Investing

What is your biggest “Woulda, Coulda, Shoulda” in your investing experience so far?

  • Last Updated:
  • Mar 29th, 2022 12:37 am
[OP]
Jr. Member
May 10, 2011
112 posts
45 upvotes
GRIMSBY

What is your biggest “Woulda, Coulda, Shoulda” in your investing experience so far?

Other than basically missing 2010-2020, the next one I have is: Not buying puts on Rivian, the stock was clearly overvalued based on the limited production so far.
39 replies
Deal Addict
Feb 26, 2017
2631 posts
3828 upvotes
MongoDB stands out for me :). I even started a thread on it ahead of their IPO as I was hearing a lot about nosql databases at the time. I didn't buy it as I couldn't fiugure out how to evaluate them.

mongodb-ipo-2130625/#p28290044
Deal Addict
Apr 13, 2006
4384 posts
480 upvotes
I "shoulda" never invested (let's be honest - gambling in my case) which "woulda" saved me a lot of money that I "coulda" spent somewhere else.
Questrade | Crypto.com | BlockFi | Public Mobile
Deal Fanatic
May 22, 2003
8786 posts
5650 upvotes
Vancouver
Stevewithalaptop wrote: I still think about the time I had 1000's of shares of AMD sub $2
Same here. Was going to throw in $5k just for fun, but chickened out Crying Face Having said that, even if I went in I probably would have sold at $4 haha

Also AT.TO. Bought about 10k shares for about $1.00 and sold at $1.40...then it spiked to $30. Crying Face
Deal Addict
Jan 17, 2009
4160 posts
4397 upvotes
Toronto, Ontario
Not 100% investing related, but making fun of my best friend who was mining BTC way back in high school. I was interested in it but was like "itll never catch on" so brushed it off Face With Tears Of Joy.
Newbie
Aug 29, 2012
85 posts
104 upvotes
Ottawa
Too much in LSPD, averaging down even more without recovery in sight
Newbie
Feb 26, 2013
93 posts
51 upvotes
notenoughsleep wrote: Same here. Was going to throw in $5k just for fun, but chickened out Crying Face Having said that, even if I went in I probably would have sold at $4 haha

Also AT.TO. Bought about 10k shares for about $1.00 and sold at $1.40...then it spiked to $30. Crying Face
If I remember correctly PS or xbox announced they would be using AMD and I rode it up to $4 and sold lol.

Lets be real if it wasn't $4 it would have been $5 or $6 or $7 etc. Never in a million years would I have guessed crypto + a world wide pandemic would cause whole industry to skyrocket.
Deal Fanatic
Sep 23, 2007
5487 posts
1823 upvotes
Hindsight bias at work here. It's easy to look back and say that should have been obvious. I've never been an impulsive investor. I tend to lay out all the facts and numbers I think are relevant before I make a decision. So in that sense...absolutely none. Only regret perhaps is there were a couple years where I let cash idle for too long when they could have done something for me. I was too busy on other stuff in life and absolutely did not pay attention.
Deal Addict
Apr 26, 2003
2345 posts
1414 upvotes
GTA
Not paying attention enough to TSLA when I already had conviction about the company in 2017. Jumped in at the start of 2020, but that's my biggest regret not getting in earlier, but yeah I didn't pay enough attention to it.
Deal Guru
User avatar
Sep 21, 2007
11762 posts
10145 upvotes
Winnipeg
buying PSFE
"An essential aspect of creativity is not being afraid to fail." -- Edward Land
Deal Addict
Dec 4, 2011
2360 posts
2458 upvotes
Montréal
Do you post anything else than things you regret not doing? Seems to be a theme.

As I stated several times in this forum. I mined about1500 BTC around 2011 when the first mining pools came out which I thought I was smart for selling at $5 (it had fallen to almost nothing the weeks before). No way I would have kept it all the way to tens of millions but still stings a bit to think about.

Why you need to move on from things and stop analyzing the past, only thing that results from that is paralysis from analysis.
Deal Fanatic
Jan 31, 2007
5190 posts
5353 upvotes
Richmond Hill
Nothing, I dont buy stocks. Telsa, AMD, or something like Bitcoin (i know, i know, it is not a stock).

I only buy index ETF, it wont make me rich, but i just not smart enough to pick individual investment. So i just decided to ride with the market.
Boring!
******************************************************
Bright side of RFD: Often find good deal
Dark side of RFD: Tons of stuff that I don't need but still got them because of RFD
******************************************************
Deal Fanatic
User avatar
Dec 21, 2005
5807 posts
1473 upvotes
London, ON
faken wrote: buying PSFE
Average down below $3 Rocket

With the benefit of hindsight (2020-now)
- not averaging down on more names like BTE, ERF, MEG etc
- selling names like BTE when i got back to breakeven (~$2?) or MEG and ARX below $10
- closing a CNQ call spread that I learned about as a strategy on RFD when CNQ was only $35 usd

Looking further back:
- basically any tech name where I thought the valuations were nuts when TSLA was around $400 pre-split
- anyone remember when HCG was suffering from a bank run? Could only afford 300 shares but Mr Buffet really helped with that one
Last edited by charliebrown on Mar 17th, 2022 11:07 am, edited 1 time in total.
:idea: :) :lol: :razz: :D
Deal Addict
Jan 6, 2015
1497 posts
691 upvotes
Sold SHOP in 2019, debate AMD and MU, chose the wrong one. :rolleyes:
Deal Guru
User avatar
Sep 21, 2007
11762 posts
10145 upvotes
Winnipeg
charliebrown wrote: Average down below $3 Rocket
I've been waiting for $2. I don't have that much in it.. but I've been waiting for $2 haha..
"An essential aspect of creativity is not being afraid to fail." -- Edward Land
Jr. Member
Oct 11, 2011
153 posts
67 upvotes
Toronto
Not jumping into the investing game, and learning sooner.
Deal Addict
Sep 2, 2009
2563 posts
2556 upvotes
Ottawa
Chance7652 wrote: MongoDB stands out for me :). I even started a thread on it ahead of their IPO as I was hearing a lot about nosql databases at the time. I didn't buy it as I couldn't fiugure out how to evaluate them.

mongodb-ipo-2130625/#p28290044
That's a good reason not to have invested and not to regret not doing it. In my opinion, investing for the longterm is having set criteria and sticking to them unless you learn something that is new and has a track record of working. Starting a series of "investing in something I can't evaluate" can work but is not a solid foundation for longterm investing.

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