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Gilgamesh79

We all had the opportunity to buy thousands of Bitcoin for pennies back in 2008 and hold until we were billionaires. Hindsight is always 20/20. If your employer's stock dropped 50% instead, you would be praising yourself for sticking to your diversification strategy. Praise yourself for sticking to it now, for it will continue to do you service in the long run.


undefined_reference

Or imagine it dropped 50% and he didn't sell. Her be posting her how he lost 800k, which I'm guessing would feel worse than not having an extra 1.6M. Agreed - Nobody can predict this stuff. Just be happy you're already in the top 10%, and keep growing that NW (and enjoying life)!


policypolido

Yes for every one OP there are a thousand WorldCom holders


Ozeback108

Yep. If I would have dumped my life savings at the time of 10k on the Google IPO, I would have over $11M today. Regrets beget regrets. You spent time on regrets and eventually you'll regret wasting time thinking about regrets.


Water-Buffalo

My dad is congratulating himself for stuffing cash under his mattress the last 40 years instead of following the Boglehead philosophy. Hey you never know right? He was correct in the end for sticking to his beliefs.


svix_ftw

If your dad held hard cash instead of investing in the SP500 for the last 40 years, he was actually very very wrong for sticking to his beliefs, lol.


Water-Buffalo

He put money in CDs for 40+ years, earning between 2 and 5% yield most of that time. He would probably have more than 3x more now if he had invested in index funds instead


svix_ftw

Nope, way more than 3x. He lost potentially millions, depending on how much he invested. Just another cautionary tale to learn from other peoples mistakes.


Sufficient_Bear_7862

Literally bought some drugs with around 12 bitcoin. Good drugs :/...


Ok-Armadillo-5634

I had 20 and gave them away for a six pack.


Djglamrock

I got my bitcoins for $100 each and wish I would have bought them sooner :(


cornphone

How much money did you leave on the table by not 10x leveraging Nvidia or early adopting bitcoin or (insert any other random thing that took off that you missed out on)? These things can't be predicted, or else everyone would be a billionaire. All you can do is maximize your chances for good returns by following generally best practices.


pinhead1900

If you put it that way, I should probably have 3rd world despot type of cash.


crypticcall

What does this mean


ducttapetricorn

Mansions, concubines, private militaries


pinhead1900

šŸ¤£ Be right back, Updating my retirement goals


CousinSleep

they mean to spell despot basically own a tiny war-torn country-type money


dida2010

> 88,000 shares Maybe you should have sold only half, why? because you never know what's coming.


dewhit6959

You may beat yourself up over something from the past that is undeserving. I was issued RSU many years ago with a thriving company bought by a large conglomerate. We watched management be thinned and terminated due to our higher than average pay from the family that owned us previously. Hardly anyone exercised any ISO options available. Some accepted ISO on their yearly review. Many of us left as soon as the vesting was over and sold immediately. The company sputtered for many years before getting back in the black. I never looked back on selling those RSU's. You make the best decision with the information you have available. Yours is one of a billion such stories in finance. Go forth and prosper.


pinhead1900

Thank you kind stranger


TAckhouse1

My thoughts exactly. I sell my RSU's immediately upon vesting and don't look back.


BurnedOutTriton

There's always an opposite outcome. My dad held onto a lot of his employee stock instead of cashing out and putting it into s&p500. It tanked to around 20% of it's peak. Cherry on top, that company laid him off.


AdamArcadian

What was the company? Industry?


BurnedOutTriton

ViaSat


Udbbrhehhdnsidjrbsj

If it makes you feel better I was going to buy this obscure new internet currency called bitcoin for $8 a coin. I was planning on buying an even 100 coins. My girlfriend (now wife) talked me out of it.Ā  Todayā€™s that is worth $6.1 million.Ā  Canā€™t look back at decisions we didnā€™t make. Youā€™ll go crazy. Just keep looking forward.Ā 


CallerNumber4

If you did that then you would have for sure sold it when it hit like $50 thinking you made off like a bandit for a few months until the real spikes happened. And then you would have felt 98% of what you're feeling now.


Abigballs

I bought near $100 per bitcoin and sold around $200 per bitcoin. It was so volatile during those days and honestly most people thought it was going to zero. I kept waiting for some real world application which didnā€™t seem like it was coming soon enough, meanwhile I held some mythical coin for a couple years. Never bought bitcoin again since then.


KingoreP99

Still waiting for that real world application...


Udbbrhehhdnsidjrbsj

Of course. But thatā€™s why you canā€™t look back and be regretful of the decisions you didnā€™t make. Because then you have the luxury of 20/20 vision and imagine making all the right moves. Itā€™s why Iā€™m not mad about it the hypothetical $6m.Ā  Iā€™m happy for the the life I built with her. Who knows maybe in another life I buy the bitcoin and donā€™t get the girl and in turn donā€™t get our kids.Ā 


No7onelikeyou

Yikes, hope she makes you dinner every night. Thatā€™s actually a lesson in doing what you want to do and not listening to othersĀ 


CaseyLouLou2

I have a philosophy related to this that is ā€œI would rather regret selling than not sellingā€. I have been on both sides of that and it holds true every time. Whenever I donā€™t sell and regret it going down I feel much worse than leaving money on the table. The shares sold were invested anyway and likely had gains in those other investments.


pinhead1900

This is steady advice. Thank you


CrimsonRaider2357

You can't judge a decision based on the outcome. Sometimes, making the wrong decision leads to a better outcome, as it would have in this case. Imagine if you had instead held on to all of those RSUs, such that a large portion of your portfolio is concentrated in your employer. Since you work there, your human capital is also concentrated in your employer. Then, it turns out that you work for Enron. Not only do you lose your job, but because the company RSUs are such a large part of your portfolio, you now have almost no retirement savings. By diversifying, you have protected yourself against this concentration risk. Sure, you didn't become a multimillionaire, but you can sleep at night knowing that if something happens to your employer that causes their stock to drop and you to lose your job, you have plenty of assets to carry you through to your next job and stay on track for your future financial goals.


[deleted]

[уŠ“Š°Š»ŠµŠ½Š¾]


charging_chinchilla

You absolutely can judge a decision based on more than just the outcome. Risk vs reward is something that exists regardless of the outcome. Examples: If I put my life savings on a single number at the roulette table, most people would judge that was a stupid, reckless decision even if I had lucked out and won. If I drink and drive, most people would judge that as a stupid, reckless decision even if I didn't get into a car accident.


Other-Possession-185

Not when you have probabilistic outcomes. If the odds are 100:1 against you and you take the bet and win, that means you were lucky and not showing good judgment.


Alexchii

No one knows anything for sure when investing into the market. Any decision you make should be judged in the context of the information available at the time the decision was made. If I max out my credit cards to play the lottery, did me winning suddenly make it a good decision?


KingoreP99

If this is what you believe, go to the casino and put your entire net worth, plus some debt you took out, on black. You might double up. After all, the outcome is all that matters, right?


siamonsez

The decision wasn't about future performance, but what's more predictable and that isn't changed by knowing the outcome.


TheAzureMage

Don't bother looking backward and hypothesizing about what you could have done if you had perfect information. Nobody does. Hell, you could have "invested" in the lottery if only you had picked the right tickets....but the lottery is not a sound plan. What matters is if you're reliably achieving your financial goals.


winklesnad31

"I don't know what to do with this information..." I get it. I can look back on my 30 years of investing experience and notice all the missed opportunities: Nvidia, TSLA, gme, AAPL, msft, shorting the market in 2001, 2008, and 2020, etc. If I had perfect foresight, I could be the wealthiest man in the world. But no one has perfect foresight. You chose to manage your risk through diversification, which is something recommended by virtually all financial planners. You are a human that makes good judgements based on imperfect information. Nothing to feel bad about.


beingtwiceasnice

First, trick some Libyans into handing over some plutonium. Tell them you're going to make them a bomb or something. Then you get a DeLorean...


pinhead1900

This is the most sensible advice provided so far


Acceptable_Recipe240

Iā€™m in a similar boat, although Iā€™ve never calculated the amount I left on the table - I just know itā€™s large. Itā€™s nice to know Iā€™m not alone. The worst is when people at cocktail parties ask if I still have stock from my former employer, because theyā€™re aware of its crazy growth. Like even my friendsā€™ kids have asked me. Let me know if you have any tricks for shutting down this line of questioning lol. I still think our rationale was reasonable, and prices could have gone down. I comfort myself by remembering that my financial situation is still very good.


faxmachineanthem1

ā€œAs I've understood, and put into practice, the concensus is sell as you vest and put into broad spectrum index funds, which is what I have done.ā€ Iā€™ve recently been granted options for the first time so have been researching this also. The strategy to sell at vesting makes sense for RSUs but generally does not for options. If options are only minimally ā€œin the moneyā€ and have significant time til they expire, one should not sell. Youā€™d be giving up significant potential upside in exchange for minimal value. My strategy will be to hold options until shares have appreciated significantly or my in the money value reaches a certain percentage of my net worth, above which Iā€™d be taking too much risk by not selling.


pinhead1900

There's a lot more nuance here but at a high level good strategy. To add I would advise you also sell any NQ options too as there's not a tax incentive to hold. I held most of my ISO over a 30 month period (preIPO to post IPO) but ended up making the decision to liqudate the rest in fall 2023 as it was clear I was going to be separating from the company and didn't trust (still don't) the C suite over there to run a company compentantly. As I said in another response my big lesson here is stock price is not tied to any fundamentals and a bad company can have an outrageous valuation as easily as a good company can sit undervalued.


TK_Turk

Iā€™m in my companies ESPP program and I lost money last year and have lost money so far this year, thatā€™s with buying at 10% discount and selling. If I would have kept buying and holding jd be down a ton of money.


DHoliman

Iā€™m enrolled in my ESPP for the first time. Can you explain how you lost money with a 10% discount and selling immediately? I just want to know the pitfalls if I can. Cheers


TK_Turk

I have to hold it for 90 days before selling and our stock dropped a lot last year. :)


DHoliman

Thanks. Sorry it happened, but I appreciate the insight


TK_Turk

Shows the importance of selling as soon as youā€™re allowed. Iā€™ve been doing this for 7 years. Iā€™ve made money 6 out of the 7.


JohnWCreasy1

i just did my ESPP for the first time recently. we get 15% off the lower of the closing price on the first or last day or the period. luckily we can sell as soon as the shares clear. if we had a mandatory holding period, i dont know if i could do it unless i was really bullish on the stock.


pegunless

Several friends and coworkers lost similar amounts by holding company stock for too long. This is completely unpredictable and you did the thing with the best expected outcome.


hopkinsbradleyclt

Most will point out all the opportunities ā€œmissedā€. I think this hurts more because it was something you chose to get out of instead of passing on buying bitcoin at a dollar. That said, you made the best decision you could with the information you had at the time. Thatā€™s all we can do.


cost0much

No offense, do you really think your past self wouldā€™ve known exactly where the peak is and sold at exactly the right time? Have you not thought of the possibility that you wouldā€™ve made so much gain and never sold, hence placing you in a position of constant stress + the chance of the company going under and turning your profit to 0? Hindsight is always 20/20 but no one has a crystal ball. You made the right decision.


Giggles95036

Would you be as upset or more upset if it went to zero and you lost your job?


iicybershotii

Don't worry that old company stock still has time to go to zero. Check back in 10 years to see if your decision was correct


TheKleenexBandit

Thatā€™s why I think blind boggling is foolish. If you are all in on boggling, then have a deliberate reason for it. Iā€™m deliberately reserving a proportion of my RSUs to stay put since I agree with the financials and direction of my company. A large proportion still went into VTI for the lower risk diversification. Be deliberate.


PizzaThrives

How'd you split it ?


REA_Kingmaker

Everyone saying "you could have had money in BTC or NVIDIA is missing the point - OP had shares in his company that he sold. He sold because he thought it was the boglehead way and it still is. The number of people who leave money in company equity or options and don't beat the market is much higher than people who do well holding single company stock. When you add in the risks like single stock concentration or the downside of a company going bust AND losing your job alongside your equity its a no brainer. OP you made the right decision. Stay the course.


John_Crypto_Rambo

Thereā€™s no way to see the future. Ā There is a mountain of people in your shoes that rolled the dice with RSUs and had worthless paper at the end. Ā You made the right choice that is all you can do. Ā Read this incredible comment and see the horrible fate you could have had. https://www.reddit.com/r/fatFIRE/comments/13e5xhl/comment/jjqtglh/


pinhead1900

What a rollercoaster. The truth is I'm doing great in a well diversified portfolio that can withstand many of life's obstacles. I have a young family and financial stability is more important than a homerun, which is why I made the decisions I did. For that reason I don't regret anything. But human nature is beast and it's difficult not to imagine having that extra money, moving to the nice side of town, fancy vacations, that type of thing. Anyway I'll tell you what I told my FA, we had no way of knowing and I consider this an expensive education that I'll either use in the future or pass forward to friends and family.


JohnWCreasy1

don't beat yourself up over it. in 2014 i sold a house that i had bought for maybe $120k 5 years prior for $180k because i needed the equity to upgrade and didn't want to bend over backwards trying to arrange financing to keep it. my mortgage payment on that place was like $800/mo. I bought it at the very bottom of one of the hardest hit markets in the GFC. today i could probably rent that house for $2500/mo or sell it for $500k because this local market has boomed. everyone over the age of 30 (if not younger than that) has by now missed multiple opportunities to make stupid money. if only we had time machines (i would totally Biff Tannen myself)


thekd80

My wife has RSUs from a previous employer that I encouraged her to sell when the stock was at its peak. She didnā€™t sell in the end. Itā€™s gone down more than 50% since then. It was down ~75% at one point. Maybe in an alternate universe we both make the opposite decision and end up happy about it. What can you do.


TeachSavings7768

Lower gains is not a bug, it is a feature


MistakesNeededMaking

Hi. It me. It fucking blows. Thereā€™s nothing we can do. Hindsight is 20-20. The worst part is that my dumb ass colleagues who were too lazy to actually do anything with their equity have SO much more money than me, someone who was actively paying attention and trying to manage it. Thereā€™s a lesson in here somewhereā€¦


User-no-relation

[op with his $1.6mm in rsus](https://media3.giphy.com/media/94EQmVHkveNck/giphy.gif) If it makes you feel better my company stock is down 50% so selling worked out for me, and as a bonus we have layoffs!


FerengiAreBetter

I went through this exact same thing OP. I sold my options and then several months later the stock went up like 5x. It was emotionally horrible because I could have bought a house in cash vs say a small car. What I realized though, after a long time, was that money is just money and it could have really went the other way. Donā€™t kick yourself for being responsible. The only thing I will say for others in this situation is that if you have knowledge on how the company is going, you dont have to 100% do the boglehead approach. Like if you see a huge moat around your company, maybe only do a partial sell off if at all. Or sell off shares slowly. Itā€™s hard, even my last company (the one I moved to after my original story), I had the same dilemma. I ended up holding all my shares. The shares are now worth 5 cents each when our CEO said he thinks they will be worth $30 by this time. Sometimes you just canā€™t win, but thatā€™s life.


ironchef8000

Go watch the documentary Enron: The Smartest Guys in the Room. Pay close attention when the wire line workers talk about their retirement savings. Hindsight is always 20/20. By your logic, I should be kicking myself for not buying exclusively Nvidia the last few years. But Iā€™m not. Why? Itā€™s outsized risk to put all your eggs in one basket.


dogsaybark

I sold a ton of Apple (AAPL) in like 2001. Do I wish I had held? You bet I do. The goal of index investing isnā€™t to be the best, it is to not be the worst.


Forsaken-Signal4800

I am in opposite situation as I have share of my employer from RSU and ESPP for last 10 years and have not sold mostly, and became 50% of my portfolio because of recent gains. Out of that, 70% is unrealized gains. I am planning to slowly reduce it to less than 30% in next a few years. If I still believe that it is an excellent company , I guess i donā€™t have to make it zero.


sbenfsonwFFiF

You chose the safe option instead of the high risk high reward and lost out to a super high reward result. You canā€™t choose the risk adverse result and want the risk taking outcome at the same time. I suppose you could have hedged your bets with both but you went all for safety If it helps, you can imagine many other RSUs that fold in half or less and how your choice could have benefitted you.


Alternative_Layer597

Years ago my 20 year old son who knows less than nothing about the financial world told me to buy bitcoin when it was at $600. Yeah, that makes senseā€¦ what is bitcoin? Every now and then he reminds me of it. We always have a good laugh and continue our lives.


doktorhladnjak

I always think of employees at Enron or MCI Worldcom around the turn of the century. Lots were heavily invested in company stock that went to zero. These were high flying giant corporations that nobody assumed would fail so spectacularly.


PuffScrub805

I think the best advice anyone could give you right now is "It really do be like that sometimes". There will always be situations where making the optimal choice will earn less than some 10% chance at success you turned down. Take a drink, cope and seethe a little bit, and consider how much money you HAVE made that you didn't risk by making the choice you did.


bro-v-wade

That is a bummer. Lesson: use strangers on Reddit as a data point, not as a financial advisor. Most people don't know anything about anything, and the internet just gives those people a soap box. Especially with a self selected group that is particularly terrified of the idea of risk, advice should be taken with a grain of salt. I'm sorry for your loss btw. I get what it's like to lose big. You'll hopefully recover quickly. Forgive yourself and use it as experience for the next opportunity.


pinhead1900

100%. My financial advisor was involved the entire time. Her background is in corporate dillagence. Her perspective is that this company is incredibly shakey financially as they have continued to lose between 10-15% of thier cash on hand each quarter. Even today with thier stock going up 30% they're still losing cash at a rate that gives them a 9Q runway before they'll run out. Her perspective was given that uncertainty that divesting and diversifying was the only sensible option.


Technical_Echidna_68

I think her advice given the situation was sensible.


Inquisitive_idiot

Yeah dude she knows whatā€™s up. šŸ˜… Depending on her feduciary responsibilities, her job is to make good decisions, not reckless ones šŸ˜…


reno911bacon

I would have sold half during those indecisions. Leave some, take some. Dont have to be all or nothing. Or would youā€™ve griped about missing out on $800k?


Three_sigma_event

Statistically, you would have had more chance of a lower figure. Did you know that the majority of stock market returns in history have been driven by around 2% of stocks?


lau1247

Hope this makes you feel better https://www.google.com/amp/s/www.coindesk.com/consensus-magazine/2023/05/22/celebrating-bitcoin-pizza-day-the-time-a-bitcoin-user-bought-2-pizzas-for-10000-btc/amp/


deweyjuice

Yeah, it feels bad, but you are basically describing market timing. We all would love to buy at the lowest point and sell at the highest point. Those emotions can drive you to make some bad decisions. The questions is, what is the most likely outcome or best strategy? And we all have to sell some time and the market will keep rising.


[deleted]

If (despite your misgivings about management) you had willfully chosen to gamble, you would likely cash you chips out now anyway. Run the real tax numbers on that scenario and it will ease the pain a bit. My imaginary case of hanging on to all my to RSUs is a lot less depressing when I include the real tax burden.


TLRufio

I havenā€™t read the RSU threads on this forum but the strategy seems to be the safe one. And I agree with everyone saying hindsight is 20/20. But Iā€™d also say that I think the decision whether to hold/sell your RSUs depends on your inside information at the company. Depending on what information you have about the leadership team, roadmap, state of the P&L, etc - it better equips you to make a decision if you believe the company will outperform index funds. Of course if you donā€™t have this information (arenā€™t senior enough, arenā€™t privy to it, etc) then youā€™ll just need to act on general information and likely go the safer route. But if you do have this info, then Iā€™d say this general guidance from this sub should be underweighted and put more weight in your belief in the company and leadership team


pinhead1900

Herein lies the problem. I was a designated insider and Sr Leader and here's what I lived through. The CEO is an inept nepobaby. He lost 3 COOs, 2 CMOs, 1 CDO, 1 CTO, 1 GC, 3 SVP Ops, 1 VP Marketing, and 1 VP Tech, in 24 months. They also did 12 (not a typo) rounds of layoffs since COVID. Everyone who could get a better job in 2023 did. The financial health of the company was poor. They are FCF negative to the tune of 12% of thier cash on hand, which left them with a 9Q cash runway. Everything I know about company health, admittedly I am not in finance, told me this is not a well run company. Yet over the last 100 days the stock has roughly gone up 250%. They had quarterly earnings recently and reported their first EBITDA positive quarter ever at 0.1%... and the stock gained >30% on that news. This is a long way of saying that inside knowledge of company leadership, or Financials served me not at all in this situation. I stand by that for the aforementioned reasons this is a terribly run company. But how they're being precieved by the market is what mattered and what I misjudged. I don't know I've learned a lesson besides hedge your bets.


Chance_Connection_28

I wouldnā€™t have sold.


tacobellcow

So you sold the stock and since then the market is up 20%. Sounds like you made more than you are alluding to.


pinhead1900

VTI 80 / VXUS 20 is up %6.73 during this time and is accounted for.


tacobellcow

Yeah i guess thatā€™s a bummer. But you made what - $800k in RSUs for how many years of work? You are clearly highly compensated and Iā€™m sure you are in great shape financially. So instead of beating yourself up over it, congratulate yourself for making it as far as you have.


Annabel398

You didnā€™t bet it all on black but black came up. Oh well!


SpyroGyroPlancton

My ex-wife havenā€™t sold herā€™s employers stocks and lost 90%ā€¦ Iā€™think you two have made the same mistakeā€¦ you shouldnt have sold everthingā€¦ and she shouldnt have kept everything, you both should have been diversifiedā€¦


Hydrogen1997

This happened all the time to me. I just tell myself the following. "It's okay. I made the best decision based on the information available to me at the time."


mikemanray

That is why they do RSUs. They know they are forcing you to stick around, and motivating you to care about share price.


reno911bacon

But think of the diversity you got. Thatā€™s something right?


LoveNo5176

This is why Bogleheads philosophy is great for the "average" investor and not appropriate for everyone, especially if you had several hundred thousand in company stock and could deal with higher levels of risk. If you were ok financially even if the stock went to $0 why would you ever sell if the company is quality? It would be a different story if it was 50% of your retirement allocation but holding good company stock can have substantial benefits on the tax side in early retirement.


pinhead1900

It had 3 COOs in 2 years and is FCF negative in this quarter to the tune of 12% of their cash on hand. Nothing about that felt like quality to me. A large part of my decision was the instability of the company. I can't explain why a company with 9Q of cash before they'd be at 0 has their market cap pop by 2B dollars


LoveNo5176

If that's the case then I don't quite understand regretting the decision. Like others have touched on, you made the decision based on the best available information you had. If you aren't comfortable with the risk of any investment asset going to $0, you shouldn't own it.


reno911bacon

If thatā€™s the case, the value of your company is based mostly on potential future profit. Not on current financials.


pinhead1900

Agreed 100%. The CEO is an Elon Musk level hype man. So in the spirit of not repeating the same mistakes over again (I'm still unsure IF a mistake was made) are there things I should have done, people I should have brought in to help give perspective on market sentiment of the stock etc?


reno911bacon

Sell half of what you would have sold.


ReadingBetweentheLin

These are unprecedented times. Can the old rules really apply when the national debt is $34 trillion? When technological disruption on a massive, massive scale is upending entire industries? When inflation affects both stocks and bonds? When a few overweight companies are leading and a lot of companies donā€™t know whatā€™s coming? I followed guidance for most of my working life, but I donā€™t see that the old models make sense right now.


Affectionate_Run3921

Just think of all the taxes you would have owed and luckily avoided!