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"They'll try to knock you out - break your spirit. But you'll hit back, harder than they ever expected. You've got plans within plans, and nobody is going to keep you down. Let's get to work."
― The Survivor's Gear Description

If you are looking for the cutscene, see Jackdaw (Cutscene)

Jack Miles, also known as Jackdaw, is one of the main characters of Entry Point. He is introduced as the main enemy of Halcyon and leader of Phoenix.


Jack "Jackdaw" Miles is a former Halcyon operative and was the one who trained Wren and Rose. He was to be executed during Operation Ember Shroud, but survived when Rose secretly saved him. He was assumed dead by Halcyon. As an act of revenge, he founded Phoenix together with Rose. After five years of inactivity, Jackdaw reappeared in 2012, ambushing a Halcyon getaway van which was returning from a mission in Arizona. Halcyon concluded that this was an act of revenge and that Jackdaw is coming to destroy Halcyon.

His first appearance is in Black Dawn, but he is met in Ashes where he holds The Freelancer at gunpoint to send a message to The Director.

Jackdaw has grey, long hair and a beard. He usually wears a black T-shirt, carrier vest, pistol holster, and cargo pants. He is seen wielding heavy weapons as seen in the Black Dawn cutscene. Jackdaw is not only known by Halcyon but also is wanted by the federal government for being a threat to the public. His tone is far more serious than other characters. If the operatives anger him in any way, he will reprimand them, before telling them they're on their own. Jackdaw is a wanted fugitive.

In storyline


Jackdaw joins the CIA and later catches Halcyon's attention.


Jackdaw is hired by Halcyon.

May 5th, 2007

Jackdaw is ordered by The Director to kill the last two remaining directors of Halcyon, Matsuda and Levin, so that The Director can gain control over Halcyon.

May 29th, 2007

Wren, Rose, and Jackdaw are sent out to interrogate and execute Julien Moreau. During operation Ember Shroud, Wren and Rose are ordered to kill Jackdaw. Wren shoots him twice and drops a burning building on him, however, he is secretly saved by Rose. After the mission, Jackdaw is presumed dead by Halcyon.

Black Dawn - January 27th, 2012

Jackdaw intercepts a returning Halcyon van, killing two of the operatives, but leaving the third, Rose, alive.

Ashes - 21st June 2014

Jackdaw orders Rose to lure the Freelancer to a beach in San Diego where he holds them at gunpoint. He tells the Freelancer to notify The Director that Phoenix is coming and that he has not forgotten about what Halcyon did to him.

Dedication - May 16th, 2015

Jackdaw greets the Freelancer when they wake up after they survive their failed assassination attempt.

The Withdrawal - July 17th, 2015

The Freelancer is sent by Jackdaw to rob one of Halcyon's banks located in San Francisco, California to retrieve money for Phoenix's operations after Ryan Ross was killed by Halcyon. It is the same bank the Freelancer infiltrated in 2012 during The Auction.

Retribution - July 21st, 2015

The Freelancer wants to contact Rose after they defected, but Jackdaw informs them that she was a Phoenix informant all along and was killed by Halcyon.

The Cache - September 19th, 2015

Jackdaw sends the Freelancer to a bank in Cincinnati, which they had previously robbed with Halcyon. The Freelancer is tasked with connecting the bank's servers with Phoenix's to recover the millions from the account of Ryan Ross.

The Scientist - December 24th, 2016

The Freelancer is sent to extract a defecting Halcyon scientist named Rivera from a safehouse near London, Ontario under Jackdaw's coordination.

Payoff - January 1st, 2017

Jackdaw meets the Freelancer in a remote shed informing them to stay low as not to get caught by Halcyon and that it will soon be over.

The SCRS - March 12th, 2017

The Freelancer is sent to Toronto by Jackdaw to infiltrate the Canadian intelligence service and retrieve plans for a bunker that Halcyon bought from the Canadian government.

Jackdaw (Cutscene) - April 13th, 2017

The Freelancer and Jackdaw are sitting in the back of a truck, discussing the final strike on Halcyon. Jackdaw tells them how Rose helped found Phoenix and also his motivations on destroying Halcyon. He informs the Freelancer that he will be done once Halcyon is brought to an end, and tells them to do the same.

Black Dusk - April 16th, 2017

Jackdaw coordinates an attack on a Halcyon research bunker carried out by the Freelancer. The facility is destroyed, however, the Freelancer dies in the process.

Epilogue - October 18th, 2017

Jackdaw manages to track down the Director and kills him with the custom Raven in his penthouse.

After Epilogue

Jackdaw can be seen talking to the Freelancer, who died earlier in the story, in a special mission as part of the Halloween Hitlist 2020 event. He tells them about the fall of Halcyon, how he regrets their death, and how he is proud of the Freelancer's work.

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