I recently finished reading John Brunner's "Shockwave Rider" and found the taxation proposal near the end intriguing, if a bit alien. Tax rates are adjusted based on scoring of profession on three axes: training/talent, drawbacks (like unpredictable hours and dirty working conditions), and social indispensability. On all three axes, advertisers would score a zero, thereby qualifying for a 90% tax rate. I wonder where people would score people who work in a lot of these startups? I suppose it would depend heavily on what the startup was doing.
In the case of web startups you can go from "college students all have smartphones so let's build a social network for them to share their most banal thoughts" to "almost everyone in the US will have a smartphone within 5 years and a social networking profile, how can we use this information to provide more efficient public services?". So frivolous spending can accidently create opportunity for much more valuable work.