In the business world, as in much of life, the ability to be self-critical is praiseworthy. This skill is especially prized in the area of technology. Successful hardware and software firms need to be humble. They must identify their weaknesses not only against the competition, but against an ideal of what their product should be.
I'm happy to report that Rob Major, CEO of AssetBook, is a self-critical executive. Major began working on the technical side of the advisor business in 1992; before founding AssetBook, he was probably best known as a co-founder of TechFi, the developer of an SQL-based portfolio management and accounting system.
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