As Dusk Falls

To earn this achievement you need to stop Tyler from falling after he chases Jay up a tree.

To accomplish this, you must have hidden the location of the cabin from Dante whilst you were playing as Ash. This part is included in the attached video and I'll include instructions of how to do this. If, during your initial playthrough, you did already hide the location of the cabin from Dante, you can load in from the Reunited with Family section of the story tree to save some time.

Not all of these choices are critical, but I'll list all of my choices for the events leading up to the achievement:

Hide in closet.
"I'm lost."
"My friend saw it."
"I didn't steal anything."
"Cut him...?"
"...They love you?"
"It's painful for her?"
QTE to climb up the hill, ensure you succeed with this.
Keep cabin a secret. *Cabin? What Cabin? will unlock here if not previously obtained*

"You're okay?"
"I got yours too."
"We stick together!"
"You're right, it doesn't."
QTE, succeed in the first QTE to knock Tyler to the floor, but FAIL the following QTEs to lose the fight.
More QTEs after escaping the cabin, ensure you succeed with these.
Once Jay hides behind the tree, either choose no option at all, or after a few seconds choose the "Stay silent" option that appears.
QTEs to climb the tree, ensure you succeed with these.
Save Tyler.

After you and Tyler part ways, the scene will end and your achievement will pop.

The approach is to keep the cabin location hidden so the cops don't appear, lose your fight against Tyler, stay silent and climb the tree, then save Tyler.

A video of this achievement can be found in the video below. If you need to hide the cabin location then start at 3:25, otherwise skip ahead to 6:38.

For this Ash has to lie to Dante regarding the cabin ( don't tell him ). At the cabin, Tyler will chase Jay. Do the QTE and then save Tyler.

For a Full and Fast Achievements Guide check the link below:


Timestamps:

00:00 Intro + Useful Information
02:02 Chapter 1: Story
03:49 Chapter 1: Code Breaker + Smooth Criminal Achievements
05:14 Chapter 1: Message Received + Tables Turned + And So It Begins… Achievements
06:32 Chapter 1: Bungled Achievement
07:16 Chapter 1: Cop Out + Point Blank Achievements
08:18 Chapter 2: What’s Your Emergency? Achievement
09:12 Chapter 2: Story
10:08 Chapter 2: Paging Dr. Walker Achievement
10:57 Chapter 2: Keeping The Faith + Second Chance + Lifesaver Achievements
11:56 Chapter 2: Dodged A Bullet + Caught in a Trap Achievements
12:21 Chapter 2: What’s Done is Done + Unforgiveable Achievements
13:32 Chapter 3: Long Arm of the Law
14:01 Chapter 3: Story
14:24 Chapter 3: Resurrection Achievement
14:48 Chapter 3: Take Me Instead + New Dawn + From Dusk ‘til Dawn Achievements
15:59 Chapter 3: Better the Devil You Know Achievement
16:23 Chapter 3: Buried Alive Achievement
16:44 Chapter 3: She’s Coming with Us Achievement
17:18 Chapter 4: Invincible Achievement
17:49 Chapter 4: Story
18:46 Chapter 4: Cabin? What Cabin? + Brothers in Arms + Into The Woods Achievements
19:46 Chapter 4: Trail of Breadcrumbs + Once a Holt + Hands in the Air + No Going Back Achievement
21:19 Chapter 5: Bullseye Achievement
22:04 Chapter 5: Plead the 5th Achievement
22:28 Chapter 5: Story
22:54 Chapter 5: Jailbird Achievement
23:23 Chapter 5: Heart to Heart + Bonnie and Clyde + Runaways Achievements
24:14 Chapter 5: Cuba Libre Achievement
24:58 Chapter 6: Story (Wait for the Cop)
25:43 Chapter 6: Into the Wild + Breaking Bread + Past, Tense + End of the Road? Achievements
26:56 Chapter 6: Almost Made It + Enough is Enough + Stay of Execution
27:47 Chapter 6: You’re On Your Own (Chapter5) + Free Bird + Most Wanted Achievements

This achievement can be unlocked at the end of Chapter 4.



And that's how you unlock this achievement