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Re:Why I will not exercise my GitLab stock options by owenversteeg on Tuesday April 04, 2017 @07:25PM (#14038234)
Don't some banks let you take out a loan for the amount of the capital gains taxes using the shares as collateral? I'm not sure but I could've sworn I heard about this.
Re:Why I will not exercise my GitLab stock options by majormajor on Tuesday April 04, 2017 @09:01PM (#14038781)
If you never get a chance to sell that stock at a high enough price to cover that 35K loan, are you still personally liable for it?
Re:Why I will not exercise my GitLab stock options by Rylinks on Tuesday April 04, 2017 @09:11PM (#14038831)
Generally if a loan is collateralized, you are not liable for it beyond the collateral.
Re:Why I will not exercise my GitLab stock options by bdonlan on Tuesday April 04, 2017 @09:51PM (#14039008)
It's called margin, and you can only margin (use as collateral) shares that are liquid - i.e. publicly traded.
Re:Why I will not exercise my GitLab stock options by owenversteeg on Tuesday April 04, 2017 @10:32PM (#14039188)
I know what margin is, and it's definitely possible to collateralize a loan with private shares. If you had options for 0.1% of Facebook before the IPO I guarantee somebody would write you a loan.

The question I was asking was: does any lender do this as a matter of policy as opposed to one-offs? The answer appears to be yes - Silicon Valley Bank appears to have let customers collateralize loans with private shares.

Re:Why I will not exercise my GitLab stock options by jdmichal on Thursday April 06, 2017 @08:54AM (#14050040)
Yes, but before they're liquid they're close to worthless. A bank can't pay their bill with collateral that they can't liquidate after they repossess it. If the company is already scheduled to IPO, that huge risk mostly disappears, so of course someone would write that loan.

As for Silicon Valley Bank... They're serving the needs of the individuals around them. It's definitely not a common thing, and you're probably not getting anything close to a car or mortgage interest rate. (But still probably better than an unsecured loan.)

From their own copy: [0]

> Our tailored lending solutions can help you unlock the value of your private assets and simplify your financial life—in a way many traditional banks can't or won't.

[0] https://www.svb.com/private-equity-venture-capital/private-b...

Re:Why I will not exercise my GitLab stock options by jkmcf on Tuesday April 04, 2017 @07:40PM (#14038317)
For public companies, I know it's true. I'm not sure about private companies.
Re:Why I will not exercise my GitLab stock options by sjg007 on Tuesday April 04, 2017 @09:32PM (#14038938)
It's basically impossible with a private company.