce".
  • What the opening of the IPO window could mean for the next wave of venture liquidity.

This episode is a must-watch if you're a founder, operator, investor, or just curious about the invisible engine behind the modern venture ecosystem.

IN HIS WORDS
MENTIONED

COMPANIES & PLATFORMS

PLATFORM

Hiive

Liquidity management platform for private companies and their shareholders.

COMPANIES

Facebook, Twitter

Where actively traded private securities first took off, around 2013.

COMPANY

Uber

Used as the example of a private company whose shares could benefit from central price quoting.

PEOPLE

GUEST

Sim Desai

Founder & CEO, Hiive. Was active in LP secondaries for many years, where he started in the secondary market.

HOST

Rohit Yadav

Investments thought leader, Big Book of VC.

CONCEPTS & DATA

INDEX

Hiive 50

The index of the 50 most active securities on Hiive, listed on their website; most of them trade at a narrow spread.

STRUCTURE

GP-led, LP-led and company secondaries

Fund interests versus the underlying portfolio companies, Hiive's focus is the latter.

REGULATION

RIA conversions

VC funds can invest up to 20% of their portfolio in secondaries; some large VCs have started converting into RIAs and becoming more active as a result.

REPORT

2025 State of the Private Market

Hiive's report on marketplace dynamics shifting in favour of sellers.

SNAPSHOT

Exploring Secondaries: Private Stock Insights →

The full written snapshot of this interview on the Rethink site.

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