In the wake of some of the wealthiest tech company leaders standing directly behind the new President during his inauguration we pause for thought on the implications of this image. America is all about business as has been said. Yet this blatant show of force implies an even greater co-option of government by the elites reminding us of the days of Henry George who argued against such excesses during the Gilded Age of the 19th century. This blog post considers how these two periods mirror each other and what makes our current experience different from legal support to technology influence to a leadership mentality at odds with democratic principles.