Random Roger's Retirement Planning

MAY 19, 2025

From 2000 to 2019, Swensen outperformed 14 times. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation. And plugging into Testfol.io which goes back further and comparing it to VBAIX. From 2020 on, VBAIX outperformed four times.

Risk Tolerance

Carson Wealth

NOVEMBER 11, 2024

Stocks Loved the News Optimism over lower taxes, deregulation, animal spirits and improved small business confidence all sparked a huge stock rally the day after the election, with the Dow up more than 1,500 points for the fourth-largest point gain ever, while the 3.6% gain was the best in exactly two years.

Marketing

Random Roger's Retirement Planning

JULY 14, 2025

Also fire related, Walker Fire will be upgrading one of our water tenders (2000 gallon water truck) in the next year or so and I'd be able to take that out if we needed. Our Airbnb covers about 2/3rd of our current monthly expenses plus less frequent expenses like property tax and insurance.

Retirement

Yardley Wealth Management

JULY 9, 2025

For example, the Russell 2000 is an index for small-cap stocks, while the Wilshire 5000 covers almost all publicly traded companies in the U.S. That means the index can fall harder and faster during market downturns. 14 That was seen in the first half of 2020, when the Nasdaq Composite led the way down as U.S.

Marketing

The Big Picture

MARCH 4, 2025

So taxes and bonds for sure. So kind of an, you know, easy transition taxes and bonds to, to corporate bonds. Barry Ritholtz : And, and just for the youngsters listening, 25 or so years ago, high rated municipal tax free bonds were yielding five, 6% maybe more, maybe Melissa Smith : More. 00:21:36 [Speaker Changed] Huh.

Banking

Random Roger's Retirement Planning

MAY 3, 2025

We had a lost decade from 2000-2009 but there were several years that stocks went up kind of lot. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation. Portfolio 3 is sort of close to what we blog about regularly.

Portfolio

Investing Caffeine

MAY 1, 2025

Dot-Com Bubble: The Hottest Market Ever (2000) In March 2000, at the peak of the tech bubble, Money magazine ran a cover story: How to Invest in the Hottest Market Ever. Once again, the media acted as a perfect contrarian indicator with the Dow quadrupling over the next decade. Weeks later, the bubble burst.

Media

The Big Picture

FEBRUARY 25, 2025

They gave up a third of gains through mistakes, taxes, and costs. But candidly, investing is gonna change so much that if you take the lessons that you’re learning for how to do it in the sixties and try to transport those into the 2000 and twenties, you’re gonna pay a terrible price. Investors had underperformed by 6.5%

Investing

The Big Picture

JANUARY 21, 2025

You, you wrote at the journal through the.com implosion as well as the whole runup to 2000 September 11th, the great financial Crisis. I did it in 2000, 2002. So we are talking about things in what I consider personal finance, home ownership, social security, tax management, estate planning and so on. Right, right.

Investing

Random Roger's Retirement Planning

AUGUST 10, 2025

If you weren't in markets 25 years ago or don't remember, sitting on the mountain top of early 2000, that these four stocks would compound negatively for the next ten years was unfathomable. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation.

Portfolio

Random Roger's Retirement Planning

JUNE 18, 2025

If you're 85 and very fit but out of money, whether you outperformed from 1990 to 2000 means nothing. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation.

Portfolio

Mr. Money Mustache

FEBRUARY 25, 2025

For example, if the house brings in $2000 per month ($24,000 each year) and the sale price is $240,000, the next investor is buying a business with a price-to-earnings ratio of 10, because 240k/24k=10. But if you manage to convince someone to hand over $480,000 for that same house, youve sold at a P/E of 20.

Marketing

Investing Caffeine

DECEMBER 2, 2024

For starters, we are coming off a fresh election last month, and the majority of Americans decided to vote for the new administration that has promised additional stimulative tax cuts, and deregulation. If these promises come to fruition, these changes could augur well for corporate profits and a rising stock market.

Marketing

Random Roger's Retirement Planning

DECEMBER 23, 2024

10,000 invested on November 30, 2000 would have grown to $50,820 according to testfol.io. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation. Going back 24 years, VBAIX compounded at 6.99%.

Sales

Cornerstone Financial Advisory

DECEMBER 2, 2024

Small-cap stocks continued their month-to-date surge as the Russell 2000 Index rose to an all-time high. Treasury note yield is expressed in basis points. Tariff Talk Some of the post-election rally has been driven by investor expectations for less regulation and lower corporate taxes proposed by the incoming administration.

Marketing

The Big Picture

APRIL 7, 2025

Most corporate executives thought we would be getting tax cuts, deregulation, and a business-friendly environment. These are a tax on consumers and businesses that will make everything they purchase from overseas much more expensive. This market has been trying to digest a series of unexpected policy disappointments.

Taxes

The Big Picture

APRIL 8, 2025

Barry Ritholtz : Well, that was sweet of them to do it that way… You know, I have a vivid recollection from the people I, we, we were talking about Josh Frankel and Dave Rosenberg, and I know a lot of Rich Bernstein, all these people I know from the 2000 Era Merrill Lynch. You guys offer the full suite of services. I can work with that.

Asset Allocation

The Big Picture

JANUARY 29, 2025

We had the super boom in the 90s into 2000. Barry Ritholtz : Plus it does take a little while for things like fiscal spending and tax cuts to make its way through the economy. I’m going to act the whole four-year cycle, which I always keep in my desk. You can refer to it yourself. Was it still a good year? Part of it.

Investing

The Big Picture

JULY 15, 2025

For instance, if you had bought Nasdaq, or even the S and PETF in March of 2000 for sure. 00:31:26 [Speaker Changed] Yeah, so I, I wrote a book in 2000, so 25 years ago. Although we get great tax and cost benefits with ETFs, how much of this is just simply comes down to human behavior and human nature. It’s crazy nonsense.

Numbers

Random Roger's Retirement Planning

AUGUST 4, 2025

IYW started trading just after the 2000 peak and BALT just started in 2021. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation. IRL, putting 80% into one low volatility strategy seems insane to me.

Clients

Random Roger's Retirement Planning

FEBRUARY 28, 2025

If you have a taxable portfolio of at least $1 million where selling or rebalancing would hit very hard tax-wise, you can exchange your portfolio for shares in a 351 ETF. Most of us of course lived through that from 2000 through to 2009. 351's are kind of like 1031 exchanges in real estate.

Portfolio

Random Roger's Retirement Planning

DECEMBER 2, 2024

If you put 3% into Ariba Networks into a diversified portfolio in 2000 or bought a house you could comfortably afford in 2007 then you had a setback but weren't blown up. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation.

Taxes

Carson Wealth

AUGUST 11, 2025

In fact, the One Big Beautiful Bill Act (“OBBBA”) is expected to spur further investment spending, as it provides tax relief for companies that frontload investments, freeing up cashflow. This underlines the opportunities from the tax bill that we discussed in our 2025 Outlook, and more recently in our 2025 Midyear Outlook.

Economy

Carson Wealth

MARCH 7, 2025

Think of it like a one-time increase in the sales tax. since election day, while the small cap Russell 2000 index is down 7.6%. But there were opportunities too, including potential rate cuts by the Fed and favorable tax policy from Congress. This is not intended to provide specific legal, tax, or other professional advice.

Economy

The Big Picture

MAY 27, 2025

He began with a single restaurant, a single cookie store, and eventually parlayed that into a series of acquisitions, mergers, expansions, ultimately leading to the Panera Bread concept, which now has 2000 locations and does about six and a half billion dollars. And I was able to tax campus co-op. I taxed the student body.

Food

The Big Picture

MAY 20, 2025

We can go deeper on small, you go 00:21:27 [Speaker Changed] Micro cap and 00:21:28 [Speaker Changed] Deeper to a degree, our benchmark is still the Russell 2000 value index. It’s been helpful for the after-tax return of the shareholders. So we don’t duplicate that. So we’ve done that. So good for the advisor as well.

Management

The Big Picture

MARCH 17, 2025

You sit in a room all day doing tax returns or something, it’s just not, you know, that it seemed antisocial. A massive buildup in military, you know, couple of huge tax cuts deficits were increasing, the debt was increasing very rapidly. A third was a temporary tax cut. So what do taxes do? I do $200 billion.

Economy

Investing Caffeine

JULY 1, 2025

For context, that’s 40% more than the company spent over the entire 2000–2020 period combined. No information accessed through the Investing Caffeine (IC) website constitutes investment, financial, legal, tax or other advice nor is to be relied on in making an investment or other decision. In the U.S.,

Marketing

The Big Picture

JUNE 16, 2025

And if you just continued to dollar cost average for those 16 years, or from 2000 to 2013, when the market finally got over all its previous highs, that’s when you start to make a ton of money. 00:26:04 [Speaker Changed] Yeah.

Math

The Big Picture

MARCH 25, 2025

In 1999, 2000. And then when we saw that the customization that the tax management, that all of that would be really appealing to not only our advisors but to our advisors clients. The, the tax side of it was a game changer. Especially on the like tax alpha that you can generate. 00:45:06 [Speaker Changed] Yeah, yeah.

Management

Calculated Risk

NOVEMBER 11, 2024

For example, he promised no taxes on tips or overtime, the return of $2 gasoline, repealing and replacing the ACA, and deporting 20+ million people. The first graph shows single and multi-family housing starts since 2000. All of that is unlikely. For example, in 2016, I was positive on housing starts and new home sales.

Economics

Investing Caffeine

MARCH 3, 2025

In my more than three decades of investing, I have repeatedly encountered extensive segments of the financial markets that would qualify as speculative bubbles, whether it was subprime mortgages and credit default swaps (CDS) in the 2008 Financial Crisis, or dot-com companies in the 2000 bursting of the technology bubble.

Assets

Random Roger's Retirement Planning

JULY 11, 2025

Sidebar, if you were in markets in the late 90's into the early 2000's, that last line might remind you of Alberto Vilar saying that Yahoo was going to be the next Yahoo. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation.

Valuation

The Big Picture

FEBRUARY 20, 2025

After November 5, 2024, the Russell 2000 Index gained on hopes that the stated Trump policy would benefit smaller cap companies. These are likely to include large tax cuts (TCJA gest extended 5+ years) and a much M&A-friendlier FTC… More importantly, pay attention to the broader context of where we are today.

Media

Random Roger's Retirement Planning

AUGUST 1, 2025

It looks as though family and friends' contributions would not be tax deductible going in. Where coming up with an extra $5000 today might be difficult for a lot of people, lets assume $2000 instead. It looks like $2000 today would have been worth $181 in 1957 when this person was born.

Accounting

Random Roger's Retirement Planning

NOVEMBER 12, 2024

PKW has been about 2000 basis points better than SYLD. They are not intended to constitute legal, tax, securities or investment advice or a recommended course of action in any given situation. Shareholder yield and buybacks tracked very closely to each other which makes sense until very recently.

Numbers

The Big Picture

MAY 19, 2025

The sell-off began immediately after the vote;1 over the next five trading days, the S&P 500 fell 13.9%, the Nasdaq was right behind it at 13.5%, and the Russell 2000 crashed 18%. consumer VAT tax would reduce corporate revenues 10 to 20%, and profits 20 to 30% (or more). Market : Hold My Beer. ALL IN ONE WEEK.

Marketing