A Career in IT: Where Do I Start?

It is, by far, the most frequent question I get asked: How do I get started in IT/InfoSec? So many seem interested in the field of computers, system administration, networking, or information security but have no idea where to start, which can be a frustrating place to be. This blog post is for all of…

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T2D3 Software Update: Embracing the Founder to CEO (F2C) Journey

It’s been four years since TechCrunch published my blog post The SaaS Adventure, which introduced the concept of a “T2D3” roadmap to help SaaS companies scale — and, as an aside, explored how well my mom understood my job as an “adventure capitalist.” The piece detailed seven distinct stages that enterprise cloud startups must navigate to achieve $100 million in annualized revenue. Specifically, the post encouraged companies to “triple, triple, double, double, double” their revenue as they hit certain milestones. Continue reading T2D3 Software Update: Embracing the Founder to CEO (F2C) Journey