Silver Pines Bosses at a Glance
Three major antagonists stand between detective Walker and the end of his assignment. None of them follow a traditional health-bar format — each confrontation plays out through a mix of timed physical sequences and high-stakes dialogue choices. Knowing what triggers each encounter, and what the outcomes mean for your ending, is the fastest way to stop wasting runs on avoidable mistakes.
Silver Pines ties boss difficulty directly to Walker's deteriorating mental state. The "heat" episodes — waves of disorientation and hallucination — spike right before major confrontations. If heat flashes are hitting more than twice in a single area, slow down and prepare.
| Boss | Location | Encounter Style | Mandatory? |
|---|---|---|---|
| The Old Man | Mid-game forest road | Physical grapple sequence | Yes |
| Eddie Velvet | Summit of the peak | Narrative choice confrontation | Yes |
| Mr. Jackman | Phone calls throughout | Dialogue pressure | Yes |

The Old Man
The Old Man is the first boss Walker cannot talk his way past. He appears mid-game wearing the disguise of a helpful local, but his real agenda is personal: he was close to Alice Baker and holds Eddie Velvet responsible for her fate. When Walker refuses to stand aside, the encounter turns physical fast.
He tells Walker outright that he has about a hundred pounds on him — and the grapple sequence makes that clear. The game throws rapid prompts at the player as the Old Man pins Walker down, and missing them drains stamina that carries over into the Eddie Velvet encounter.
What triggers the fight: Push the Old Man for details about Alice or signal that you won't give up Eddie's location without a fight. Either path reaches the same grapple.
During the grapple:
- Complete each input prompt before the timer expires.
- Failing two prompts back-to-back darkens Walker's vision and slows his response window on the next prompt.
- Successfully chaining three counters ends the physical phase.
After the grapple: Walker gets the upper hand. The Old Man, badly hurt, mutters that someone else will stop Walker. He does not reappear. The encounter is a one-time event, not a respawning obstacle.
| Phase | What Happens | Player Goal |
|---|---|---|
| Approach | Old Man offers directions and sympathy | Listen and gather info about Alice |
| Revelation | He shows his connection to Alice, demands Eddie | Choose dialogue — exhausting options reduces the stamina penalty |
| Grapple | Physical struggle begins | Hit prompts quickly and consistently |
| Resolution | Old Man is incapacitated | Walker continues toward the peak |
Exhaust every dialogue option before the fight starts. Extra lines reveal details about Alice Baker that reduce Walker's confusion penalty during the grapple's opening window.
Eddie Velvet
Eddie Velvet is the man Walker was hired to find. He is located near the summit, and by the time Walker reaches him, the dangerous criminal from Mr. Jackman's briefing has already come apart. Eddie is consumed by guilt over Alice, convinced he was the worst thing that ever happened to her, and he is actively asking for it to end.
This makes the Eddie Velvet encounter one of the most unusual boss moments in recent indie horror. The confrontation is almost entirely narrative. There is no grapple, no chase. The boss is a broken person, and the player's choice about what to do with him determines which of the two main endings unlocks.
Approach: Eddie does not attack Walker. He mutters about escaping together with Alice and how everything fell apart. Taking time to listen before acting affects which version of the ending monologue plays.
The choice:
| Choice | Immediate Result | Ending Branch |
|---|---|---|
| Kill Eddie | Walker completes the job and contacts Jackman | "Jackman's Deal" ending — quiet, numb departure |
| Refuse and try to leave | Walker heads for his car; Jackman's fury escalates | Alternate ending — furnace and release sequence |
| Walk away silently | Game treats this as refusal | Alternate ending — same branch triggers |
In the "Jackman's Deal" ending, Walker drives out of Silver Pines, receives his payment, and delivers a monologue about using the paycheck to forget the town and everything in it. It reads as survival, not victory.
In the alternate ending, Walker undergoes a longer sequence involving releasing the case files and personal items in a furnace — a symbolic act of letting go of the entire investigation, and possibly of something deeper inside Walker himself.

Mr. Jackman
Mr. Jackman never appears on screen. His entire presence in the game is delivered through phone calls, yet players consistently describe him as the most oppressive force in Silver Pines. He hired Walker because Walker was desperate and easy to control, and he weaponizes that vulnerability in every conversation.
Jackman's calls are unskippable on a first playthrough. Let them run completely — they contain layered clues about his real motivation for wanting Eddie dead that only become legible in retrospect.
Key confrontations:
- Arrival call: Jackman re-establishes the deal and reminds Walker why he cannot back out.
- After the sheriff's department: Jackman warns Walker away from side investigations and fixates him on the peak.
- After the Old Man fight: Jackman frames the Old Man as competition rather than a threat to Walker's safety.
- Final call: Jackman either coldly congratulates Walker or erupts in threats depending on Walker's choice at the Eddie scene.
| Call Timing | Jackman's Tone | What He's Controlling |
|---|---|---|
| Road to the motel | Businesslike, impatient | Walker's commitment to the job |
| Sheriff's department aftermath | Suspicious, redirecting | Walker's attention — peak over everything |
| After Old Man fight | Cold, calculating | Walker's focus and pace |
| Final call | Satisfied or furious | Which ending Walker receives |
Why Jackman wants Eddie dead specifically, and what their history actually is, has not been officially confirmed. The urgency in his calls suggests a personal stake that goes well beyond a bounty.
Strategies for Every Encounter
Silver Pines does not reward aggression. Every boss encounter is about control — over Walker's state, over dialogue, over pacing.
- Watch heat frequency. Two or more heat flashes in a single area means a boss trigger is close. Do not sprint through these zones.
- Talk before fighting. Exhausting the Old Man's dialogue tree before he turns hostile unlocks lines that reduce Walker's grapple penalty.
- Don't rush the Eddie scene. The game grants Walker extra processing time at the summit. Using it changes the ending monologue's tone and can affect environmental details in the final drive sequence.
- Play the alternate ending on a second run. The furnace sequence and the closing boat scene add context about Alice Baker and Walker's own psychology that the main ending leaves out entirely.
- Jackman's calls contain real clues. On a second playthrough, you can fast-forward many of them — but absorb every word the first time through.
- Manage stamina from the Old Man fight forward. If Walker's stamina reaches the red during the grapple, the subsequent walk to the peak plays slower, adding environmental dread but costing runtime.
FAQ
What are the silver pines bosses in order? The Old Man appears first, mid-game on the forest road. Eddie Velvet is the climax at the summit. Mr. Jackman is not a physical boss but functions as the game's primary antagonist through phone calls.
Can I skip the Old Man fight? No. It is mandatory. The Old Man blocks the route to the peak and the encounter triggers automatically once Walker commits to that path.
Is there a direct fight with Mr. Jackman? There is no physical confrontation with Jackman anywhere in the current release. Whether a future update or expansion adds one has not been officially confirmed.
What happens if I fail the Old Man grapple prompts? Missing prompts does not end the game but drains Walker's stamina bar. The penalty carries into the climb toward Eddie Velvet, making that sequence longer and Walker's narration more fragmented.
Which ending is unlocked by sparing Eddie? Refusing to kill Eddie triggers the alternate ending, which involves the furnace release sequence and a different final scene. It is generally considered the more complete narrative experience.
Do the silver pines bosses change on New Game Plus? New Game Plus behavior has not been officially confirmed. Several community playthroughs suggest Jackman's calls gain additional lines on repeat runs, but no structural boss changes have been documented.



