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Message
Company Stock - Keep or Sell??
Posted on 5/11/25 at 11:22 am
Posted on 5/11/25 at 11:22 am
I recently got hired on as an employee with an oil company after working as a consultant for them.
I was making more as a consultant but did not have all the benefits as I do now as an employee. The pay will increase every year and after 3-4 years I will be back to what I was making as a consultant.
When I first got hired on, they gave me 750 shares of company stock. I can not touch it until it has vested which will be November 2027. I have been told that once it vest, the taxes are taken out of it by selling the amount of shares to cover the taxes.
My question is, should I just keep the left over shares, or sell them and buy physical gold?
My thoughts are that if I keep the stock and then years down the road sell it, will I have to pay capital gains taxes on the stock??? I do not want to have to pay taxes twice and figured if I buy gold with it, it will be a better option.
TIA and any help or suggestions are welcome.

I was making more as a consultant but did not have all the benefits as I do now as an employee. The pay will increase every year and after 3-4 years I will be back to what I was making as a consultant.
When I first got hired on, they gave me 750 shares of company stock. I can not touch it until it has vested which will be November 2027. I have been told that once it vest, the taxes are taken out of it by selling the amount of shares to cover the taxes.
My question is, should I just keep the left over shares, or sell them and buy physical gold?
My thoughts are that if I keep the stock and then years down the road sell it, will I have to pay capital gains taxes on the stock??? I do not want to have to pay taxes twice and figured if I buy gold with it, it will be a better option.
TIA and any help or suggestions are welcome.

Posted on 5/11/25 at 11:25 am to RoyBoy2323
do the shares pay a dividend?
Posted on 5/11/25 at 11:35 am to RoyBoy2323
quote:
I recently got hired on as an employee with an oil company after working as a consultant for them. I was making more as a consultant but did not have all the benefits as I do now as an employee. The pay will increase every year and after 3-4 years I will be back to what I was making as a consultant. When I first got hired on, they gave me 750 shares of company stock. I can not touch it until it has vested which will be November 2027. I have been told that once it vest, the taxes are taken out of it by selling the amount of shares to cover the taxes. My question is, should I just keep the left over shares, or sell them and buy physical gold? My thoughts are that if I keep the stock and then years down the road sell it, will I have to pay capital gains taxes on the stock??? I do not want to have to pay taxes twice and figured if I buy gold with it, it will be a better option. TIA and any help or suggestions are welcome.
Man I sold off a bunch of my company stock and my wife sold a bunch of her’s. Looking back I wish I would have kept it all

I know with my company they would sell about 35 of every 100 shares to pay the taxes and now I’ll just pay the capital gains tax on the grow from there.
I had a 1000 shares at $32 and when it hit $150 I sold. Then it went to $250 and I sold more. The highest it got was $940 then did a 4 way spilt.
I’m more diversified now so it’s not a bad thing and invested that money in other things but they didn’t outperform my company stock. I’d suggest maybe keeping some and selling some.
This post was edited on 5/11/25 at 11:36 am
Posted on 5/11/25 at 11:36 am to RoyBoy2323
A lot to unpack here. Don’t buy physical gold. Also, yes, selling the shares once they vest is probably the right decision unless you want to maintain that exposure to the company.
Posted on 5/11/25 at 11:41 am to Rize
quote:
Man I sold off a bunch of my company stock and my wife sold a bunch of her’s. Looking back I wish I would have kept it all
I worked for a publicly traded company for about 10 years and they matched us in our 401k with company stock. I eventually sold it all at about $35/share and put it in mutual funds. It's $270/share now

Enron and Health South were too fresh on the mind at that time

This post was edited on 5/11/25 at 11:43 am
Posted on 5/11/25 at 11:44 am to fallguy_1978
quote:
I worked for a publicly traded company for about 10 years and they matched us in our 401k with company stock. I eventually sold it all at about $35/share and put it in mutual funds. It's $270/share now Enron and Health South were too fresh on the mind at that time
I’m still with mine and still have a decent amount of shares. It’s up 17.5% on the year and the only thing making me positive in my 401k for the year.
Posted on 5/11/25 at 12:57 pm to RoyBoy2323
If you believe in the company sell 50% and keep 50%.
Posted on 5/11/25 at 3:27 pm to FriscoTiger
quote:
do the shares pay a dividend?
Yes, its a decent dividend.
Thanks for all the help.
The current stock price is +/- $110 a share. It is a very good company. We also have the option to buy our company stock every 6 months at the lowest point during that 6 months and we also get a 15% discount. I just started that.
They are also putting 11% into my 401K as long as I put in 6%.
Posted on 5/11/25 at 3:55 pm to lynxcat
Agreed. Working for them is investment enough in one company. Sell the stock and invest in something else.
Posted on 5/11/25 at 5:04 pm to RoyBoy2323
I worked for Lockheed when it was 65/share (before a split btw)
I was young and dumb and listened to a financial advisor tell me to sell all my shares and invest in broad funds
Point is you can’t win, only not lose
I was young and dumb and listened to a financial advisor tell me to sell all my shares and invest in broad funds
Point is you can’t win, only not lose

Posted on 5/11/25 at 9:06 pm to wileyjones
quote:
Point is you can’t win, only not lose
That’s how I feel any time I think about selling and diversifying.
Posted on 5/11/25 at 9:41 pm to RoyBoy2323
I sell after it transfers to short term taxes. But my company stock is always stuck in the mud so I'm not sure if I'm better waiting the year or selling as soon as it vests.
Posted on 5/11/25 at 10:03 pm to RoyBoy2323
About 30% of my total comp excluding benefits is in company stock (50% of salary).
My philosophy is to sell every year as soon as it vests. I'm bullish on the company, but I have plenty of exposure already simply by working here. If the company is doing well, that likely means job security, great STI and LTI. The stock has appreciated over the years, but I don't regret my strategy one bit.
My philosophy is to sell every year as soon as it vests. I'm bullish on the company, but I have plenty of exposure already simply by working here. If the company is doing well, that likely means job security, great STI and LTI. The stock has appreciated over the years, but I don't regret my strategy one bit.
This post was edited on 5/11/25 at 10:06 pm
Posted on 5/11/25 at 11:37 pm to RoyBoy2323
I get company stock that vests monthly with my current job. Something that stuck with me was if someone gave you $X amount of money, would the only thing you do with it is buy your company's stock? That answer will almost always be No. Keep some shares % if you really believe in the company but sell the rest and diversify.
I personally keep about 10% and sell the rest each month when I vest.
I personally keep about 10% and sell the rest each month when I vest.
Posted on 5/12/25 at 5:32 am to RoyBoy2323
quote:
My thoughts are that if I keep the stock and then years down the road sell it, will I have to pay capital gains taxes on the stock??? I do not want to have to pay taxes twice and figured if I buy gold with it, it will be a better option.
I will never understand the mindset of avoiding gain to avoid taxes. Sure, if you have options to structure a transaction this way or that, or shift gains from one year to the next to maximize savings - all of that is smart financial strategy.
It's like the worker at the plant, "I'm going to get a $4/hour bump in pay, but my overtime is going to push me into a higher tax bracket. Just terrible."

Keeping the stock or selling it is a value question, not a tax question, IMHO.
Posted on 5/12/25 at 6:05 am to Ace Midnight
Yeah taxes pretty much don't matter here.
Value at vesting is income, and that becomes your cost basis. Then anything after that is just handled like any other stock.
Value at vesting is income, and that becomes your cost basis. Then anything after that is just handled like any other stock.
Posted on 5/12/25 at 7:11 am to RoyBoy2323
quote:
Oil Company Stock
I would hold on to it, the upside is too high vs gold.
Of course so is the down but a lot of smaller/mid majors get to a certain point then one of the big guys gobbles them up.
Some friends of mine got rich when XTO was bought by Exxon .
Posted on 5/12/25 at 6:38 pm to RoyBoy2323
Having started my career a month before Enron collapsed, my opinion is based off the experience of working with folks that were devastated by that collapse. I’m already long my company by working there. I don’t need to be super long by also holding its equity.
Posted on 5/13/25 at 8:38 am to castorinho
quote:
About 30% of my total comp excluding benefits is in company stock (50% of salary).
My philosophy is to sell every year as soon as it vests. I'm bullish on the company, but I have plenty of exposure already simply by working here. If the company is doing well, that likely means job security, great STI and LTI. The stock has appreciated over the years, but I don't regret my strategy one bit.
Similar boat, albeit with some ownership requirements that 'force my hand' up to a certain figure.
I'm at the point that any vesting will trigger a sale for the exact reasons you laid out.
Posted on 5/13/25 at 10:30 am to Rize
quote:
I had a 1000 shares at $32 and when it hit $150 I sold. Then it went to $250 and I sold more. The highest it got was $940 then did a 4 way spilt.
994k yikes that stings a bit.
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