Don't! That passport has tremendous value. It will be a huge Opportunity Loss. Plus the way the world is shaping up, you will be better off with the country's Economic/Financial/Military Systems behind you.
If you can replace your American passport with a Canadian, Australian or Singaporean passport, it's not too bad: people from these countries have an easy time getting a visa to work in the US. [0] All while not being subject to American taxes while outside the US.
> Plus the way the world is shaping up, you will be better off with the country's Economic/Financial/Military Systems behind you.
Eh, it's a two-edged sword. On this aspect you are probably better off with the passport of a country that's clearly in the Western sphere, but also one that no-one actually hates. Think Canada or Switzerland.
[0] Though I don't know how well that works for former citizens?