Live data from Hacker News

What should you do with stock options during a recession?

every.to

71–80 of 243 posts

Re: What should you do with stock options during a recession?

#71
post #48

Earlier quoted context omitted.

I don't know, people seem pretty greedy still. VIX barely at 30, PE10 near pre-pandemic highs, real yields negative out to 3-4 years, and markets are orderly. If you get weeks and weeks of 4% daily drops, real yields at 5%, and hedge funds being force liquidated like 2008, then you know real fear. Look at how far behind the Fed has gotten: https://www.longtermtrends.net/real-interest-rate/

(This is not financial advice) Ignore the "be greedy"* part of the person you are replying to (although your hesitation is kind of proving their point a bit) but follow the advice of the Intelligent Investor. When markets go up, everyone is happy to continue to invest. When they go down? People stop investing. That's precisely what you shouldn't be doing. Staying the course and continuing to invest regularly is key.…

Yeah, it's the best time to invest since ... (checks watch) ... 18 months ago. I'm sorry, at an investment horizon of 10-20 years, that's not a slick deal. I am also talking about bitcoin. If it goes to $5000 then we're talking.

I'm not sure who were investing past mid-2021, to me there was nothing at all publicly investible for the long-term at that point. You were guaranteed an inflation-adjust loss just looking at how deeply negative real rates were.

Re: What should you do with stock options during a recession?

#72

Earlier quoted context omitted.

> The worst outcome is I make no money; the best is that I keep 70% of my shares without paying for them. They even pay AMT. I'm not 100% sure about this, but IIRC these programs are typically structured as a tax-free loan to you. If the shares end up worthless, the loan is then forgiven. So while you may not be out the principle of the loan, or the AMT, the forgiven loan may be taxed as income at some point in the f…

No. The worst outcome is you make no money AND you have to pay AMT on gains you never were able to realize.

Is amt really an issue if you’re high income swe? (especially if double high income). Seems like since trump’s “tax cuts” your normal rate will always be higher than (base + options * strike price)*.28 unless you really get a ton of options and there’s huge fmv growth.

Re: What should you do with stock options during a recession?

#73
post #54

Earlier quoted context omitted.

> so holding cash at 0% return is still better than negative returns from stocks holding stocks as they go down in price does not necessarily matter. It only matters at time of sale. Selling an index (or a particular stock or set of stocks) as they go down only to buy them again later is not the right strategy... you're incurring transaction costs at the very least and the fact that you cannot time the market means y…

If you can sell 100 shares today and use that money to buy buy 200 shares in 6 months then you are better off than if you had held 100 shares for that same six months as long as you buy back into the market. Actually trying to time the market is largely a fools game, but people do get lucky. Or more often realize they shouldn’t try and time the market.

Right. Hindsight is 2020 but that does not an investment strategy make.

Re: What should you do with stock options during a recession?

#74

> If you leave the company, your options will expire if you don’t exercise them. Let me repeat that: if you leave the company, your options will expire if you don’t exercise them. The exact timeline of how quickly they expire depends on option type and company policy, but the termination window is commonly as short as 90 days. So, exercising your options enables you to actually own what you helped build. This is why…

[deleted]

Re: What should you do with stock options during a recession?

#75

> If you leave the company, your options will expire if you don’t exercise them. Let me repeat that: if you leave the company, your options will expire if you don’t exercise them. The exact timeline of how quickly they expire depends on option type and company policy, but the termination window is commonly as short as 90 days. So, exercising your options enables you to actually own what you helped build. This is why…

Yes, extended exercise window is preferable, but that also means the ISOs have to be converted into NSOs, which are less tax favorable assuming an exit happens. So while flexibility is nice, it's not a free gift either.

What you can control though are:

1. Knowing your exercise cost in advance - sometimes you can negotiate for a bonus that can subsidize the cost

2. Getting a fair salary and equity cut based on the funding stage; even if you don't exercise all your equity, your package can at least be used in future negotiations: https://topstartups.io/startup-salary-equity-database/

3. Asking for the option to extend exercise windows if you choose, turning ISOs into NSOs

Re: What should you do with stock options during a recession?

#76

Earlier quoted context omitted.

They are talking about the shares, which are already fully owned and liquid. The question is to sell them and invest the cash somewhere better(??) or HODL.

Options are not shares -- they are an option to buy shares at a specified price.

> I gave my Wife money to exercise her ISO's

Did you miss this part?

Re: What should you do with stock options during a recession?

#77
post #62

> If you leave the company, your options will expire if you don’t exercise them. Let me repeat that: if you leave the company, your options will expire if you don’t exercise them. The exact timeline of how quickly they expire depends on option type and company policy, but the termination window is commonly as short as 90 days. So, exercising your options enables you to actually own what you helped build. This is why…

I only had options at one firm which was Series D and had ~300 employees. The company issued them at a price which was rich, then steadily issued new options at lower price points. The management made it a practice to have periodic calls which would talk about how they were 12-18 months away from IPO and the price target was going to be ~5x the rich price. Then there would be talks where engineering management would…

As you say when you mention liquidation preferences, I wouldn't be surprised if a PE buyout of a distressed company zeroed out employee equity.

Re: What should you do with stock options during a recession?

#78

I'd like to know what to do with ~10 000 euros, right now. Where should I put it so it doesn't lose its value and keep a bit with inflation ? edit for a bit of context: Western Europe, renting, unlikely to be able to buy/invest into a house/flat, looking at gold ingots, not the nerve for crypto.

I would just hold it - I have sold most of my index fund holdings in the past 6-9 months and been just holding cash. I don't think stocks have reached the bottom yet, so holding cash at 0% return is still better than negative returns from stocks. Right now, it's about not taking losses. I also don't see the market and economy rebounding quickly after reaching bottom - they will stay flat for a while IMHO

[deleted]

Re: What should you do with stock options during a recession?

#79

I gave my Wife money to exercise her ISO's(startup before IPO) for her first 1.75 years of shares when the company valuation hadn't changed. Her company went public and the stock jumped and then crashed, I think the current price per share is lower than her exercise price so she is underwater and the money I gave her is worth less as shares vs. cash I originally gave her. Really a huge bummer as this job up-ended our…

Yeah. This is why options mean nothing. The business gives them to you and most of the time they even think they are worth something. But they aren't. Take cash. If they don't want to give you cash, you best be ok with your comp.

Re: What should you do with stock options during a recession?

#80
post #23

I'm planning on exercising some of mine (in the post-resignation 90 day period) via EquityBee. I don't want to lower my own cash reserves now due to a looming recession, but do believe the company has upside. EquityBee (and a few other companies, like vested, all of whom I think are legitimate) gives me money to exercise the options in exchange for ~30% of the shares should the company go public, plus repayment of th…

> worst outcome is I make no money; the best is that I keep 70% of my shares without paying for them. They even pay AMT I don’t have the details to be able to say anything useful. But there might be a narrow window of tax circumstances in which 70% of the equity without AMT but with loan costs is better than 100% with AMT + marginal long-term taxes and no loan costs. (Such schemes make sense if you’re concerned about…

It works out in the event that the shares end up worthless.
Post reply on HN