Search found 23 matches

by jayboss
Mon Feb 22, 2021 8:49 pm
Forum: Investing - Theory, News & General
Topic: If you bought Bitcoin, when do you plan to sell?
Replies: 396
Views: 30562

Re: If you bought Bitcoin, when do you plan to sell?

I bought $5000 worth in November when it was at $13000ish. So basically I owned 1/3 of a bitcoin. My intentions were to hold it a decade. However, no one was expecting a 300% gain in 3 months and while I was willing to lose $5K if it went to zero, I was not willing to let 300% gains disappear after ...
by jayboss
Mon Jan 25, 2021 9:57 am
Forum: Personal Investments
Topic: Our full picture - turning to BHs as financial advisors
Replies: 24
Views: 2835

Re: Our full picture - turning to BHs as financial advisors

Nice job overall. I would try to get rid of that student debt. You have the means to do it in one year, but maybe do it over three years if you don't want to completely elliminate contributing to your long term(retirement) taxable account.
by jayboss
Sun Jan 03, 2021 8:06 pm
Forum: Personal Investments
Topic: Dunkin Donuts Stock
Replies: 3
Views: 812

Dunkin Donuts Stock

I have a small account for my kids that owned Dunkin Donuts shares. They went private and the shares were delisted last week and I'm wondering the tax implications now that I have the balance sitting in cash. Will it be subject to normal capital gains tax? Thanks very much.
by jayboss
Thu Nov 12, 2020 10:27 pm
Forum: Personal Investments
Topic: Extra or "play" money high risk/reward speculative moonshots... If you partake, what are you doing?
Replies: 17
Views: 2517

Re: Extra or "play" money high risk/reward speculative moonshots... If you partake, what are you doing?

I recently bought $5000 worth of bitcoin that I plan to hold at least ten years. I also have $10,000 for the occasional options trade. I have a robinhood account for my kids with individual stocks for them to learn about investing. Prob $6000 worth. The kids pick the stocks. They have DIS, MCD, NKE,...
by jayboss
Tue Nov 10, 2020 6:07 pm
Forum: Personal Investments
Topic: Best Order to Sell from Taxable
Replies: 8
Views: 1251

Re: Best Order to Sell from Taxable

I'm no expert(I'm an airline pilot), but if I needed to draw down a taxable account I would sell in this order.....anything with a loss, followed by long term gains and then short term gains. More importantly, what type of airplane are you getting? If it is for "business" you can get crazy...
by jayboss
Mon Oct 05, 2020 10:38 am
Forum: Personal Investments
Topic: Halfway to retirement (41), financial goals set, how to improve our prospects for success?
Replies: 21
Views: 4066

Re: Halfway to retirement (41), financial goals set, how to improve our prospects for success?

Best of luck, ChipShot. When you are asking the questions that you are, you've actually already won. Jayboss, way to go on your savings to date! It certainly hasn't been easy for us and has required discipline, so my congratulations to you and your family! While we are slowly readjusting to get to o...
by jayboss
Mon Oct 05, 2020 10:33 am
Forum: Personal Investments
Topic: Any other places to park cash?
Replies: 8
Views: 1459

Any other places to park cash?

I have a capital one 360 and a Marcus by Goldman online savings account that I keep cash in, however with the very low interest rates now, are there any better places to park my cash? This is money I will be using within three years so do not want to invest in the market. Bonds? CD Ladder? Money Mar...
by jayboss
Mon Sep 21, 2020 8:30 pm
Forum: Personal Investments
Topic: Halfway to retirement (41), financial goals set, how to improve our prospects for success?
Replies: 21
Views: 4066

Re: Halfway to retirement (41), financial goals set, how to improve our prospects for success?

I'm a similar age(39,39, 3 young kids) and same net worth, no nanny. Here are my thoughts. Take it for what it's worth! I'm 100% equities and starting at age 40, I will be gliding into bonds to be at roughly 50/50 by age 65. This is the age I plan to retire. 75/25 for you seems conservative at your ...
by jayboss
Fri Aug 28, 2020 1:17 pm
Forum: Personal Investments
Topic: So I had my free phone call from Personal Capital . . .
Replies: 43
Views: 6463

Re: So I had my free phone call from Personal Capital . . .

All, I'm a rare poster, but avid reader. I enjoy using the Personal Capital website, and as some of you may know, when your net worth passes the $1M mark (or at least I think that's the trigger point), Personal Capital schedules a free phone call to provide a portfolio review and make recommendatio...
by jayboss
Sun Apr 19, 2020 4:13 pm
Forum: Personal Investments
Topic: How to reinvest and allocate RMD's
Replies: 3
Views: 339

How to reinvest and allocate RMD's

Hello bogleheads, My mom and dad live on my mom's teacher pension and SS. She also has a 403b and is subject to RMD's. They DO NOT need the RMD income to live on and subsequently would like to reinvest it into some Vanguard Index Funds. I was thinking of recommending maybe 50% Vanguard Total Stock a...
by jayboss
Tue Oct 15, 2019 7:49 pm
Forum: Personal Investments
Topic: Pension rollover to IRA
Replies: 5
Views: 547

Pension rollover to IRA

Hello, My wife has the ability to take a small lump sum pension for a previous employer. It is $16,000. We can roll it into her IRA, however, we normally keep the balance at zero and every year contribute $6000 and convert to a ROTH IRA via the backdoor method. My understanding is that keeping the I...
by jayboss
Tue Jun 25, 2019 3:43 pm
Forum: Personal Finance (Not Investing)
Topic: Backdoor Roth Gone?
Replies: 4
Views: 1128

Backdoor Roth Gone?

Hello, For the past few years my wife and I have done the backdoor Roth conversion b/c of exceeding the Roth contribution income limits. I'm no tax expert by any means, but I've heard twice now in the last few weeks in conversation that utilizing this strategy may be gone b/c of the new tax laws pas...
by jayboss
Sun Mar 17, 2019 4:30 pm
Forum: Personal Finance (Not Investing)
Topic: Wife's Whole Life Policy
Replies: 5
Views: 837

Re: Wife's Whole Life Policy

I believe the options in the bottom part of the picture show what the cash value is if I stop paying and also if I keep paying the premium.

If I take the $25,xxx cash value, wouldn't I lose out on the death benefit?

Just trying to figure out best option.
by jayboss
Sat Mar 16, 2019 7:41 pm
Forum: Personal Finance (Not Investing)
Topic: Wife's Whole Life Policy
Replies: 5
Views: 837

Wife's Whole Life Policy

Hello Boglehead Friends, Here is the situation. My wife and I are typical boglehead style investors and practitioners. We have low cost funds, etc and we have a few TERM life insurance policies. My wife's dad bought her three whole life policies between 2001-2005 that he has been paying premiums on ...
by jayboss
Tue Jan 29, 2019 1:53 pm
Forum: Personal Finance (Not Investing)
Topic: Max out retirment funds before saving for kid's college?
Replies: 54
Views: 2774

Re: Max out retirment funds before saving for kid's college?

Fund your retirement first. Then go to the 529's. Instead of buying life insurance for them, simply take that $80/mo and buy the S&P 500 for them either in a fund in your name, or in a custodial account for them that they have complete control over at age 18. You'll prob do just as well if not b...
by jayboss
Wed Nov 01, 2017 9:05 am
Forum: Personal Investments
Topic: Mom's 403b and Required Minimum Distribution(RMD)
Replies: 9
Views: 1146

Re: Mom's 403b and Required Minimum Distribution(RMD)

Have they (you) considered Roth IRA conversion from the 403b? We haven't considered that. Wouldn't that result in a very large tax bill on a $600K account? If they are in a 25% bracket that would be $150K, right? I don't think they are in a position to pay that kind of tax bill all at once. Am I ri...
by jayboss
Tue Oct 31, 2017 9:00 pm
Forum: Personal Investments
Topic: Mom's 403b and Required Minimum Distribution(RMD)
Replies: 9
Views: 1146

Mom's 403b and Required Minimum Distribution(RMD)

Hello all, My Mom and Dad are both retired. They live entirely off of my Mom's pension as an NYC teacher. She has about 600K in her 403b as well. In about a year and a half she will be required to take RMD's. My parents look at the 403b as their "long term care" fund. They do not need the ...
by jayboss
Sun Feb 12, 2017 4:55 pm
Forum: Personal Investments
Topic: Liquidating Taxable account to Fund a Roth IRA
Replies: 10
Views: 1395

Re: Liquidating Taxable account to Fund a Roth IRA

Hi everyone, Heres my scenario. I have a taxable act with about 220K in it all of which are in vanguard index funds. 70K of that is long term capital gain. No short term. Every year I am receiving about 3000-4000 in dividends. I am 35 years old and will have three kids in college beginning in about...
by jayboss
Sun Feb 12, 2017 4:29 pm
Forum: Personal Investments
Topic: Liquidating Taxable account to Fund a Roth IRA
Replies: 10
Views: 1395

Re: Liquidating Taxable account to Fund a Roth IRA

I understand that you must have salary or wages to cover the amount moved into the Roth IRA up to the annual limit/year. (Taxable account can't be converted like a regular IRA but you can juggle living on the taxable account proceeds in order to free up wages on which you pay income tax this year t...
by jayboss
Sun Feb 12, 2017 4:18 pm
Forum: Personal Investments
Topic: Liquidating Taxable account to Fund a Roth IRA
Replies: 10
Views: 1395

Re: Liquidating Taxable account to Fund a Roth IRA

I understand that you must have salary or wages to cover the amount moved into the Roth IRA up to the annual limit/year. (Taxable account can't be converted like a regular IRA but you can juggle living on the taxable account proceeds in order to free up wages on which you pay income tax this year t...
by jayboss
Sun Feb 12, 2017 4:04 pm
Forum: Personal Investments
Topic: Liquidating Taxable account to Fund a Roth IRA
Replies: 10
Views: 1395

Liquidating Taxable account to Fund a Roth IRA

Hi everyone, Heres my scenario. I have a taxable act with about 220K in it all of which are in vanguard index funds. 70K of that is long term capital gain. No short term. Every year I am receiving about 3000-4000 in dividends. I am 35 years old and will have three kids in college beginning in about ...
by jayboss
Sun Nov 25, 2012 8:08 pm
Forum: Personal Finance (Not Investing)
Topic: No 401K avail at work....what to do?
Replies: 7
Views: 1982

No 401K avail at work....what to do?

Hello, I have a great job, but it is for an overseas corporation. Because of that I do not have access to any sort of tax advantaged retirement savings except for two Roth IRA's that my wife and I have. Contributing 5K each a year is not sufficient as w have been saving about 30K+/yr total. Does any...
by jayboss
Sat Nov 17, 2012 8:35 pm
Forum: Personal Investments
Topic: Portfolio Review
Replies: 5
Views: 707

Portfolio Review

Hello Everyone, I'm new to the bogleheads forums but not new to Vanguard index funds. I was wondering if I could run my general financial picture by you all and perhaps get some tips on investment ideas. Here is my situation: Age: Both my wife and I are 31. Debt: 380/mo car and 409K mortgage at 3.87...