I work for a startup in the trucking space so it's nice to see such an in depth analysis of the industry. I can agree that most of the article is accurate based on what I've seen in my 4 years in the industry. There is so much more innovation going on in the trucking industry that a lot of people don't know about.
My company, Platform Science, is building a configurable open platform that connects a lot of the different categories mentioned in the article (drivers, carriers, brokers, OEMs, software vendors, etc). If you're interested in career opportunities in the trucking industry, we're hiring for a number of open positions[1]. Feel free to send me an email (My work email is in my profile) and I can connect you with the right hiring manager.