Search found 2331 matches

by Artsdoctor
Mon Dec 05, 2016 1:32 pm
Forum: Investing - Help with Personal Investments
Topic: Retirement with $8M in investments
Replies: 78
Views: 7297

Re: Retirement with $8M in investments

... OP doesn't live a simple life in any normal sense of the word. He owns a 4 million dollar house. Even in SF and Silicon Valley that is well beyond a simple life or a modest home. There is a real simple reason why the OP doesn't feel wealthy despite being wealthy. He has 14 million but a neighbo...
by Artsdoctor
Mon Dec 05, 2016 12:40 pm
Forum: Investing - Help with Personal Investments
Topic: Retirement with $8M in investments
Replies: 78
Views: 7297

Re: Retirement with $8M in investments

I'm 53yr old, have ~$8M in various mutual funds, stocks, ETFs, bond funds. House is almost paid off with no plans to move. 3 kids to put through college. Living in the SF bay area in a house valued at about $4M, and all this does not make us feel wealthy with a net worth over $14M (including a rent...
by Artsdoctor
Sat Dec 03, 2016 11:01 am
Forum: Personal Finance (Not Investing)
Topic: HSA rules for deceased spouse?
Replies: 24
Views: 1227

Re: HSA rules for deceased spouse?

Fascinating threat, and a lot of great thoughts. I have to admit, I would've thought that the deceased spouse's medical expenses from years earlier would have been reimburseable but your point is a very good one. I've re-read Publication 969 several times and I agree that some of these questions wil...
by Artsdoctor
Fri Dec 02, 2016 10:23 am
Forum: Personal Finance (Not Investing)
Topic: Turbotax 2016 HSA limit error
Replies: 9
Views: 1168

Re: Turbotax 2016 HSA limit error

Thanks for the responses. This would seem to be a very minor update, but I know nothing about writing software (and I can prove it). My main irritation is that I, and I am sure many others, bought the software to have an easy to use tool to fine tune our year-end tax planning. Granted, the $100 low...
by Artsdoctor
Thu Dec 01, 2016 10:27 am
Forum: Personal Finance (Not Investing)
Topic: HSAs in California
Replies: 73
Views: 17858

Re: HSAs in California

^ David, I agree with you in concept. For years, I integrated my HSA into my general portfolio asset allocation. In my mind, it seemed that I would be using it "decades into the future." I'm approaching 60, and all of a sudden those "decades in the future" are right around the co...
by Artsdoctor
Thu Dec 01, 2016 10:17 am
Forum: Investing - Theory, News & General
Topic: Benefits of TLH Intermediate Muni Tax exempt
Replies: 24
Views: 2099

Re: Benefits of TLH Intermediate Muni Tax exempt

^ The change in NAV can be more dramatic than you might originally think, depending on duration. It takes a lot of interest to make up for a loss in principal, or at least that's the overriding concept. You would definitely have some tax benefits along the way with aggressive tax-loss harvesting, an...
by Artsdoctor
Wed Nov 30, 2016 7:21 pm
Forum: Investing - Theory, News & General
Topic: Benefits of TLH Intermediate Muni Tax exempt
Replies: 24
Views: 2099

Re: Benefits of TLH Intermediate Muni Tax exempt

Idea. Could TLH to Vanguard's long-term national muni fund for 30+ days. Why? To avoid losing "(at least a portion of) the monthly tax exempt dividend". Why? Because what you lose with IT, you will gain+ with LT. Why "gain+"? Because the LT fund: (1) has a higher yield than the ...
by Artsdoctor
Wed Nov 30, 2016 7:17 pm
Forum: Personal Finance (Not Investing)
Topic: Turbotax 2016 HSA limit error
Replies: 9
Views: 1168

Re: Turbotax 2016 HSA limit error

You're correct. For what it's worth, I notified them of the error. I'm sure it'll be fixed.
by Artsdoctor
Wed Nov 30, 2016 2:03 pm
Forum: Personal Finance (Not Investing)
Topic: HSAs in California
Replies: 73
Views: 17858

Re: HSAs in California

When I opened my HSA over 10 years ago, I used only the Total Stock Market Fund (Admiral shares). I just continued to add the maximum amount each year, and everything worked just fine. Now that I'm approaching 60, I switched over to the Vanguard Balanced Fund (Admiral shares) in order to have a bit ...
by Artsdoctor
Wed Nov 30, 2016 1:57 pm
Forum: Investing - Help with Personal Investments
Topic: Fidelity DAF contribution experience
Replies: 14
Views: 556

Re: Fidelity DAF contribution experience

I've only transferred appreciated Fidelity shares to my Fidelity DAF, and it could not be easier. The process will even ask you if you want to transfer the most appreciated shares. It goes through that day. I've not transferred appreciated Vanguard fund shares to my Fidelity DAF, so I will be curiou...
by Artsdoctor
Tue Nov 29, 2016 2:26 pm
Forum: Personal Finance (Not Investing)
Topic: Vanguard "upgrade" = downgrade!
Replies: 2
Views: 1150

Re: Vanguard "upgrade" = downgrade!

This has been discussed on the forum and most people have found the Vanguard rollout cumbersome. I'm also disappointed. There is definitely lag time where there used to be none. The settlement account should be receiving money the same day as the funds are transferred in, and the representatives are...
by Artsdoctor
Mon Nov 28, 2016 8:03 pm
Forum: Forum Issues and Administration
Topic: Thanks BH for a non-political oasis
Replies: 23
Views: 2338

Re: Thanks BH for a non-political oasis

Agreed. The moderators have been superb. It would also appear that we're a pretty well-behaved bunch since there's not a tremendous amount of red letters from moderators editing out there on posts.
by Artsdoctor
Mon Nov 28, 2016 7:59 pm
Forum: Personal Finance (Not Investing)
Topic: Social Security [ii]: 2nd Bend And Retirement At Age 56, What PIA Claiming At Age 70? [USA]
Replies: 26
Views: 2186

Re: Social Security [ii]: 2nd Bend And Retirement At Age 56, What PIA Claiming At Age 70? [USA]

^ You're right: I was very vague. As you and others have pointed out, your social security benefits are calculated on prior years' income (up to maximal social security payroll tax withholding). The top 35 years are used to calculate your benefit and prior year earnings are indexed to account for av...
by Artsdoctor
Sun Nov 27, 2016 4:28 pm
Forum: Personal Finance (Not Investing)
Topic: Types of Assets HNWI Boomers Own
Replies: 21
Views: 2380

Re: Types of Assets HNWI Boomers Own

I'm still not sure what you're after. There's a big difference between $3M, $10M and $30M. There's also large geographic variability. There's also tremendous variability on philanthropy and % devoted to inheritance. The one I can't imagine is that most HNWI's would have the majority of their investa...
by Artsdoctor
Sun Nov 27, 2016 12:38 pm
Forum: Personal Finance (Not Investing)
Topic: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?
Replies: 70
Views: 6600

Re: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?

2. There are mechanisms set up to loan family members and friends money. This is well-documented in the IRS code, and you can search a lot of good information on this. But if you're talking about six digits, she can't just give you the money or give you an interest-free loan without some sort of do...
by Artsdoctor
Fri Nov 25, 2016 9:18 pm
Forum: Personal Finance (Not Investing)
Topic: World Travel Insurance, Worth it?
Replies: 35
Views: 2408

Re: World Travel Insurance, Worth it?

I will not have any US based health insurance. Since I will be out of the country for more than 330 days of the year, I will be getting an Obamacare waiver through that. That is very risky. Once the travel insurance flies you back to the US and drops you off at a hospital what will you do? Without ...
by Artsdoctor
Fri Nov 25, 2016 9:00 pm
Forum: Investing - Help with Personal Investments
Topic: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?
Replies: 8
Views: 542

Re: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?

And what if there were a capital loss at the time of sale? You would take the capital loss. There are several ways to get tripped up on tax-exempt bonds if you don't pay attention. There tax-exempt bonds that are subject to AMT. Tax-exempt income can be subject to state income tax. And tax-exempt i...
by Artsdoctor
Fri Nov 25, 2016 8:52 pm
Forum: Investing - Help with Personal Investments
Topic: Tax-loss harvesting tax-exempt funds
Replies: 12
Views: 1457

Re: Tax-loss harvesting tax-exempt funds

Does it even make sense to TLH all $500k? That would take 166 years at $3,000 per year :confused Of course it does. For one thing, one would not have to worry about a tax-cost for rebalancing in the near future. Although one might think that if you have $500,000 in bond losses, you'd probably have ...
by Artsdoctor
Fri Nov 25, 2016 8:46 pm
Forum: Investing - Help with Personal Investments
Topic: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?
Replies: 8
Views: 542

Re: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?

Thanks. I am surprised. So these are good to shelter current income they produce but if or when you sell them then you may have a tax liability and if they grew over say a decade it may be a lot. I thought TFMB were to avoid taxes, all taxes, but I guess not. "Tax exempt" applies to incom...
by Artsdoctor
Fri Nov 25, 2016 8:45 pm
Forum: Investing - Help with Personal Investments
Topic: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?
Replies: 8
Views: 542

Re: Are cap gains taxed on tax free muni bonds when sold in a taxable accout?

Just curious. Say I held a tax free muni bond fund in a taxable account which is probably where they should be held but anyway. The interest they generate monthly or quarterly is tax free. When I sell them say they have a cap gain of $100 or $1,000 or $100,000. Is that cap gain also a tax free even...
by Artsdoctor
Thu Nov 24, 2016 7:02 pm
Forum: Investing - Theory, News & General
Topic: How often do you hit your rebalancing bands?
Replies: 31
Views: 1911

Re: How often do you hit your rebalancing bands?

I "rebalance" with dividends and new money. The last time I had to really sell actively to rebalance was in 2009.
by Artsdoctor
Wed Nov 23, 2016 9:34 am
Forum: Investing - Help with Personal Investments
Topic: TLH CA Bond Funds?
Replies: 38
Views: 2106

Re: TLH CA Bond Funds?

The prospectus has the information but it's not always right there in front of you. There is a way to see which funds are accumulating dividends daily. Log on to your vanguard.com site and you'll see an option called "Balances by Date" at the top. You'll then see a column entitled "Ac...
by Artsdoctor
Tue Nov 22, 2016 7:35 pm
Forum: Investing - Help with Personal Investments
Topic: TLH CA Bond Funds?
Replies: 38
Views: 2106

Re: TLH CA Bond Funds?

With most Vanguard bond funds, dividends are accrued daily so you don't have to take the six-month waiting period that has been described elsewhere for tax-exempt investment vehicles. Could you elaborate on this? If you have a reinvested dividend on, say, Oct. 1 and you sell the whole position on, ...
by Artsdoctor
Tue Nov 22, 2016 3:06 pm
Forum: Investing - Help with Personal Investments
Topic: In a taxable account do you reinvest dividends and capital gains?
Replies: 24
Views: 1470

Re: In a taxable account do you reinvest dividends and capital gains?

Looking for some ideas here. I never reinvest automatically. There are several reasons for this. One of the advantages of having a taxable account is having the ability to tax-loss harvest (TLH). By turning off automatic reinvestment of dividends, I control when (and where) to put the dividends to ...
by Artsdoctor
Tue Nov 22, 2016 8:28 am
Forum: Investing - Help with Personal Investments
Topic: TLH CA Bond Funds?
Replies: 38
Views: 2106

Re: TLH CA Bond Funds?

OK. This is the way it works. When you TLH, you take your loss and move it into something that's not substantially identical. How much of a loss you want to take is up to you. With most Vanguard bond funds, dividends are accrued daily so you don't have to take the six-month waiting period that has b...
by Artsdoctor
Tue Nov 22, 2016 8:20 am
Forum: Personal Finance (Not Investing)
Topic: Pre-tax Retirement Accounts and Pensions in Networth
Replies: 37
Views: 3692

Re: Pre-tax Retirement Accounts and Pensions in Networth

^ I'm not arguing with the definition of net worth. I'm questioning what you'd do with the information, especially when you are shooting for a particular retirement goal. My original question was "is it actionable?" When I plan for retirement, I think in turns of what sort of income I'm ho...
by Artsdoctor
Mon Nov 21, 2016 8:35 pm
Forum: Personal Finance (Not Investing)
Topic: Pre-tax Retirement Accounts and Pensions in Networth
Replies: 37
Views: 3692

Re: Pre-tax Retirement Accounts and Pensions in Networth

Is calculating net worth really actionable?. Of course it is. Your net worth tells you how close you are to your financial freedom day. This is a question which comes up a lot. Most people would not include the value of their residences in their portfolio because "you'd have to live somewhere....
by Artsdoctor
Mon Nov 21, 2016 8:28 pm
Forum: Investing - Theory, News & General
Topic: Tax loss BMBIX
Replies: 5
Views: 527

Re: Tax loss BMBIX

Would like to tax loss harvest BMBIX. Last purchase was less than six months ago. Does anyone know if they declare their dividends daily so part of the loss won't be disallowed? Can't find the info in the fund documents? Gasman, This might be worth a phone call. The prospectus says that the dividen...
by Artsdoctor
Wed Nov 16, 2016 1:00 am
Forum: Investing - Theory, News & General
Topic: Muni bonds are getting killed. Are you bailing out?
Replies: 75
Views: 9825

Re: Muni bonds are getting killed. Are you bailing out?

There is some trickiness involved with selling muni bonds at a loss: If tax-free interest is received on shares held 6 months or less, which is subsequently sold at a loss, then the basis of the shares must be decreased by the amount of the exempt interest in calculating the loss (on Form 8949, Sal...
by Artsdoctor
Tue Nov 15, 2016 7:18 pm
Forum: Investing - Theory, News & General
Topic: Muni bonds are getting killed. Are you bailing out?
Replies: 75
Views: 9825

Re: Muni bonds are getting killed. Are you bailing out?

Yes! I bailed. I made a large purchase about a month ago into the national intermediate muni fund and got CRUSHED! Consequently, I sold it at a loss--and moved it directly to the California intermediate fund. If this downward spiral continues relentlessly, I will then bail again in December--right b...
by Artsdoctor
Tue Nov 15, 2016 7:13 pm
Forum: Investing - Help with Personal Investments
Topic: Why is Vanguard Roth IRA conversion value of TIPs lower than their market value?
Replies: 17
Views: 1068

Re: Why is Vanguard Roth IRA conversion value of TIPs lower than their market value?

How many TIPS do you have in the tIRA account? Did you by any chance forget to select one TIPS for conversion? Vanguard requires that the entire TIRA be converted to a Roth if it holds only bonds. You can't do a partial conversion by selecting only certain TIPS. Therefore the total TIRA value is th...
by Artsdoctor
Mon Nov 14, 2016 3:48 pm
Forum: Investing - Theory, News & General
Topic: Adding to interm. Term muni VWIUX (MUB dropping fast)
Replies: 5
Views: 763

Re: Adding to interm. Term muni VWIUX (MUB dropping fast)

Some people find that looking at the "duration" listed on the Vanguard website can help you decide if the fund is right for you. Duration is a measure of volatility, but one can also use it to determine if investing in a particular bond is right for your current needs. For example, if the ...
by Artsdoctor
Sun Nov 13, 2016 5:21 pm
Forum: Investing - Help with Personal Investments
Topic: For ease of TLH, divide taxable & tax-advantaged between Fidelity and Vanguard?
Replies: 19
Views: 1140

Re: For ease of TLH, divide taxable & tax-advantaged between Fidelity and Vanguard?

If your DAF is at Fidelity, it's easy enough to move appreciated Vanguard shares to your Fidelity Charitable. It is true that Fidelity and Vanguard won't be monitoring your transactions in various separated accounts. It would most likely require an audit to pick up wash sales if you split transactio...
by Artsdoctor
Sun Nov 13, 2016 1:52 pm
Forum: Personal Finance (Not Investing)
Topic: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?
Replies: 70
Views: 6600

Re: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?

If you really take a look at the OP's questions, he's not asking IF he should take the loan, but HOW. Let's assume he, his dad, and his aunt are all able to make decisions. The question then becomes how to do it. There are several general ways to handle it, but without getting into the psychosocial ...
by Artsdoctor
Sat Nov 12, 2016 8:26 pm
Forum: Personal Finance (Not Investing)
Topic: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?
Replies: 70
Views: 6600

Re: Wealthy aunt is willing to allow me borrow $$ for medical school. How to best approach this?

Technically, she can't simply loan you $150,000 (or so) without charging you interest. If she were audited, there may be unintended consequences (you can search for this on multiple sites). You may want to check out the IRS going rates for family and friends: https://apps.irs.gov/app/picklist/list/f...
by Artsdoctor
Sat Nov 12, 2016 8:13 pm
Forum: Personal Finance (Not Investing)
Topic: Determining the Cost Basis of a house, from 1966 ?
Replies: 22
Views: 2558

Re: Determining the Cost Basis of a house, from 1966 ?

There's too much information missing here. Is the house in a community property state? This is a significant factor in the stepped up basis amount. What is the house worth now? There's going to be a minimal headache if it's going to sell for $200,000, but could be a huge migraine if it sells for ove...
by Artsdoctor
Sat Nov 12, 2016 7:55 pm
Forum: Investing - Theory, News & General
Topic: Mark your calendar for year-end fund distributions
Replies: 17
Views: 1895

Re: Preliminary capital gains estimates

^ I agree with this. I've had the CA intermediate term fund for so many years and don't remember a single capital gain distribution, although I could be wrong. It stands to reason that long-term bond funds, in a falling rate environment would be more susceptible to capital gains distributions.
by Artsdoctor
Fri Nov 11, 2016 9:38 am
Forum: Investing - Theory, News & General
Topic: Mark your calendar for year-end fund distributions
Replies: 17
Views: 1895

Re: Preliminary capital gains estimates

Interesting to see that the VG Institutional Index has an upcoming estimated CG distribution of 0.28%. This is a 500 index fund with Institutional share classes only; it is NOT simply another share class of the 500 index for peasant investors (Investor, Admiral, ETF). So it doesn't share in the cre...
by Artsdoctor
Thu Nov 10, 2016 1:59 pm
Forum: Investing - Help with Personal Investments
Topic: Wash sales with HSA?
Replies: 6
Views: 594

Re: Wash sales with HSA?

I think you have a great question. If you take a look at IRS Publication 550, you'll find the definition of a wash sale in Chapter 4. It would seem incredibly clear when it comes to retirement accounts--except it's not. It is very clear that you cannot simply sell VTI at a loss in your taxable accou...
by Artsdoctor
Sun Nov 06, 2016 12:55 pm
Forum: Personal Finance (Not Investing)
Topic: Considering a 10% down vs. doctor's mortgage
Replies: 24
Views: 2326

Re: Considering a 10% down vs. doctor's mortgage

I'm not sure we used a "doctor's mortgage" but we definitely took advantage of a program Chase was offering when we were starting out and again when we moved to California. They offered a traditional mortgage (jumbo) at 80% of the home's value, and then followed it with a loan that was 10%...
by Artsdoctor
Sat Nov 05, 2016 5:44 pm
Forum: Investing - Help with Personal Investments
Topic: How to handle Employer's healthcare (HSA) dollars?
Replies: 10
Views: 1183

Re: How to handle Employer's healthcare (HSA) dollars?

It might also sway you one way or another if you decide that you're going to invest your HSA contributions. If so, don't forget that all of your dividends and gains will be tax-free. If your employer pays your premiums, perhaps it'll allow you to save in your taxable account--but you'll be paying ta...
by Artsdoctor
Sat Nov 05, 2016 5:37 pm
Forum: Personal Finance (Not Investing)
Topic: HSA - Can I contribute the max?
Replies: 11
Views: 1032

Re: HSA - Can I contribute the max?

This is a goal for many who have HSAs. But I think you'll be surprised that after many years of faithfully contributing maximum levels (plus catch-ups in some cases) and letting your account grow in suitable investments, one could find himself as having "excess funds" in the account... Th...
by Artsdoctor
Tue Nov 01, 2016 4:46 pm
Forum: Investing - Help with Personal Investments
Topic: HSA Family $6,750 limit questions
Replies: 100
Views: 5676

Re: HSA Family $6,750 limit questions

Chris, I think your examples are great. The second scenario is especially on-point. I believe the reason this thread may have been overly complicated is because the definition of Family Plan was not clearly defined at the beginning. Some people believe that if your plan MAY cover family members, it ...
by Artsdoctor
Sat Oct 29, 2016 7:15 pm
Forum: Investing - Help with Personal Investments
Topic: VWITX (Muni Bond) Tax Loss Harvesting
Replies: 7
Views: 864

Re: VWITX (Muni Bond) Tax Loss Harvesting

^ There would be no reason for Vanguard to enforce something like this. If you could be provide a screen of Vanguard's message, it would be helpful.
by Artsdoctor
Sat Oct 29, 2016 4:45 pm
Forum: Investing - Help with Personal Investments
Topic: VWITX (Muni Bond) Tax Loss Harvesting
Replies: 7
Views: 864

Re: VWITX (Muni Bond) Tax Loss Harvesting

Interest is compounded daily and you see the amount on the website. So you're not subject to the 60-day rule of some tax-exempt investments. I don't see a problem here.
by Artsdoctor
Thu Oct 27, 2016 1:55 pm
Forum: Investing - Help with Personal Investments
Topic: HSA Family $6,750 limit questions
Replies: 100
Views: 5676

Re: HSA Family $6,750 limit questions

Regarding the baby, you may really want to compare plans. It may be more affordable to have the baby on the Kaiser plan because I suspect all of those well-baby visits including vaccinations are going to be covered. But you're right regarding individual versus family. It doesn't matter who the secon...
by Artsdoctor
Thu Oct 27, 2016 1:49 pm
Forum: Investing - Help with Personal Investments
Topic: HSA Family $6,750 limit questions
Replies: 100
Views: 5676

Re: HSA Family $6,750 limit questions

So it sounds as if the issue has been resolved (I think?). The OP's wife will have a FAMILY HDHP because she is adding him to her plan. Therefore, she will be able to contribute $6,750 to her HSA. The OP will use his employer's plan as his primary plan, and have his wife's plan as his secondary. Sh...
by Artsdoctor
Thu Oct 27, 2016 1:46 pm
Forum: Investing - Help with Personal Investments
Topic: HSA Family $6,750 limit questions
Replies: 100
Views: 5676

Re: HSA Family $6,750 limit questions

^ The point I'm trying to make is that the wife has to add him to her coverage. Here, it's fortunate that he will not have to pay anything additional for this (which is pretty unusual but a good deal). She cannot have a family plan if there's only one person on the plan.

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