Later, according to Greenwald, "I decided voluntarily to wind down my practice in 2005 because I could, and because, after ten years, I was bored with litigating full-time and wanted to do other things which I thought were more engaging and could make more of an impact, including political writing."
Oma blogis on Greenwald on selgitanud, et "2005. aastal otsustasin vabatahtlikult oma praksise lõpetada, kuna kümne aastaga tüdinesin täiskohaga advokaaditööst ja tahtsin teha teisi asju, mis olid minu jaoks köitvamad ja mis avaldaksid suuremat mõju, sealhulgas tegelda poliitikast kirjutamisega".