Retirement investing...

Knocking on the door to retirement, I understand Roth as another way to diversify your portfolio and potentially manage your taxes better after retirement, especially if one expects to be in a higher tax bracket post retirement. Don't forget the death tax - when your spouse dies, you file your taxes as an individual, not couple. Think way beyond your current living leading up to retirement. And if you kick the bucket early, your beneficiaries will appreciate the Roth.
 
Some other benefits of a Roth worth considering: no RMDs, estate planning implications, penalty free withdrawals of contributions if you are taking an early withdrawal. OP - may or may not be that relevant to you but worth considering since you have talked about retirement before 59.5.

Estate planning seems less relevant based on discussion but a link to some general points:
https://www.fidelity.com/learning-center/wealth-management-insights/roth-ira-estate-planning
 
It all seems over whelming at first, but after a while it falls into place. Be mindful of the difference between a Roth contribution vs. Roth conversion.

Some of my friends also advised me to consult with an elder care lawyer, depending on individual circumstances. I.E., there are ways to circumvent taxes for your beneficiaries and also protect/shelter your assets in the event you end up in a nursing home and the government "seizes" your assets/money to pay medicare/medicaid costs.
 
We've done very well with BRK.B as well. It's like a conservative mutual fund, until recently managed by 2 of the top investors of the 20th and 21st centuries...
Between my brokerage, IRA (including rolled over 401k) and Roth IRA my big 3 are BRK.B, Contra and FXAIX (S&P 500). I realized I could keep the overall percentages the same and load up the brokerage account with BRK.B. That way all gains in the taxable account are long term capital gains (BRK does not pay dividends), and they are completely controllable. Important to me in a year I sell a piece of real estate (like last year) and want to minimize other income.
I'm not recommending those 3 stocks/funds for others, just that if you have Berkshire in your portfolio, it gives you a lot of control in your non-retirement accounts when it comes to taxes.
And yes, I realize my big 3 does not provide a lot of diversification. Don't need it as my diversification is not in the stock market.
 
Between my brokerage, IRA (including rolled over 401k) and Roth IRA my big 3 are BRK.B, Contra and FXAIX (S&P 500). I realized I could keep the overall percentages the same and load up the brokerage account with BRK.B. That way all gains in the taxable account are long term capital gains (BRK does not pay dividends), and they are completely controllable. Important to me in a year I sell a piece of real estate (like last year) and want to minimize other income.
I'm not recommending those 3 stocks/funds for others, just that if you have Berkshire in your portfolio, it gives you a lot of control in your non-retirement accounts when it comes to taxes.
And yes, I realize my big 3 does not provide a lot of diversification. Don't need it as my diversification is not in the stock market.
I don't know what Contra is.

The other 2 provide quite a bit of diversification. Your US stock portfolio is very well diversified, if a bit heavy in Tech through the biggest holdings in the S&P 500. That's balanced somewhat by the conservative nature of BRK. You have quite a bit of cash and US treasuries through BRK.

What you don't have are EAFE securities which have been performing well recently. Will they in future? Who can predict anything?

My own asset allocation plan: 30% in cash and fixed income, 25% in Canadian stocks, 25% in US stocks, 20% in EAFE stocks. [I'm Canadian thus the weighting in Canadian equities.] This isn't a recommendation, I'm just commenting on what I do.
 
BRK.B is itself like a fund. I bought some a decade ago. Over that time, BRK.B has gained 200%. I bought AAPL at the same time. It has gained 1,600%

The PFE I bought at the time is up a whopping 6%. But that was bought as a dividend stock, not a growth stock.
 
Looks like VFIAX has taken a beating. I intend to sell my negative shares of it and buy VLCAX, and if the market continues to drop, sell that and buy VTSAX, and if that continues to drop, sell and buy VFIAX again as long as it's been longer than a month, until things stop dropping just rotate through here making sure I don't trigger a wash sale by buying the same fund within 30 days.

*Taking place in my ind. brokerage account.

Is there anything wrong with this plan?

The purpose of course is tax harvesting.
 
How is it timing the market? The market is down right now. I am acknowledging that.
What you described in your post above is the definition of trying to time the market. People who do that invariably underperform the buy and hold folks significantly. Like Mr. Buffett said, it's not timing the market, it's time in the market.

Selling at a loss to tax harvest is losing money. The tax savings only makes it seem to sting a little less.
 
What you described in your post above is the definition of trying to time the market. People who do that invariably underperform the buy and hold folks significantly. Like Mr. Buffett said, it's not timing the market, it's time in the market.

Selling at a loss to tax harvest is losing money. The tax savings only makes it seem to sting a little less.

Can you explain how I am "trying to time the market" I'm swapping funds between mutual funds with a near perfect correlation to tax harvest. I don't care when it goes back up.
 
Can you explain how I am "trying to time the market" I'm swapping funds between mutual funds with a near perfect correlation to tax harvest. I don't care when it goes back up.
Ok, I see what you are saying. Selling and buying funds that correlate closely without holding funds out of the market. I stand corrected.
 
Ok, I see what you are saying. Selling and buying funds that correlate closely without holding funds out of the market. I stand corrected.
That's what I meant, zero "timing effort" here, if you track all 3 of those they correlate to within about half a percent over the last decade, so the tax harvesting is "free" most likely.
 
And yes, I realize my big 3 does not provide a lot of diversification. Don't need it as my diversification is not in the stock market.
One could argue that s mutual fund with 20, 100, or whatever number of stocks in it is enough diversification all by itself (unless it's a sector based mutual fund / ETF, or something).
 
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Looks like VFIAX has taken a beating. I intend to sell my negative shares of it and buy VLCAX, and if the market continues to drop, sell that and buy VTSAX, and if that continues to drop, sell and buy VFIAX again as long as it's been longer than a month, until things stop dropping just rotate through here making sure I don't trigger a wash sale by buying the same fund within 30 days.

*Taking place in my ind. brokerage account.

Is there anything wrong with this plan?

The purpose of course is tax harvesting.
I can check later what these three funds are but if you are switching to a new fund because it’s better long term, then sure. Seems like a bit of a fools errand that should not make a difference during a minor correction

I also thought this was a retirement savings thread. I honestly own very few open ended mutual funds and certainly none in taxable accounts- point being lion’s share of retirement funds should somehow be tax protected in one form or another
 
I can check later what these three funds are but if you are switching to a new fund because it’s better long term, then sure. Seems like a bit of a fools errand that should not make a difference during a minor correction

I also thought this was a retirement savings thread. I honestly own very few open ended mutual funds and certainly none in taxable accounts- point being lion’s share of retirement funds should somehow be tax protected in one form or another
They should, for sure. Maxing my Roth also. I'm switching to show a loss of 3k plus carryover.
 
When does the employer match usually happen? I put money into my 401K and I thought they matched 3% if I put in 6%, so I put in 6% and only see what I put in. Do they just match it lump sum at the end of the year or something?
 
When does the employer match usually happen? I put money into my 401K and I thought they matched 3% if I put in 6%, so I put in 6% and only see what I put in. Do they just match it lump sum at the end of the year or something?
Well the details are in the small print. Hate to say, but a visit or call to HR, or website maybe.

We got our regular matching each paycheck, company stock every six months.
 
When does the employer match usually happen? I put money into my 401K and I thought they matched 3% if I put in 6%, so I put in 6% and only see what I put in. Do they just match it lump sum at the end of the year or something?
Plans can be very different. You might also have a vesting period - meaning you have to be in for so long before you get your match.
 
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