Search found 352 matches

by chicagoan23
Thu Dec 12, 2019 3:56 pm
Forum: Personal Consumer Issues
Topic: Day Trip to Downtown Chicago
Replies: 47
Views: 2020

Re: Day Trip to Downtown Chicago

Traffic coming into the city on a weekday is bad from 7 AM to 11 AM and then from 2 PM to 7 PM going back out. You will hit traffic. That stretch of I-80 is probably my least favorite road in the world and is loaded with semi trailers in the mornings. It's a massive bottleneck. Just accept that you ...
by chicagoan23
Mon Nov 04, 2019 4:56 pm
Forum: Personal Finance (Not Investing)
Topic: BigLaw Junior - Portfolio Review and General Investing Strategy
Replies: 9
Views: 931

Re: BigLaw Junior - Portfolio Review and General Investing Strategy

A lot of your answer will depend on your TRUE career path. If you are certain that you are not going to be in a BigLaw firm in five years, then your #1 priority should be to reduce taxes, which is currently your biggest expense. Traditional 401(k) plan, plus HSAs, plus anything else you can find tha...
by chicagoan23
Tue Oct 29, 2019 9:01 am
Forum: US Chapters
Topic: Post your Financial Milestone Announcements Here
Replies: 1081
Views: 149856

Re: Post your Financial Milestone Announcements Here

What a fantastic and inspirational post! Congratulations on hitting such a huge milestone! We also began our financial journey $100K in the red due to student loans and have now crossed a $600K net worth in just over five years, almost completely due to all of the excellent advice and guidance from...
by chicagoan23
Tue Oct 29, 2019 6:07 am
Forum: US Chapters
Topic: Post your Financial Milestone Announcements Here
Replies: 1081
Views: 149856

Re: Post your Financial Milestone Announcements Here

Good morning Bogleheads! This morning I felt like a kid on Christmas as I waited to see our accounts update from yesterday. There it is..... our net worth is now $2,000,529.13! 20 years ago or so our net worth was at negative $100k thanks to student loans; 10 years ago coming out of the Great Recess...
by chicagoan23
Fri Sep 13, 2019 9:51 pm
Forum: Personal Consumer Issues
Topic: Advice on southern Italy trip November
Replies: 25
Views: 2254

Re: Advice on southern Italy trip November

There are several lovely farm towns on the trip south from the Amalfi Coast. Two of them are Oliveto Citra and Sassano. My grandparents came from there; if you have Italian heritage and can “walk the streets” your ancestors did, it is well worth the experience. Campania has many charms.
by chicagoan23
Tue Aug 20, 2019 2:33 pm
Forum: Personal Consumer Issues
Topic: Chicago - What to see, do & eat in two days
Replies: 71
Views: 4109

Re: Chicago - What to see, do & eat in two days

4 kids under 9? Then Navy Pier ain't so bad. It's an easy walk from where you're staying, plus a lot of boat tours/water taxis leave from there. The Children's Museum is nice there if the weather sucks. I'd recommend hoofing it over to Navy Pier, maybe taking your kids on the SeaDog one day. The Ar...
by chicagoan23
Tue Aug 13, 2019 10:29 am
Forum: Personal Investments
Topic: Should Bonds be removed from Asset Allocation
Replies: 49
Views: 3735

Re: Should Bonds be removed from Asset Allocation

This is hilarious. Do you really think that you know what the markets are going to do so well that you see a functional difference between 2840 and 2820? What size is your portfolio that you are making 20-30% swings with? And what are you going to do with your *five-year* CD fixed at 3.1%? Do you t...
by chicagoan23
Tue Aug 13, 2019 9:08 am
Forum: Personal Investments
Topic: Should Bonds be removed from Asset Allocation
Replies: 49
Views: 3735

Re: Should Bonds be removed from Asset Allocation

Not sure what you are insinuating about me but if you didn't expect me to respond and I responded then when the bond bubble pops you won't expect that to happen either. I was insinuating nothing. Instead, I was asking about your asset allocation. "What was it before? What is it now? What has to hap...
by chicagoan23
Tue Aug 06, 2019 12:09 pm
Forum: Investing - Theory, News & General
Topic: HEDGEFUNDIE's excellent adventure [risk parity strategy using 3x leveraged ETFs]
Replies: 3353
Views: 309556

Re: HEDGEFUNDIE's excellent adventure [risk parity strategy using 3x leveraged ETFs]

I don't have any technical analysis or additional tweaks to the system but still wanted to share.....I had been waiting for a slight equities pullback to implement this strategy in my Roth IRA. I put 40% in UPRO on August 1, which is now down 11% in 3+ days(!!!) And yet with the 60% in TMF up 8.6% i...
by chicagoan23
Tue Jul 16, 2019 10:36 am
Forum: Investing - Theory, News & General
Topic: Will you buy Total Bond with a negative yield?
Replies: 112
Views: 13300

Re: Will you buy Total Bond with a negative yield?

What am I missing? Maybe that rates may not continuously fall forever? As I understand it people buy low or zero or even negative rate bonds because they think interest rates will fall further, and thus their bonds will be worth more. Certainly that is the reason that some do, not sure if that is t...
by chicagoan23
Tue Jul 16, 2019 6:13 am
Forum: Investing - Theory, News & General
Topic: Will you buy Total Bond with a negative yield?
Replies: 112
Views: 13300

Re: Will you buy Total Bond with a negative yield?

I really don’t understand the answers to this question and feel I must be missing something. I would absolutely buy and own bonds that have a negative rate. If they have a negative rate and then rates decline further, those bonds are worth more, correct? Say you pay $1,005 for a 1-year Treasury that...
by chicagoan23
Tue Jul 09, 2019 5:36 pm
Forum: Personal Investments
Topic: Portfolio Review for 35 year old; Early Retirement at age 55
Replies: 33
Views: 5397

Re: Portfolio Review for 35 year old; Early Retirement at age 55

New annual Contributions (84k per year) $56k his 401k ($19k Pre Tax, $13k Employer match, $24k After Tax contributions) $6k his IRA/Roth IRA $6k her IRA/Roth IRA $6k HSA $10k taxable (for retirement, not short term goals) This all looks great to me. Your contributions are maximized for the most tax...
by chicagoan23
Mon Jul 08, 2019 9:00 pm
Forum: Investing - Theory, News & General
Topic: Americans believe they need $1.7 million, on average, to retire
Replies: 284
Views: 30925

Re: Americans believe they need $1.7 million, on average, to retire

This is such crap, why do threads like this not get shut down? @mods? In other words, Schwab went out and asked people if they wanted $100K per year in retirement. They said yes. Then they backed into this number using average SSA benefits. Stop providing free advertising for the FI industry. I’ve ...
by chicagoan23
Fri Jul 05, 2019 7:09 pm
Forum: Personal Investments
Topic: Invest $2-3M now and how? Index vs self made stock portfolio? How's my Portfolio?
Replies: 111
Views: 7687

Re: Invest $2-3M now and how? Index vs self made stock portfolio? How's my Portfolio?

Is there really that much difference between the S&P 500 and the SG13 250? Chances are your very thought out stock picks won’t be that much different than the broader market. If you’re looking to beat the market because of your superior skill and business acumen, you should make big concentrated bet...
by chicagoan23
Thu Jul 04, 2019 7:50 pm
Forum: Personal Finance (Not Investing)
Topic: The Day Has Come - Hit Retirement Number - Now What?
Replies: 103
Views: 11468

Re: The Day Has Come - Hit Retirement Number - Now What?

As for your current job, you could just lay down on the job. Just coast. Work the absolute minimum. Wait for a severance. I'm a lawyer at a law firm. No work, no pay. Also, I've seen many attorneys shown the door over the years (mostly at my previous firm), but never one with a severance package. T...
by chicagoan23
Wed Jul 03, 2019 3:39 pm
Forum: Personal Finance (Not Investing)
Topic: The Day Has Come - Hit Retirement Number - Now What?
Replies: 103
Views: 11468

Re: The Day Has Come - Hit Retirement Number - Now What?

See if there is an opportunity for you to freelance in your field, perhaps even with your current employer. With no concern about income you can take on projects at your discretion. That way you’re still “working” to the world at large but maybe only a few hours per week. Make sure you get plenty of...
by chicagoan23
Tue Jul 02, 2019 2:29 pm
Forum: Personal Finance (Not Investing)
Topic: Where to park $50K for highest possible return but zero risk?
Replies: 32
Views: 6800

Re: Where to park $50K for highest possible return but zero risk?

5 year CD carries inflation risk. I would never park money for 5 years without some equities. 20% CD, 60% BND, 20% VTI. 5 years is a long time. Imagine completely missing all the appreciation of VTI from 2014 to today. I'm intentionally being controversial but I think everyone could benefit from ha...
by chicagoan23
Thu Jun 27, 2019 5:36 pm
Forum: Personal Finance (Not Investing)
Topic: Chase "You Invest" account - Biggest complaint
Replies: 24
Views: 3897

Re: Chase "You Invest" account - Biggest complaint

I just buy short term Treasury bills for cash that I don’t expect to need over the next few weeks/months. Zero transaction fees, zero principal risk, and easy liquidity if needed.
by chicagoan23
Thu Jun 27, 2019 6:34 am
Forum: Personal Finance (Not Investing)
Topic: Anybody else unable to afford a home/have six figure income?
Replies: 60
Views: 7547

Re: Anybody else unable to afford a home/have six figure income?

I'm 32 and not close to having $100,000 saved. Maybe by 35 I will, but that's assuming my expenses stay extremely low. I don't have debt, not married, I invest in 401k and Roth IRA, and have (depending on the month) close to $1000 leftover at the end of the month to play around with. Perhaps a lot ...
by chicagoan23
Tue Jun 25, 2019 11:11 am
Forum: Personal Finance (Not Investing)
Topic: Should I buy a condo in Chicago?
Replies: 52
Views: 5920

Re: Should I buy a condo in Chicago?

I have lost who is replying to who in the above, so have anonymized. The rule for cold weather cities is that they decline in population and economic importance*. Detroit is the poster child. But Buffalo, Cleveland, Akron, Cincinnati (to a lesser extent) etc. New York was once in that death spiral,...
by chicagoan23
Thu Jun 20, 2019 12:52 pm
Forum: Investing - Theory, News & General
Topic: Indexing VS. buying Berkshire Hathaway stock?
Replies: 34
Views: 3375

Re: Indexing VS. buying Berkshire Hathaway stock?

I think it makes sense to own some BRKB if you want some equity market exposure, but want to tilt towards “value “ stocks that have a great cash position and would presumably outperform the broader market in a down market. In normal conditions Berkshire would not grow nearly enough to keep up with t...
by chicagoan23
Thu Jun 20, 2019 12:09 pm
Forum: Personal Investments
Topic: High net worth individual seeks portfolio advice
Replies: 84
Views: 11591

Re: High net worth individual seeks portfolio advice

A lot of great pointers in this thread, and I appreciate that. I do have a few follow up questions. Why would anyone buy a 10 year treasury right now at 2.1% when you could get a 5 year CD at 3.15% from a 5 star rated bank (bankrate)? Is it because the treasury has less default risk or because it's...
by chicagoan23
Wed Jun 19, 2019 3:21 pm
Forum: Personal Investments
Topic: Tempted to market time bond fund
Replies: 15
Views: 1437

Re: Tempted to market time bond fund

And now, to many peoples’ surprise, there is talk of actually lowering interest rates again... A series of rate cuts over the next year or two has been the consensus view for the past five months at least. The rest of the world is cutting rates to zero and below. I would not expect a huge price dro...
by chicagoan23
Sun Jun 16, 2019 3:52 pm
Forum: Personal Investments
Topic: Professional in NYC - trying to figure out investment strategy
Replies: 27
Views: 4978

Re: Professional in NYC - trying to figure out investment strategy

Do you have access to an HSA? Any other vehicles for tax deferred savings? Taxes are probably your biggest single expense, and you should look to reduce them wherever possible. If you still consider your job stable you might also want to ease up on the emergency fund. For a single person with access...
by chicagoan23
Thu Jun 13, 2019 12:47 pm
Forum: Personal Investments
Topic: DIY for UHNW
Replies: 55
Views: 6692

Re: DIY for UHNW

At the UHNW level, I would consider diversifying to different countries. I would take $7-9 million (25% or so) and split it among custodians in Singapore, Switzerland and maybe one other wealth-friendly jurisdiction. You would need expert advice to do this and to comply with the US reporting require...
by chicagoan23
Thu Jun 13, 2019 11:50 am
Forum: Personal Investments
Topic: High net worth individual seeks portfolio advice
Replies: 84
Views: 11591

Re: High net worth individual seeks portfolio advice

First of all, thank you for all of the thoughtful replies. As I said in my post, I assumed that in my current understanding "I must be missing something", so I was not coming here thinking I had it all figured out as some of the snarkier replies seemed to imply. I want to clarify on some of the poi...
by chicagoan23
Wed Jun 12, 2019 5:19 pm
Forum: Personal Investments
Topic: High net worth individual seeks portfolio advice
Replies: 84
Views: 11591

Re: High net worth individual seeks portfolio advice

I understand the old advice "don't try to time the market" in general, but there are certain times where that would seem to be the exception such as when you're in the longest running bull market in history. Being that the average bull market has historically only lasted 4.5 years, statistically sp...
by chicagoan23
Mon Jun 10, 2019 5:20 pm
Forum: Personal Investments
Topic: Portfolio Review: New to VAS + Large Family
Replies: 10
Views: 863

Re: Portfolio Review: New to VAS + Large Family

2. We plan to use community college for first two years of college before moving our children to a state university. Should I continue to evenly fund these 529s or should I put a little more into the older kid’s plans since they will need the money sooner than the others? Or should I stay the cours...
by chicagoan23
Mon Jun 10, 2019 3:49 pm
Forum: Personal Consumer Issues
Topic: I'm thinking about buying a supercar anyone here done this and feedback?
Replies: 241
Views: 15536

Re: I'm thinking about buying a supercar anyone here done this and feedback?

I am now curious how much time some spend on worrying about what people may think of their choices in life? I raised a similar point, and struggled to word it correctly. One issue is what others think of you - I suppose the hope is that one has enough self confidence that what other's think of you ...
by chicagoan23
Mon Jun 10, 2019 9:00 am
Forum: Personal Consumer Issues
Topic: I'm thinking about buying a supercar anyone here done this and feedback?
Replies: 241
Views: 15536

Re: I'm thinking about buying an exotic supercar anyone here done this and feedback?

OP - You want to park a $200,000 car in a Denver neighborhood where your house is worth $550,000? Or did I read something wrong? $550K for a house in Denver isn't all that much and it might draw unnecessary attention. This seems like the right answer. If you make $5 million a year you can afford li...
by chicagoan23
Thu Jun 06, 2019 5:46 am
Forum: Personal Consumer Issues
Topic: Does a big family need 2 big cars? Question for 3 kid+ families
Replies: 58
Views: 4175

Re: Does a big family need 2 big cars? Question for 3 kid+ families

Get the bigger car. The concern is not if the van goes into the shop; the much bigger concern is taking multiple kids (including your kids’ friends) in each vehicle. You will need to have the ability to do that over the next 10 years. I have four kids between ages 12 and 6. We just got a CX-9 to go ...
by chicagoan23
Wed Jun 05, 2019 5:53 pm
Forum: Personal Investments
Topic: Play Money in Your Portfolio?
Replies: 12
Views: 993

Re: Play Money in Your Portfolio?

I have $10k that I play with, mostly on the triple leveraged stock ETFs that made HEDGEFUNDIE famous. That total is less than one half of one percent of my net worth, and .625% of my total portfolio. Small enough not to matter long-term, big enough to make a few hundred dollars on a good day when I ...
by chicagoan23
Sun Jun 02, 2019 3:43 pm
Forum: Personal Investments
Topic: Maximum amount of Tax Loss Harvesting advisable per year?
Replies: 27
Views: 1657

Re: Maximum amount of Tax Loss Harvesting advisable per year?

Slightly off topic, but has there been a definitive answer regarding wash sale rules and Index ETFs that track the same index but have different tickers? For example, VOO and SPY? I don’t want to sell but I have about $2k in losses and would take them if I can buy back a relatively identical fund im...
by chicagoan23
Sun May 26, 2019 11:05 am
Forum: Personal Finance (Not Investing)
Topic: 4M 70K expenses would you stop?
Replies: 153
Views: 18088

Re: 4M 70K expenses would you stop?

Not to belittle anyone but I believe people that work till they fall over is not fear because not enough money but greed, to have more then any one else and they have nothing else in life. Work is their identity and without structure is what they fear and that isn't a bad thing at all. At one time ...
by chicagoan23
Mon May 13, 2019 4:08 pm
Forum: Personal Investments
Topic: You Invest by JP Morgan Chase
Replies: 185
Views: 29728

Re: You Invest by JP Morgan Chase

Can any one confirm if merrill edge allows buying leveraged etf. I am trying to consolidate all my accounts (roth, taxable) in one place. I also have a small portfolio of Hedgefundie strategy (upro/tmf). I buy and sell SPXL and SPXS in Merrill Edge all the time, with no commission. It allows me to ...
by chicagoan23
Wed Apr 24, 2019 3:56 pm
Forum: Personal Investments
Topic: What to do? Sitting on the bench since October
Replies: 66
Views: 7693

Re: What to do? Sitting on the bench since October

I bet the OP was really happy on Christmas Day... Indeed. OP, I'm sure you thought that you had made a brilliant call by selling in October and that you would just wait for the end of the crash and put everything back in equities once we were down 50%. As noted repeatedly here, though, it's really ...
by chicagoan23
Tue Mar 05, 2019 3:47 pm
Forum: Personal Investments
Topic: Time to sack Warren Buffett?
Replies: 41
Views: 4450

Re: Time to sack Warren Buffett?

Owning a small chunk of Berkshire, and seeing that the last ten years returns are somewhat sketchy, at what point do I sell this stock? Not a new topic I am sure, but it seems to me that Buffett has some things really going against him and hence, me: 1) He is mentally sharp, but he eats terribly an...
by chicagoan23
Thu Feb 21, 2019 1:57 pm
Forum: Personal Finance (Not Investing)
Topic: Do tax accountants add any value?
Replies: 50
Views: 3807

Re: Do tax accountants add any value?

Ive always done my taxes myself via turbo tax. I’m by no means a tax guru but my tax situation is fairly simple and I enjoyed doing them myself. 2018 some changes took place, bought a house mid year. SALT and interest on mortgage is about below the standard deduction of 24k. I have some student loa...
by chicagoan23
Tue Feb 05, 2019 4:34 pm
Forum: Personal Investments
Topic: Best way to short the equity market
Replies: 130
Views: 10052

Re: Best way to short the equity market

If you guys were more open minded you would have considered my points that I raised a few months back and consider it. It would have saved your performance this year. Instead you stick with the crab mentality and continue to pull everyone down into the bucket when someone raises a point. I'll check...
by chicagoan23
Tue Feb 05, 2019 12:42 pm
Forum: Personal Investments
Topic: Best way to short the equity market
Replies: 130
Views: 10052

Re: Best way to short the equity market

If you guys were more open minded you would have considered my points that I raised a few months back and consider it. It would have saved your performance this year. Instead you stick with the crab mentality and continue to pull everyone down into the bucket when someone raises a point. I'll check...
by chicagoan23
Thu Jan 31, 2019 5:54 pm
Forum: Personal Investments
Topic: Lawyer looking for retirement strategy, etc. advice
Replies: 15
Views: 1680

Re: Lawyer looking for retirement strategy, etc. advice

Immediate problems that I see: The mortgage rates are very high, expense ratios are very high, value assigned to real estate seems very high, and lack of liquidity is very alarming. I would consider a cash-out refi on the house so you have more than $40k available. Borrow $500k, pay off the high rat...
by chicagoan23
Wed Jan 16, 2019 5:48 pm
Forum: Investing - Theory, News & General
Topic: John Bogle has died at age 89
Replies: 856
Views: 58187

Re: John Bogle is dead at 89

I offer my sincere condolences to his family and friends, especially those who were close to him and have done so much to help me on this site. RIP.
by chicagoan23
Sat Dec 29, 2018 11:44 pm
Forum: Personal Consumer Issues
Topic: Must sees in Kauai.
Replies: 39
Views: 2683

Re: Must sees in Kauai.

Heading to Kauai next week with CC miles! I'm finding mostly older posts on this site. Any updates? With DW and kids 10 & 12. Staying on East side with a rental car. Like the beach and hiking. Looks like this time of year the beaches on the South are best. Would love a helicopter ride but want this...
by chicagoan23
Thu Dec 20, 2018 7:37 pm
Forum: Investing - Theory, News & General
Topic: Who's buying today? where's all the "dry powder" folks at? :)
Replies: 255
Views: 25603

Re: Whose buying today? where's all the "dry powder" folks at? :)

I just did....will hit at market close. Money won't be needed for 20+ years, so, why not. Any insight or tips? Do many try to 'wait' for bottom? or buy on the way back up? (whenever that may be) Not market timing, just buying on sale. :moneybag I have a small “non-Boglehead” portion of my portfolio...
by chicagoan23
Thu Dec 20, 2018 5:36 pm
Forum: Personal Investments
Topic: Best way to short the equity market
Replies: 130
Views: 10052

Re: Best way to short the equity market

OK, ok I'm done poking the bear. This is getting to be nothing more than a good example of the telephone game. So many incorrect accusations above I can't even being and I'm not about to go back through the posts to clarify it. The fact is when yearend comes and you ask yourself how did my investme...
by chicagoan23
Thu Dec 20, 2018 4:28 pm
Forum: Personal Investments
Topic: Best way to short the equity market
Replies: 130
Views: 10052

Re: Best way to short the equity market

Quick update since I haven't posted since August. As previously discussed I decided against going short. I did go all treasury bills (ETF: BIL) as of 10/1/2018 when prices on the majority of major exchanges broke the 10-month moving average. Where this market goes from here I don't know. All I can ...
by chicagoan23
Thu Dec 20, 2018 2:21 pm
Forum: Personal Investments
Topic: Best way to short the equity market
Replies: 130
Views: 10052

Re: Best way to short the equity market

Quick update since I haven't posted since August. As previously discussed I decided against going short. I did go all treasury bills (ETF: BIL) as of 10/1/2018 when prices on the majority of major exchanges broke the 10-month moving average. Where this market goes from here I don't know. All I can ...
by chicagoan23
Tue Dec 18, 2018 6:44 am
Forum: Personal Finance (Not Investing)
Topic: Biglaw - nonequity partner base pay
Replies: 12
Views: 2365

Re: Biglaw - nonequity partner base pay

In Chicago I would say you are looking at $400k-$500k depending on your competition for the position and the desperation to get someone in.
by chicagoan23
Mon Dec 17, 2018 5:58 pm
Forum: Personal Investments
Topic: Bottom fishing
Replies: 28
Views: 3329

Re: Bottom fishing

I realize market timing is a folly. Nonetheless, the recent correction temps one to try to deduce market bottom, especially if you have a bunch of cash available to invest in the market Does anyone have any advice/tips on how to know when the market has bottomed out? Some have mentioned "follow-thr...
by chicagoan23
Wed Dec 12, 2018 4:16 pm
Forum: Personal Finance (Not Investing)
Topic: What percentage of your net worth is your home equity?
Replies: 309
Views: 24330

Re: What percentage of your net worth is your home equity?

Mine is around 28%, curious about other bogleheads. OP: I think the consensus is somewhere between 10% and 40% for most people, unless there was massive appreciation shortly after purchase and that appreciation outpaced the gains in your other assets. If you go much beyond 40% or 50%, you may be su...