Related Posts
Are you investing today?
More Posts
Additional Posts in Personal Investment Chatter
Investor’s Business Daily: worthwhile?
Used car prices starting to come down?
Earnings for next week.!

Are you investing today?
After figuring out FI/RE I am less motivated.
Is this for real?

New to Fishbowl?
Download the Fishbowl app to
unlock all discussions on Fishbowl.
unlock all discussions on Fishbowl.



You don’t get to take advantage of any losses. Also look at the rules there are ways to take money out of Roth before 59.5
That and the ability to offset the losses against gains. If you only have gains the Roth is better. If you have losses brokerage is better. No way to know
I have never seen someone mention actually utilizing Rule 72(t) (early penalty-free withdrawals).
https://www.investopedia.com/terms/r/rule72t.asp
Roth IRA over the long haul is preferred for most (a la backdoor Roth, mega backdoor Roth). There are all kinds of strategies for rolling old 401's into Roths.
While turning $1 into $1 million would be sweet, gambling in a Roth is delicate because you can't use Tax Loss Harvesting (TLH).
In the past - I remember reading a little on TLH for Roths, if you close the account. So you could open a second Roth, gamble, and if you lose, close it to take the loss. Sometimes sneakyness is too complicated and outweighs the reward vs effort. And according to this link that loophole closed in 2017:
https://turbotax.intuit.com/tax-tips/investments-and-taxes/are-losses-on-a-roth-ira-tax-deductible/L4zMROLnP
Rising Star
I do occasionally. I don’t need the money as my day job supports my lifestyle more than enough.