Liquidating Large Share Holdings

The cluster discusses the challenges of converting massive illiquid stock holdings by founders and billionaires into cash without crashing market prices, often citing examples like Elon Musk's Tesla/Twitter shares, Bezos's Amazon stock, and strategies like gradual sales or loans against collateral.

📉 Falling 0.3x Startups & Business
2,283
Comments
20
Years Active
5
Top Authors
#4595
Topic ID

Activity Over Time

2007
2
2008
17
2009
16
2010
22
2011
61
2012
74
2013
67
2014
67
2015
80
2016
103
2017
187
2018
119
2019
163
2020
192
2021
303
2022
274
2023
220
2024
149
2025
154
2026
13

Keywords

FB IPO BK LLC BTC CEO VC UBI shares stock sell cash company price selling assets loan buy

Sample Comments

enlyth Jul 13, 2022 View on HN

There is no way you'd be able to cash out $1.3M if most of the liquidity is simply not there, the price would crater immediately. You'd have to sell to yourself.

Ekaros Sep 6, 2025 View on HN

Also knowing how pro corporate the legal system is piercing the veil and going after everyone holding the stock would have been unlikely. So getting 1,5 billion out of them likely could have been reasonable move. Otherwise they could have just burned all the money and flipped what was leftover to someone else, with uncertain price and horizon.

quickthrower2 Apr 8, 2020 View on HN

Does this mean selling the shares now to get $1B cash or they keep the shares floating around and sell them as they need cash?

empath75 Apr 11, 2019 View on HN

His company has value. As long as he didn’t dump all the shares at once he could surely unwind his stake to the market. We’re not talking about bitcoin or beanie babies here. There’s an underlying asset.

Cpoll Dec 13, 2024 View on HN

He can only share his shares and assets at 400B if the market thinks they're worth 400B, and if there are enough buyers for all 400B. And once he starts selling, the market might re-evaluate the worth of the shares.Isn't Twitter a good counterpoint? I vaguely recall Musk had a hard time liquidating shares to buy it?

WA Dec 6, 2017 View on HN

Why sell all? They could’ve sold in stages and thus, still hold some BTC that make them millionaires.

HappySweeney Oct 16, 2024 View on HN

Only if he could barter Tesla stock for the apartments, or by liquidating very very slowly, so as to not crash the value of the rest of his shares (so he can keep doing this). Unfortunately, neither are very realistic (ignoring, of course, that Musk would never do this in the first place).

mrep Jun 30, 2016 View on HN

If you can liquidate $500,000 worth of shares, that means you still have at least $3,500,000 worth of shares in a company that has no plans to ever go public.

alisonkisk Jul 11, 2021 View on HN

This is not true. They can sell a fraction of shares, or get loans against collateral, and have $billion of cash is to spend.

arolihas Nov 3, 2023 View on HN

Someone has to buy and liquidate all that stock. Seems unlikely.