TorchtheFlyingTiger

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You have to pay capital gains taxes at some point. You can’t avoid it.

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Lowest LTCG rate is zero. Selling everything at once might trigger higher LTCG than you may have paid selling at another time paying potentially 20% and additional +3.8% NIIT.
There are plenty methods to avoid capital gains taxes:
One could gift shares to a lower income family member or friend in the zero LTCG bracket.
Donate shares instead of cash to a charity.
Harvest LTCG at zero rate in a lower income year.
Not to mention stepped up basis at death.

Let us know how that works out for you. You have to call the timing right twice, getting out and getting back in.

Kamel's man on street videos are the only finance content that resonates with my teens so I appreciate that. Sure, the Ramsey anti debt dogma is overly simplistic but serves a purpose for those starting out/struggling to get finances in order. Simple people need simple rules to live by. Leverage and good debt can come later.

You Tube Jimmy Carr
Jimmy Carr has a funny bit about this. "You're in charge, call it what you want. Here's how gangster Britain is."

No Sr trip, money was tight, I was working all summer and HS grad was just a step to get to college. My parents wouldnt have allowed it anyway . Too much can go terribly wrong, I won't be sending my kids on a teen only trip. I don't see a problem with families sharing a lasting memory with each other might be one of last times they can all travel together easily.

The catch is gains are taxed as regular income at conversion rather than at more favorable LTCG rates. It may be a good move but there will be tax consequences to factor in more so for a younger recipient. Im considering funding a couple years for my older teen since he won't have much growth to get taxed before converting. Also, the taxable income on conversion presumably counts as student income on FAFSA for student aid calculation.
Eta: maybe it's shielded from FAFSA but could trigger "kiddie tax" issues. Point is understand tax implications before fully funding. But taking the match is an easy win if available

One reason I quit buying individual stocks, never had a good exit strategy and tax aversion leads me to hold too long. Slowly divesting my positions by harvesting LTCG in zero bracket and gifting shares to family so they can sell in zero LTCG bracket.

Now I only buy individual stocks (rarely) in retirement accounts with no tax drag on reallocation.

Typically those engaging in bar fights are poors and thus essentially judgement proof. If this guy has assets they are vulnerable to civil suit. I'm not sure local government has any culpability unless actions get tied to his position of authority. I wonder if letting him go w no arrest play into whether the government has culpability.

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this guy is such a flaming a-hole and has said so many exaggerated terrible things about the Sheriff that he really had it coming

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IF this was what set him off, how can anyone here justify it? It's no.better than the violent respect/street beef culture we rail about. Even worse, the sheriff knows he has the law behind him and doesnt need to settle things in the bars/street. A well functioning society can't stand by and permit the same leader entrusted to wield the necessary state sanctioned violence of law enforcement to lash out in lawless violence to settle his own scores. Such impetuous fools must not be trusted with the reign of state sanctioned violence.

Speaking of simplified tax code, I'm currently listening to this podcast while at the gym. The Great Retirement Debate Podcast w Ed Slott If we ran the IRS our first big change