We did something unusual today: we allowed the name of a competitor or attempted competitor to escape our lips. I thought I’d take a moment to explain why.

We have long believed that the Predictive Guesswork risk methodology — where you guess what complex markets will do in response to events, and predict what securities will do as a result — is dangerous and wrong. We spoke out against it three years ago in a section of our 2019 Fearless Investing Summit keynote that you can watch here.

We draw a strong contrast between Predictive Guesswork, and our Historical Data…


(A few years ago, I wrote something funny for my out of office message while on vacation. Now people say they look forward to my next one…here goes nothing.)

The doorbell rang. “I’ll get it,” I yelled to my wife, who was just signing off from her Zoom class for her degree program. I opened the door to find my old friend Doc Brown, with his wild shock of white hair.

“Aaron, there’s no time to spare,” he said. “You and Cacey are celebrating your 20th anniversary this month. A tropical island is calling. …


It’s quite fashionable to hate email. Countless articles have been written decrying how awful it is. Billions of dollars have been spent trying to reinvent it. And the latest fad is just to give up — screenshots proudly showing six-figure unread message counts and articles about “inbox infinity” abound.

I’ve become quite the contrarian on this subject. I love email. It’s my secret weapon. Some of the best news I’ve ever gotten came in an email. As an adoptive dad, I caught my first glimpse of two of my kids through an email. …


(A few years ago, I wrote something funny for my out of office message while on vacation. Now people tell me they look forward to my next one…so, here goes nothing. This is a rewrite from one a long time ago.)

My name is C-3PO, human-cyborg relations. I’ve been hired by the normal operator of this electronic mail account to provide automatic reply services. I am fluent in more than six million forms of communication, but since I do not know which system you originate from, English will have to do.

My master accumulated far too many Delta SkyMiles and…


(A few years ago, I wrote something funny for my out of office message while on vacation. Now people tell me they look forward to my next one…well, here goes nothing. Picture the Star Wars opening crawl.)

EPISODE 2018: “THE LAST VACATION”

IT IS A TIME OF PEACE IN THE GALAXY. INTREPID ADVISORS, FREED FROM THE TYRANNY OF QUALITATIVE TERMS LIKE “AGGRESSIVE,” “MODERATE” AND “CONSERVATIVE,” USE THE RISK NUMBER TO GATHER ASSETS AND TRANSFORM ENTIRE SYSTEMS INTO COMMUNITIES OF FEARLESS INVESTORS.

SHOCKING HIS COMPATRIOTS, AARON KLEIN IS BOARDING AN INTERGALACTIC VESSEL, WITH HIS WIFE AND THREE KIDS IN TOW, DESTINED…


Apple is making a strong play to replace the form factor of the laptop with the iPad Pro. Their advantage over the innovative Microsoft Surface is that they started with iOS, which as a mobile operating system, is designed to be used in smaller form factors.

I’ve been using an iPad Pro for close to a year now, and from a hardware perspective, it was 95% there. The screen and keyboard were just a tad too small, and Apple may have just solved that with the new 10.5" iPad Pro. The device is pretty close to the same size, but…


Last week at the T3 Advisor Conference, I had the pleasure of kicking off the event with the first keynote. We launched Riskalyze Premier, and announced the upcoming next-generation Autopilot platform.

We’re incredibly excited about the Autopilot announcement, and it generated a lot of buzz and analysis in the industry. On the one hand, Michael Kitces tweeted that it could spell the end of TAMPs; on the other hand, Craig Iskowitz wrote that we had become one ourselves.

My view is somewhere between eliminating and joining that space (tongue in cheek), so here are a few quick thoughts.

We have…


As those who email me know, I like to have fun with the out-of-office message at least once a year when I head out on vacation. It’s school break for the kids, so off we go…and here is the 2017 edition.

Ha ha! You’ve fallen victim to one of the classic blunders…the most famous of which is “never get involved in a land war in Asia”…but only slightly less well known is “never match emails with a Riskalyzer when vacation is on the line!”

I know it’s INCONCEIVABLE, but I have indeed departed my native kingdom for a week of…


The Wall Street Journal reports that President Trump will issue an executive memorandum directing the Labor Department to delay and effectively kill the DOL Fiduciary Rule. What one executive branch can implement, another executive branch can take away — and such will go this piece of President Obama’s legacy.

Most of the industry friends and colleagues in my Twitter feed are bemoaning these actions by President Trump. I’ll skip that and instead try to find the silver lining by asking a question: why did it take 1,000 pages to solve this problem? …


2016…what a crazy and unpredictable year! Good in many ways, challenging in others, but a year of big changes. And no, we’re not just talking about our unexpected President-elect!

At the end of April, we celebrated the long-awaited arrival of Teddy James! In late March, Aaron and Cacey both flew there for the court hearing and took custody of Teddy. Aaron flew home for a two week stint of single parenting, and then flew back for the final week of visa appointment and preparation for travel. We missed connections coming home and ended up stranded in Nairobi, Kenya for a…

Aaron Klein

@Riskalyze CEO. Adoption + Orphan Advocate. Husband and dad striving to live Isaiah 1:17.

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