The video reveals some previously unseen footage but leaves several questions unanswered about the operation, and contains an embarrassing mistake.
El Chapo's now famous mobile conversations with actress Kate del Castillo while he was Mexico's most wanted fugitive are just one of many examples of seeming carelessness that has brought down capos who are supposed to be experts in security.
A series of flirtatious mobile phone messages between the drug lord and Mexican actress Kate del Castillo, when he was still a fugitive, appear to show him both somewhat careless with his security, as well as ignorant of Hollywood royalty.
The drug lord is back in a maximum-security prison after six months on the run. His dramatic recapture began with a shootout in a safe house and ended in a love motel.
A Mexican newspaper says intelligence accounts show Kate del Castillo was in contact with El Chapo via his lawyers for nearly a year before his dramatic jailbreak last July, and has published surveillance pictures leading up to Penn's interview.
The drug lord is back in the same maximum-security prison from which he escaped in July after a spectacular arrest that reads like a screenplay, though the ending presumably differs from the biopic the Mexican authorities say he was planning.
Leading analysts and critics of the US-backed drug war in Mexico say that the arrest of the world's most wanted drug lord means little to the actual street-level drug market on America’s streets or to levels of violence in Mexico.