Archive for the Investing Category

March 26th, 2009

The Psychology of Automation: Building a Bulletproof Personal-Finance System 103 Comments

Topics: Automation, Investing

Actor faces

Too many choices. Using automation to reduce choices and dominate your money.

I have known Ramit Sethi for several years now, first through PBWiki, which he co-founded, and later as someone I turned to with questions about the world and workings of finance. In a world of gurus who promote one method of investing and then follow another, it was refreshing to talk with someone who was willing to share real numbers and case studies from their experiments.

Ramit and I have also able to share a bottle (OK, many bottles) of wine and laugh about the downstream effects of titles we’ve tested and chosen, as both of our book titles sound like scams to most people: The 4-Hour Workweek and I Will Teach You To Be Rich.

Despite this self-imposed handicap, Ramit’s blog and advice have been featured in media such as NPR, The New York Times, and Fortune magazine. I specifically asked him if I could excerpt a few of the diagrams and call scripts from his new book. He and I both share a love of templates that enable us (and others) to duplicate results without reinventing the wheel… Read More

March 3rd, 2009

How to Be Jason Bourne: Multiple Passports, Swiss Banking, and Crossing Borders 281 Comments

Topics: Geoarbitrage, Investing, Mini-retirements, Travel


Is it possible to become invisible without breaking the law? (Photo: gravitywave)

LOS ANGELES, MID-JUNE 2008

Sitting on a plush couch in the neon-infused nightclub, I asked again:

“What’s it about?”

Neil Strauss glanced around and looked nervous, which I found strange. After all, we’d known each other for close to two years now. In fact, he was – as New York Times bestselling author of The Game and others – one of the first people to see the proposal for The 4-Hour Workweek and offer me encouragement.

“C’mon, dude, give me a break. Don’t you trust me?”

“Guilt. That’s good. Use guilt,” Neil said. But the Woody Allen approach wasn’t working.

“I can’t let the meme out early” he said, “I trust you—I’m just paranoid,” he offered to no one in particular as he downed another RedBull. So I fired a shot in the dark.

“What, are you writing about the 5 Flags or something?”

Neil’s heart skipped a beat and he stared at me for several long seconds. He was stunned.

“What do you know about the 5 Flags?”

I was in.

The 5 Flags

Neil’s new book, Emergency, teaches you how to become Jason Bourne.

Multiple passports, moving assets, lock-picking, escape and evasion, foraging, even how to cross borders without detection (one preferred location: McAllen, Texas, page 390)–it’s a veritable encyclopedia of for those who want to disappear or become lawsuit-proof global citizens… Read More

January 16th, 2009

Rethinking Investing – Part 3 – Spotting Mistakes in Jon Stewart vs. Jim Cramer 73 Comments

Topics: Investing


The Daily Show: Jim Cramer Interview – Hulu. Having trouble? Try installing AnchorFree, and if that fails, get a taste with this clip.

The unanimous conclusion after stockmarket pundit Jim Cramer appeared on The Daily Show with Jon Stewart last week was: Jim got his ass kicked.

Be that as it may, were the facts straight? I will defer here to Mark Hanna, Trust Officer at Clayton Bank and Trust in Knoxville, TN. I first met Mark at the 2008 Berkshire Hathaway Annual Shareholder’s Meeting, where he was wearing a manager badge and discussing complex financial instruments.

Clayton Homes
was sold to Berkshire Hathaway in 2003, and founder Jim Clayton hired Mark to start a Trust Department within his bank — Clayton Bank and Trust — to manage proceeds from the sale. Mark didn’t want me to share his personal annualized track record, but trust me: it’s phenomenal… Read More

November 3rd, 2008

Rethinking Investing – Part 2 (Plus: Election Thoughts) 121 Comments

Topics: Investing


Successful “investing” requires some uncommon questions. (Photo: Me at Burning Man ‘08)

“If the market felt fidgety, if people were scared or desperate, he [senior Salomon Brothers bond trader] herded them like sheep into a corner, then made them pay for their uncertainty.”
-Liar’s Poker, Chapter: A Brotherhood of Hoods

Connecticut, 2003

There were 4-6 screens per person, and chairs were lined up at a single 30-foot desk in hierarchical pecking order. Commands would come down the line and trades were made.

“Who the f*ck are you?” asked one of seniors, swiveling back to his glowing screens before I could answer.

It was my first time inside one of the largest investment banks on the planet, and I was just observing a friend in the hopes of learning something. Before I knew it, lunch had arrived and a 20-minute break was announced in a poetic slew of 4-letter words.

“Name a company.” It was a voice I didn’t recognize, but it was clearly directed at me.
“Uh… sorry. Excuse me?” I asked to the room and no one in particular.
“Name a company.”
“Uh…”
“Any company — doesn’t matter.”
“OK. Ah… Genentech.” It was a shot in the dark with no rhyme nor reason.
“F*ck Genentech!!!” came the chorus.

“OK, we just sold 100,000 shares of Genentech. F*ck those guys. Lost a ton on them last week.”

100,000 shares of Genentech sold because a no-nothing guest had pulled the name out of thin air.

That was my introduction to how truly rigged the stock market is… Read More

October 21st, 2008

Rethinking Investing: Common-Sense Rules for Uncommon Times 111 Comments

Topics: Investing


I first saw this video at the May 2nd, 2008 Berkshire Hathaway shareholder meeting. Prophetic and not to be missed.

I’ve learned quite a few things in the last 18 months of exploring—and experimenting with—the world of investing. This post is my first attempt to share the findings.

The lessons have come from not just reading books, but trial and error, and picking the brains of some diverse and fascinating people:

-Warren Buffett, the richest man in the world, and CFOs/financiers at Berkshire’s portfolio companies
-Chief economists at top investments banks
-Dot-commers who have turned $40,000 into $2,000,000 in stocks using massive leverage
-Conservative entrepreneurs (still self-made millionaires) with all-bond portfolios
-Money managers of the ultra-rich and ridiculously famous
-Ivy league professors who not only trade options exclusively but also bet up to $500,000 per night as no-limit hold ‘em poker players.

In all cases, excluding blog reader feedback (how could I know?), the principles I will offer are from people who have made millions in their respective investments, not armchair quarterbacks (advisers) who take a management fee from the people willing to take real risks… Read More

October 18th, 2008

Investment Series Preview: The “Good Bye and F__k You” Letter 80 Comments

Topics: Investing


Is this a hedge fund manager? (photo: dannyhammontree)

I’m in the process of preparing a series of posts on the investment lessons I’ve learned in the last 18 months.

To preface the series with some humor (and insight), I thought one particular farewell letter would be appropriate. The author is hedge fund manager Andrew Lahde, who produced a one-year 866 percent return betting on the subprime mortgage collapse.

Today, he announced he was leaving the hedge fund business with a rather hysterical letter… Read More

June 11th, 2008

Picking Warren Buffett’s Brain: Notes from a Novice 153 Comments

Topics: Investing


The richest man in the world — $62 billion and counting. (Photo: CBS/AP)

“Excuse me. Where is the most difficult to reach microphone?”

I was out of breath from running up the steps but had managed to find one of the microphone stands, manned by two headset-wearing volunteers.

More than 10,000 people had waited on the sidewalks overnight to be first in the doors of the Berkshire Hathaway annual shareholder meeting, and I had made a choice: I would go for the mics instead of the front row.

Given a choice of shaking Warren Buffett’s hand for a five-second photo op or asking him a question, I opted for the latter, and in ten seconds, I’d be sprinting to the corner of the top floor. After all, lunch with Buffett once auctioned off for $620,100, and I’d planned it all out.

These are my notes on what happened and what I learned… Read More

May 7th, 2008

Lifestyle Investing: “Compound Time” Like Compound Interest? 103 Comments

Topics: Investing, Outsourcing Life

berkshire-hathaway-vs-nasdaq.jpg
Berkshire Hathaway vs. Nasdaq (orange), 1984-2004

I met David Hassell in Omaha at the Berkshire Hathaway annual shareholder meeting, and he asked me an interesting question:

Do you think that the value of time can compound like interest?

Three glasses of wine into a post-event party with Cirque du Soleil performers, I didn’t have a good answer, but David recently sent me a thought-provoking e-mail I thought I’d share. Read More

April 20th, 2008

Is Venture Capitalism Dead? Not Yet. Advice from Kleiner Perkins, Hummer Winblad, Shasta Ventures, and Clearstone Venture Partners 40 Comments

Topics: Interviews, Investing


The legendary John Doerr of venture capital firm Kleiner Perkins. (Photo: Thomas Hawk)

Total read time: 12-15 minutes.

The Indus Entrepreneurs (TiE) has mentored some of the most successful entrepreneurs in the world, including 7 of the Forbes Midas Touch members.

In fact, I volunteered for TiE when I first moved to Silicon Valley in 2000 to observe some of the best and brightest in action. I’m not Indian, but entrepreneurship is entrepreneurship. Consider this:

Today, TiE events are a parade of the Who’s Who among CEOs and VCs of Silicon Valley, from founding Sun Microsystems CEO… Vinod Khosla to former McKinsey CEO Rajat Gupta to former Hotmail founder Sabeer Bhatia, who sold his company to Microsoft in 1998 for $400 million. “TiE is the best kept secret,” says Bhatia, who in April launched a new startup InstaColl. Others jokingly call TiE “the Indian Mafia”, the invisible hand behind at least 300 startup companies at any given moment…

In expectation of TiE’s annual conference on entrepreneurship, TiECON 2009 (May 15/16), I asked four of its members, all accomplished venture capitalists at some of the world’s most prestigious firms, to answer questions about start-ups and finance that 35,000+ of you suggested via Twitter, plus a few I wanted to add. The questions include, among others:

What is the best pitch meeting that you remember and why?
What are the most common mistakes or assumptions smart founders make in pitch meetings with VCs?
What unfavorable terms do founders often miss or underestimate in term sheets?
How can someone get you to look at a business plan if they don’t know anyone in your network (e.g. outside Silicon Valley elite, didn’t go to Stanford)?

At the roundtable:

- Prashant Shah, Managing Director at Hummer Winblad
- Ajit Nazre, Kleiner Perkins
- Anil Patel, Principal at Clearstone Venture Partners
- Ravi Mohan, co-founder of Shasta Ventures
Read More