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There are few places more fitting for an Orange Man sighting than the sacred ground of HubSpot–the digital temple of inbound marketing. In a 2015 post by NR Media Group, the Orange Man appears deep in thought. This was the image of the early marketing awakening: the moment when the web discovered that instead of chasing customers, you could just manifest them through “content funnels” and cheerful orange illustrations. For context, HubSpot wasn’t just a CRM; it was (and remains) an ideology–a sort of data-driven self-help group for marketers. You didn’t merely use HubSpot; you joined HubSpot. And there, sitting in vector form, was the Orange Man–apparently the first to achieve inbound enlightenment. ...

My Story as a Stock Illustrator in the 2010s Stock illustration became a race to the bottom–but once, it was like printing your own money. For a few brief years, I watched my work ripple across the internet and spill into the real world: billboards, magazines, even corporate brochures I never touched. It was thrilling, in its strange way. During the 2010s, I was a young father trying to make enough to stay home with three small children. That search for income turned into a long, unpredictable journey. ...