2021.10.25 08:18 MMVatrix Old Man working as a delivery man
2021.10.25 08:18 Grouchy-Iron7729 Queen Wrecker
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2021.10.25 08:18 Imaginary_Belt4976 Best tax strategy for ESO's
I have a tranche worth of options vesting soon with my company and it's the first time I've received such a thing. I've been attempting to research how it all works in terms of taxation and want to optimize. I believe in the company and think it will grow in the long term, however, having this much money tied up in a single equity is scary for me (despite working there). My current plan (based on some posts I've read here on PFC) is to exercise & sell as much as 50% of the total options as soon as they vest. This could either mean 100% of the first two tranches, or 50% of all 4 tranches. Most likely, I will use the proceeds in some combination to A) pay off some minor debt, and B) contribute to RRSP. (Ok also C) finance some Christmas gifts for my family lol)
My understanding is that as soon as I exercise the options, I will be taxed as income at their FMV (fair market value). If I were to then immediately sell, little/no further tax would apply. If I hold the resultant stock, and lose or gain money and then sell, then I would be subject to capital gains / losses. From my perspective, it seems like as much as the extra taxation sucks, waiting to exercise these options is probably not the best move. For instance, if I were to wait and then resign or get terminated, I could be forced to exercise way more of them in a single calendar year (in the short grace period they gave you per the ESO agreement).
I've had some conversations with folks, and also seen some posts on here, that seem to prefer holding the options without exercising. Can anyone explain why this would be advantageous? If I'm paying full income tax on the FMV, and I believe the price will grow over time, does it not make more sense to pay tax on the current FMV now and then only capital gains on further price increases? Am I missing something big about how this works?
Also, are public companies required to withhold taxes (generally in the form of stock)? Or is this a decision each company makes. I'd definitely prefer to pay the taxes next April instead of now but I get the sense this is not a choice for the company once they are public.
Thanks in advance!
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2021.10.25 08:18 CookiesJars How do you think Australia would react once the international borders open?
Is there a possibility of them shutting down international borders again if a new variant comes up? Are they even prepared? AU must open up their international borders and a country can't shut down forever, but I am worried that they might shut down borders again if they are so unprepared. A lot of it seems like a mess now.
My fiance lives in Sydney and I haven't seem him in a long time. We are supposed to get married but oh well. His mother is sick too and he is unable to visit her.
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2021.10.25 08:18 WebSwiftSEO Rose Milk/How to make Rose Milk/Recipe in Tamil/Summer Drink Recipe/Rose Milk Recipe in Tamil
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2021.10.25 08:18 GusVegas16 Amp sim discussion
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2021.10.25 08:18 swifty1231 Listen to Panzerlied if you feel the urge.
2021.10.25 08:18 takhfifekhob کفش مردانه NUBIKK(سفیدقرمز)
2021.10.25 08:18 boiboikay [Java] 1.16.5 modded survival server
2021.10.25 08:18 grimlock_GT is this a knock off, ive noticed its missing one detail on the back so im too sure about it
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2021.10.25 08:18 berbagaiaf We’re thrilled to announce @SneakyVentures as a key and strategic partner!
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2021.10.25 08:18 Useless-Whale Do you feel the same way?
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2021.10.25 08:18 Krokon123 R/antiwork in a nutshell
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2021.10.25 08:18 Sine404 A Bit Late, But Here's my Submission For Meme Break
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2021.10.25 08:18 Kelennis I dunno about you. But my book would be massive.
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2021.10.25 08:18 Vapidmusings The topic of the day is.... Survivalist skills/How you would fare in a post-apocalyptic world.
2021.10.25 08:18 Creepy-Musician2470 WHAT ARE THOOOOOOSSSSSEEEEE?!?!?!?!?!?
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2021.10.25 08:18 iam_rak1b Almost a month old DHA Arabicum seedlings.
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2021.10.25 08:18 Cheese0racle Bug reporter not working
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2021.10.25 08:18 Formal_Way_9966 Hello🤪[F19]
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2021.10.25 08:18 EcologySeminars NatureTech Jobs
Check out https://naturetech.io/ the first job platform for naturetech
Naturetech applies new advances in tech - satellite monitoring, drone technology, AI, genomic sequencing, blockchain to nature based solutions including reforestation, monitoring deforestation and supply chain transparency.
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2021.10.25 08:18 grrrehhh the wind destroyed my hair ….and beard a little bit! 😆
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2021.10.25 08:18 EducationalPlant579 Slut wife
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2021.10.25 08:18 nimbexGER They are among us! Why not turn things around and abduct your Alien now!!
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2021.10.25 08:18 wiseova I like having deep meaningful conversations, even if I have not know you for long. (topics based around, love, family, self improvement, growth, being happy, finding purpose etc) ASK ME ABOUT SOMETHING THAT HAS BEEN ON YOUR MIND OR JUST SOMETHING YOU WOULD LIKE A SECOND OPINION ON :)
i am a male who thinks about life a lot, i reflect on situations i have been through/seen. I love learning new things, so feel free to ask absolutely anything because if i do not know the answer i will do my best to do unbiased research and find one for you, i strongly believe with the power of the internet today we can learn about anything if we truly want to.
I will finish off by saying though, it's one thing to learn but the next step is to take action and implement it into our daily lives.
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