What is the first major obstacle to realizing sortitionally-chosen proportional representation?

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Remembering what Mohandas Gandhi said: "First they ignore you, then they laugh at you, then they fight you, then you win."
Those who have most to lose from an equitable and legitimate decision-making process will not want to consider fundamental change. At present they are 'ignoring' because few citizens are yet aware of any options.

The first major obstacle, then, is to raise awareness about what "the next step for democracy" might be.

Currently Common Lot Productions is seeking collaborators and financial underwriters for:
1.) A Road Trip for Democracy -- a nationwide tour presenting, succinctly and creatively, a half-dozen options of wide political spectrum to systemically create a 'government by the people';
2.) A feature-length documentary or docu-drama or television series;
3.) Fictional or conceptual productions: film, stage, installation or site-specific performance.
All three of these avenues are being pursued.