writing » Oddhead Blog

A professional thanks and a personal goodbye to Steve Jobs

commentary, computer science, lastanalogs, new media, people, personal, technology 1 Response »

Oct 132011

10 Print "Hello"

That line typed on an Apple II computer in my Dad’s office in the fourth grade got me hooked on computer programming, an addiction I never outgrew.

Over the years, I’ve had the pleasure of owning, using, or programming on many of Steve Jobs’s creations, including Apple II+, Macintosh IIcx, Power Mac 7100, Newton, NeXT, Powerbook, Macbook Pro, and iPhone. I’ve been a consistent Mac in the Mac-vs-PC battle since 1984 (though I admit to a brief affair in 1998: it didn’t mean anything, Steve, I swear!). Jobs himself ignited an us-versus-them fire, which smolders on today in Apple’s John Hodgman-as-PC ads, back in 1985 with one of his best quotes:

Playboy: Are you saying that the people who made PCjr don’t have … pride in [their] product?

[Jobs:] “If they did, they wouldn’t have made the PCjr.” [Playboy, Feb. 1, 1985]

Around that time, my friends and I had a running joke: “I got a PCjr,” one of us would say; “you’re going straight to hell, kid,” the other would shoot back.

Buried treasure: Old Apple II and Power Macintosh computers, waiting to be dusted off… someday

My wife and kids (ages 7 and 4) are more recent converts, owning a Duo, an iPhone, an iPad, and two iPod Touches among them.

I’ve owned Apple stock since about 1997, my single best investment, increasing 4,460 percent. (Priceline is my second best, gaining 3,990%.)

Like Lance, I’ll never forget where I was when I learned that Steve Jobs had died. Steven Colbert told me. Live. After a hilarious taping of the Colbert Report and four performances by the artist formerly known as Mos Def (apparently a perfectionist: who knew?), Colbert ended by balancing his iPhone on his desk, letting it fall over, then telling us, “Steve Jobs died. Sorry to be the one to tell you.” To say the mood of the audience changed instantly would be an understatement. Smiling faces turned down. Cries of anguish and “oh no!” rang out from nearly everyone in the audience, a mark of how Jobs’s influence and name recognition has grown from tech hero to global cultural icon. (Colbert gave Jobs a proper tribute the next day.)

There’s a thread in our office about the extent to which perceived success or failure at the CEO level is a fooled-by-randomness trick of the mind. But there are some examples where even the strongest skeptic must admit that an organization’s success is almost surely owed to the exceptional greatness of a single individual. Warren Buffet and Coach K come to (my) mind. But Steve Jobs must be the prime example. As if ushering in the era of personal computing and computer-animated movies was not enough, Jobs continued to outdo himself year after year, with iPod, iTunes, iPhone, and, barely a year ago, iPad. Sadly, or maybe purposefully, Jobs seemed to hit his stride just as he died. As a long-time disciple of Jobs, I’m amazed at the amount of focus in his obituaries spent on gadgets he created in the last ten years.

Jobs famously advised not to spend too much time celebrating success.

I think if you do something and it turns out pretty good, then you should go do something else wonderful, not dwell on it for too long. Just figure out what’s next.
—NBC Nightly News, 2006

Those were not empty words for Jobs: it’s how he lived his own life and how he squeezed so much out of the 56 short years he was given. The early storyline of Apple pegged Steve Wozniak as the brains and Jobs as the lucky business-minded sidekick. It turns out that Jobs was way more exceptional than the 1990s nerderati — who like me relate more to Woz — gave him credit for. Jobs had the brains, the vision, and the charisma in a combination so rare I’m not the only one who can’t think of another human alive who compares. To get a taste, read or watch Jobs’s Stanford commencement speech: it’s truly brilliant, inspiring, and one of the best ways you can spend the next few minutes of your time.

To the ultimate hacker painter, the first last analog, the nerdiest salesman, the studliest genius, the most productive perfectionist, the most detail-oriented visionary, and a personal hero:

20 Print "Goodbye"

A professional goodbye and a personal thanks to Carol Bartz

commentary, computer science, people, personal, technology, yahoo 4 Responses »

Oct 072011

My geek CEO was fired. If you’re wondering whether she deserved it, or Yahoo! is better off for it, or Roy Bostock is a doofus or dorfus, I don’t really know.* But I do have a personal story about Carol Bartz that’s indicative of the kind of CEO she was and the kind of person she is, perfect for Ada Lovelace day, a day to blog about women in science and technology who inspire you.

In May 2010, my wife Lauren was diagnosed with breast cancer. On Sunday, May 9, 2010—Mother’s Day no less—I received a phone call. “Hello?,” I said. “Hi, this is Carol Bartz,” she said. “Wow!,” I couldn’t help saying. I had never spoken to her before. She proceeded to say how sorry she was for me and Lauren, to reassure us, to ask me questions, and to answer mine.

More than a year, multiple surgeries, and six chemo sessions later, I’m happy to say that Lauren is past the worst part of the treatment and, to the best of anyone’s knowledge, cancer free. At the time, we were frightened, bewildered, and angry. To me, the most overwhelming feeling was disbelief. Was this really happening to us? It was surreal. Lauren’s strength and sheer will to keep our home life as normal as possible, and her ability to turn the ordeal into a positive is amazing and helped me cope. That my mom and Lauren’s mom went through the same thing also helped. The more we looked into it the more we realized breast cancer was everywhere—shockingly common even at Lauren’s age. (Especially in New Jersey, one of only five states in the top tier for both incidence of and mortality from breast cancer.) The calls to increase the age of first mammogram border on criminal. One silver lining for Lauren has been meeting the amazing support community of breast cancer sufferers, survivors, and their friends. They have inspired her to give back in many ways. My mom, a radiologist and ACR fellow, was herself inspired to specialize in mammography and pursue breast cancer research.

It turns out, Carol Bartz is a survivor herself and, in addition to being one of the fifty most powerful women in business, is just another member of the breast cancer support community who cares deeply. Carol had over twelve thousand employees. To take the time to call one of them on a holiday weekend to address personal problems and pain shows the kind of leader she is. (And shows the kind of bosses Preston and Prabhakar are, who thought enough to bring it to her attention.) It’s a “Yahoo! moment” and a Carol moment that I remember vividly and continues to stick out in my mind. I suspect most stereotypes of corporate and public leaders as conniving powermad ladder climbers are just that: stereotypes. But still, I’m convinced that not all—probably few—CEOs would do what Carol Bartz did. Goodbye, good luck, and, most of all: Thanks, Carol.

* I will say that I respect Carol’s willingness give her blunt assessment of the board, possibly risking $10 million to do so, and to come right out and say “I was fired” rather than hide behind “more time with family” cliches. I’m not surprised that the board gave their full confidence to her in public just two months before firing her—of course a board always has to say that they have confidence in their current CEO. I am surprised and dismayed that, at least judging by her reaction, it seems the board was also giving their confidence to her in private. That’s HR 101: No one who’s fired should be surprised.

On Intrade CEO John Delaney's death

commentary, people, personal, prediction markets 10 Responses »

Aug 012011

A few words on the tragic death last May of John Delaney, the founder and CEO of prediction market company Intrade. John died near the peak of Mount Everest, climbing toward one of his life’s dreams and leaving behind a wife and three children, including one born only days before he died that he never met.

John founded Tradesports, a pre-cursor to Intrade, in 2000. Eventually, the non-sports contracts on Tradesports where spun off as Intrade, and Tradesports was shut down in 2008, in hopes of obtaining U.S. regulatory approval. I remember marveling at the technology, featuring ajax-ian magic like push updates — new bids appeared and filled bids disappeared live in a flash of color — well before its time, before we even knew what to call it.

The prediction market community embraced John, and John them. John was happy to take academics’ quixotic market ideas — like combinatorial markets, decision markets, merger markets, tax markets, or search engine markets — and float them on Tradesports or Intrade, and share back data for academic studies. I remember when we learned a Director at Intrade would speak at the first Prediction Markets Summit in 2005, we were thrilled to hear from a pioneer and innovator: one of the “big guns”. Chris Hibbert asked, “isn’t Tradesports the largest prediction market in the world?” It was hard to say: in a way, yes, it was and still is the largest market widely identified with the adjective ‘prediction’, but of course it depends how you define it: does Betfair count? Vegas? Stock options? If I recall, John himself spoke remotely at the second PM summit in New York.

Intrade became the prototypical example of a prediction market, mentioned in almost every academic paper on the subject. In 2008, Betfair, a goliath to Intrade’s David in terms of revenue and profit, got so annoyed they lashed out and sent the following attack on Intrade and defense of their own service dubbed Betfair Predicts (now shuttered):

InTrade’s election charts are republished frequently—despite continuing
problems with market manipulation.

Betfair is the world’s largest commercial prediction market with $33
Billion per year flowing through its exchange and is well known for
integrity and advanced technology…

I don’t believe I met John in person, but he and I emailed a bit, and beyond being whip smart and a fantastic entrepreneur, John was simply an incredibly nice guy. He kept repeating, at the end of nearly every email, that I must come to London so we could meet and have a beer. Talking to others, it seems I am far from alone in this standing offer from John. On the original prediction market mailing list, John Delaney was always the peacemaker: always diplomatic and rising about some surprisingly testy exchanges. He always spoke to raise the prominence of the field as a whole, ahead of his own interests with Intrade, not only believing but acting on his belief that “a rising tide lifts all boats”.

John didn’t seem like the type to seek out risk for the simple thrill of it; rather, he took calculated risks in business and life to progress. His success at work and at home attest to this. In hindsight, it’s easy to say he calculated wrong in attempting to climb Everest, but especially among prediction market proponents we know that decisions cannot be evaluated in hindsight. Decisions must be judged based on the information available at the time the decision is made. My guess is that John knew the risks and felt the climb was a gamble worth taking in an effort to achieve a long-standing goal and to accomplish a feat few others on the planet can claim.

John, you will be sorely missed, but your legacy lives on at Intrade, in the prediction market community, among your family and friends, and in the business world, sadly and suddenly now missing one of it’s great entrepreneurs with a spirit of adventure.

Famous for 15 tweets

blogging, commentary, new media, oddhead blog, search, trends No Responses »

Jul 292010

TV era: $quote = “In the future, everyone will be world-famous for 15 minutes”;
Search era: $quote =~ s/minutes/links/;
Social era: $quote =~ s/links/tweets/;

This month I’ve had five times more traffic than in any other month since I began blogging in Oct 2006, even during woblomo.

Why? I paid Paul Graham a compliment that struck a minor viral nerve, spreading through twitter, facebook, and blogs and sending over six thousand people my way on July 16 alone according to quantcast. Of course most have since dispersed.

Power on the web flows backward through referrals to the sites that people begin their day with, the sources of traffic. Referrals from social media, unpredictable and bursty though they may be, are inexorably on the rise. As they grow, power will shift away from search engines, today’s referral kings. Who knows, this may embolden publishers to take previously unthinkable steps like voluntary delisting, further eroding the value of search. This has all been said before, perhaps best by Mark Cuban starting in 2008. It would be a blow to openness and hurt users, but would spark a fascinating battle.

Another meta note: I installed a new WordPress theme: Suffusion. It’s fantastic: endlessly configurable, bug free, fast, and well designed. I happened upon it by accident when WP 3.0 broke my old theme and I couldn’t be happier. Apparently written by a teenager, I donated to his beer, er, coffee fund.

World Blogging Year

challenges, economics, fun, oddhead blog, woblomo 3 Responses »

Apr 012010

First: I did it! A perfect 16 out of 31. I completed the (ok, my) World Blogging Month challenge to blog every odd day in the month of March.

Last year WoBloMo leapt out of the gates with five participants but I fell five hours short of the goal. As far as I know only Anthony and I returned for year two. He succeeded too according to official Australian Rules.

Again, I found the exercise worthwhile, clearing a number of items out of my queue, albeit mostly the easy and inane ones (c.f. the barking), and boosting readership.

In fact, I enjoyed it so much that I’ve signed up for World Blogging Year (WoBloYe). I will blog every odd day of every month at least through the end of 2010, starting today.

In fact I have formally pledged to stickk to my goal. Moreover, I am putting my money where my mouth is, PM-style. For every odd day of the month that passes blog-post-free I will donate $100 to my anticharity, the re-election fund for Don McLeroy. If I miss two deadlines in a row, my antidonation will double. Three missed deadlines in a row and it will quadruple, etc.

I’ve enlisted kibotzer’s help and you can follow my progress there. Wish me luck!

Update 2010/04/02: April Fools!

P.S. In all seriousness, read that New York Times article about Don McLeroy. It’s one of the scariest articles I’ve read in a long time. It’s about how ultra conservatives on the Texas board of education are rewriting history and science according to biblical and republican dogma, and how standards in that enormous state can dictate what gets printed in textbooks nationwide. They’ve done things like add Newt Gingrich and delete Edward Kennedy as significant Americans. They’ve banned classic children’s books by Bill Martin Jr. because they confused him with a different Bill Martin, author of “Ethical Marxism”.

It is the most crazy-making thing to sit there and watch a dentist and an insurance salesman rewrite curriculum standards in science and history. Last year, Don McLeroy believed he was smarter than the National Academy of Sciences, and he now believes he’s smarter than professors of American history.

Meet my maker, or Bernie Pennock and the blowtorch fountain

fun, hacking, personal, woblomo No Responses »

Mar 312010

My dad is an original maker. When I didn’t want to pay $200 to replace a broken car key housing, he sent me this vice made out of quarters he fashioned and all the parts I needed to attach it to the key.

Aa biomedical engineer, he led a study showing that a non-invasive mask can save people from respiratory failure as well as intubation. The technique is now common practice and, fittingly, the device helped saved his own life several years ago. He also invented a piezoelectric band to measure heart rate and breathing during sleep more comfortably than electrodes.

He did his Ph.D. dissertation on, in a sense, protien folding, in the days when cut and paste meant scissors and glue. I have an original copy of his dissertation and it’s a beautiful object to behold.

And what about that blowtorch fountain?

Read about it in this profile of my dad by Maureen Simpson highlighting both his hacker and painter sides.

In his retirement, Bernie Pennock found a way to turn fire into water.
The former medical research scientist said it was just one of the many problems that needed solving in his home, where art has become the answer.
“It’s really the same idea as what I did as a career,” Pennock said of his hobby. “You see a problem and think of how to solve it. I think of what I want to do and how to do it, and then I do it and see if it works.”
Using old brass blowtorches he has collected over the years from antique shops and friends, Pennock constructed a fountain next to the pathway leading up to his front door…
Instead of spitting flames, Pennock’s structure spouts water. He mounted the old-fashioned tools to a sheet of copper and then rigged a water pump and pipes behind it… Pennock said his friends describe the work of art as “very Rube Goldberg.”…
Inside his home — on lampshades, along walls and attached to windows — guests can see numerous examples of the former scientist’s artistic experiments. His most recent obsession, apart from the fountain, has been working with stained glass.
“It all started with this window that looks out on the pool,” Pennock said. “I wanted something that let in light, but wouldn’t allow you to see into the bathroom. When I got an estimate to find out how much it would cost to have someone do a stained glass window, I decided to make my own.”
The multi colored scene is based on a photograph Pennock took of two people walking on the beach. Since then, he has made at least a dozen more windows that include a copy of a Monet painting, the Talmadge Bridge in Savannah and his interpretation of
12 stained glass windows designed by Marc Chagall at the synagogue of the Hadassah-Hebrew University Medical Center in Jerusalem, Israel.
Pennock said he usually buys the windows from a Habitat for Humanity store and gets his stained glass from a supplier in Charleston. The next project he plans to take on is a bamboo sculpture, because he’s running out of windows.
“I dabble in a lot of things,” Pennock said. “I like to invent. I just start from scratch, get ideas and see what happens.”
Among his rules for living, which Pennock painted on leftover floor tiles that hang next to the blowtorch fountain, is fittingly: “Pay attention.”

Oh, my brother and sister are makers too. And my mom a trailblazer. I’ll leave those for another day.

__________
This more personal post inspired because Robin says Tyler says it’s OK.

Prediction market news: HSX, Nadex, Predictalot, mailing lists, & EC'10

prediction markets, woblomo 2 Responses »

Mar 292010

Some prediction market related news:

The Hollywood Stock Exchange is the latest example of life imitating art imitating life. The venerable HSX, the second oldest play-money prediction market (and oldest that anyone has actually heard of) is getting real. You’ll soon be able bet real money on box office returns and deposit your winnings in First Life. The move has been a long time coming — Cantor Fitzgerald purchased HSX in 2001 with the explicit goal of converting it into a real-money exchange — but Cantor was decimated in the September 11 WTC attacks, and the road to regulatory approval has been slow. The real HSX will of course say goodbye to the virtual specialist and the opening weekend adjust, two facets of the game that make it fun to play, but that create significant amounts of (virtual) wealth out of thin air. The Cantor Gaming group is engaged in other interesting initiatives. They are taking over a sportsbook in Las Vegas and turning it into more of a derivatives exchange with live in-game betting, a step toward my dream of a geek-friendly casino. Interestingly, another company called Veriana Networks is close to launching a competing Hollywood derivatives market called the Trend Exchange.
I’ve recently seen ads in the elevator in my building for Nadex, the new incarnation of HedgeStreet that was acquired, redesigned, and rebranded as the North American Derivatives Exchange. I haven’t checked in on the market since the rebranding — in fact I can’t remember if my HedgeStreet account transfered over. I wonder how widespread their ad campaign is and how Nadex is doing?
Predictalot update: 50,000 people have logged in and 11,000 have made at least one prediction.* They’ve made 91,000 total predictions of 5,500 different kinds. We’ve been written up in NYTimes, VentureBeat, L’Atelier (“C’est ce que fait Yahoo!, avec Predictalot.”), and Wired. People are saying everything from “wicked fun”, “great idea”, and “love the game” to “disaster”. Either way, people care. It’s been a ton of fun and its popularity has wildly surpassed my expectations. The final four is this weekend. Then not much time to get in as many improvements as we can before the World Cup.
If you’re not aware, there is a new prediction market mailing list that strives to be open, transparent, objective, and independent under some simple ground rules. I encourage you to join it. I abandoned the old PM list owned by John Maloney for a number of reasons. The old list clearly operates in a payola style — sponsors of Maloney’s events receive prominent billing. That might be ok, except Maloney bills his list and his events as open, non-profit affairs, yet he charges quite a bit and is evasive about financial details (actually he says he doesn’t keep records). Over the years, Maloney has asked me/Yahoo! to sponsor his events several times, occasionally berating me when the answer is no. He’s made some questionable wikipedia edits to highlight his group. Still, I’ve gone to some of his events and find that very good people go there and give interesting talks, and Maloney is very reasonable and personable face to face. My final straw came when Maloney censored me on his list for criticizing him, admittedly in a snarky way.** So I joined with Emile, Bo, Forrest, Justin, Jed, Adam, and others to start afresh.
The 2010 ACM Conference on Electronic Commerce to be held June 7-11 at Harvard features at least six papers on prediction markets:
- L. Jian and R. Sami, Aggregation and Manipulation in Prediction Markets: Effects of Trading Mechanism and Information Distribution
- K. Iyer, R. Johari and C. Moallemi, Information Aggregation in Smooth Markets
- A. Othman, D. Pennock, D. Reeves and T. Sandholm, A Practical Liquidity-Sensitive Automated Market Maker
- S. Goel, D. Reeves, D. Watts and D. Pennock, Prediction Without Markets
- A. Othman and T. Sandholm, Automated Market-Making in the Large: The Gates Hillman Prediction Market
- Y. Chen and J. Wortman Vaughan, A New Understanding of Prediction Markets Via No-Regret Learning

__________
* I believe one in five logged in users placing a prediction is actually a high conversion rate for a prediction market and a testament to our user interface design. Mike Speiser told me that Bix had a tough time converting their users — who loved to vote — into traders in their American Idol prediction market, one reason why they abandoned the experiment.
** The exchange went like this: Maloney’s assistant Jennifer Hewitt announced that “Crowdcast, the leading provider of prediction market solutions for collective forecasting” was joining Maloney’s latest event. Emile asked “leading… Based on what metric, exactly?”. Then I quipped “leading recent contributor to John Maloney”, which Maloney censored. In Maloney’s defense, the “leading provider” language actually came from Crowdcast’s own website (their meta description tag) and so it appears in the snippet when you search for “crowdcast” in Google.

Gates Hillman Prediction Market: The Movie

computer science, fun, prediction markets, woblomo 2 Responses »

Mar 272010

From September 2008 to August 2009, Carnegie Mellon graduate student Abe Othman ran a prediction market to forecast when CMU’s two new computer science buildings, Gates and Hillman, would open. Abe designed the market to predict not just the magic day, but the likelihood of every possible opening day (in other words, the full probability distribution), at the time making his the largest prediction market built in terms of the number of outcomes.

Now Abe created a fascinating video showing the evolution of prices over time in his market. You can see qualitatively that the thing actually worked, zeroing in closer and closer to the actual opening day as the market progressed.

Figure 3 on page 7 of Abe’s paper with Tuomas Sandholm in the 2010 ACM Conference on Electronic Commerce conveys similar information.

Despite plenty of precedent, and despite increasing evidence that non-market methods do surprisingly well too,* I still find it astonishing to see a bunch of people play a subtle betting game for nothing but bragging rights or a small prize and end up with something reasonably intelligent.

By implementing a working market used by over a hundred CMU students, Abe learned a great deal about practical yet important details, from the difficulty of crisply defining ground truth (when exactly is a building officially “open”?) to the black art of choosing the liquidity parameter of Hanson’s market maker.** Abe independently created an intuitive interval betting interface similar, and in some ways superior, to our own Yoopick interface and Leslie Fine’s Crowdcast interface. Abe went so far as to interview his top traders in great detail to learn about their strategies, which ran the gamut from building automated statistical arbitrage agents to calling construction crew members to learn inside information. Abe observed that interval betting using Hanson’s market maker leads to very “spiky” prices. Starting from this informal observation, Abe was able to actually prove an impossibility result of sorts that any price function with otherwise reasonable properties must be spiky in a formal sense. See Abe and Tuomas’s paper for the details.

__________
* Our paper “Prediction without markets”, by Sharad Goel, Daniel Reeves, Duncan Watts, and me, will be published in the 2010 ACM Conference on Electronic Commerce.
** Abe has now developed a flexible market maker that automatically adjusts liquidity to match trader activity. The paper, by Abe, Tuomas, Daniel Reeves, and me, will also be published in the 2010 ACM Conference on Electronic Commerce.

Recaptcha poetry: The barking

challenges, fun, ideas, spam, woblomo 3 Responses »

Mar 252010

My first attempt. I’m sure you can do better.

The barking. Reenact task. Arnold understanding a caveated consideration. Snowmen ammunition, shoutouts stumbling. A gridded courtroom, community pumping. Cussions berate

Housing arbitrage, or the $1.4 million muse

finance, fun, ideas, woblomo 10 Responses »

Mar 232010

Has anyone heard of the following trick, which might be called housing arbitrage?

Buy one house at the beach and a second house near a ski resort. You live in the beach house in the winter and the ski resort in the summer. You rent out the beach house in the summer and the ski resort in the winter.* Can your earnings (rental revenue minus mortgage costs) be enough to live on?

Why it could work: the cost of each house will be roughly proportional to the average annual rental income in that location. If you didn’t live in the properties at all, you should roughly break even (income = mortgage payments). But you are living in each location during the time when rent is essentially free (not contributing to the average) so you have no housing costs. If you find good enough deals (or put money down, or have some small income like freelance writing, etc.) your income may exceed your mortgage enough to live on.

What’s the minimum you could get started with on this strategy? Probably a minimum income to live comfortably as a starting point would be $70K before taxes: see justification below. Assume you can make about 5% of a home’s value in rental income: this seems feasible. Then you need $1.4 million invested in real estate (say two $700K houses) with no mortgage (completely paid). Suppose you can also borrow at 5%. Then if you put 50% down on two $1.4 million properties ($2.8 million total), your effective mortgage rate is 2.5% and your “spread” is 2.5%, so you again earn $70K, but now you have two twice as nice houses (but more risk, need to qualify for loan, etc.). Now here is some magic. Suppose you find an incredible deal (say, in a down real estate market) and you can earn 10% in rental income. You can borrow at 5% and only want to put 20% down, still a respectable portion that the bank may be willing to go for. You buy two $600K homes ($1.2 million total) needing only $240K in cash. Now your rental revenue is $120K and your mortgage payments are $48K, so your net income is, viola, $72K!

Didn’t I forget about taxes and insurance? No, I’m just assuming these can be covered by your $70K income. I did forget about health insurance, though: that could threaten the strategy, at least in the United States. You can can hope that the new health care law helps, or keep an enjoyable day job, or purchase insurance out of the $70K.

You might say $70K pretax is not enough to live the lifestyle you want. But remember, you effectively have no housing costs, and this is just meant as a starting point. This is your “muse” as Tim Ferriss calls it: a steady reliable income that is your buffer. You still should pursue freelance ideas or business ideas that you are passionate about, and one of those just might hit it big. This just gives you freedom to pursue other ideas on your own. Hopefully even at $70K you can save some money to purchase additional properties and increase your income. Note that once your mortgage is paid off, your income will go up.

One nice thing about this strategy, and real estate investments in general, is that they are naturally inflation adjusted: rental rates should go up if inflation goes up.

This really only seems practical for people without kids in school. Although I suppose if your kids went to school in the beach location it might work. You’d only spend 2.5 months in the ski resort.

Certainly there are downsides: constantly moving, living in off-season tourist towns, living in properties that are rented half the year, dealing with renters, risk of loss or default, and managing the business headaches.

If housing arbitrage could really work, why aren’t more people doing it? Maybe it requires too much capital and maybe my math is wildly optimistic. Probably it’s no more than a fun mental exercise. I’m sure it’s been thought of. I can’t find it on a cursory web search but it seems hard to articulate to a search engine. If enough people started doing it, by definition house prices would go up to eliminate the arbitrage.

__________
* Maybe take a week or two in the summer at the beach and the winter at the ski house.