In Night City, self-preservation often comes before loyalty. The Highwayman side job in Cyberpunk 2077 captures that harsh truth through Josie and James, two friends whose lives collide with the Tyger Claws, one of the city's most dangerous gangs. Even in 2026, after Phantom Liberty and multiple 2.x updates, this mission remains one of the most easily missed stories in Santo Domingo. Why? Because it begins with a wrecked bike and a laptop tucked away from the main path, not with a flashy quest marker screaming for attention. Players who ignore the quiet corners of the map will never learn what happened to Josie, and they will also miss a free unique motorcycle: the Nazare Itsumade.

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Starting The Side Job: A Quiet Discovery

The Highwayman does not begin with a phone call from a fixer. It begins in a specific part of Santo Domingo, where players can find Josie's trashed bike and her laptop. The mission marker appears only after V investigates the scene. This design choice makes the side job feel like a secret rather than a checklist item. What kind of secret? The kind that involves blood, betrayal, and a stolen Tyger Claw motorcycle.

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After reading the laptop, players are directed to James. James explains that Josie ran into trouble with the Tyger Claws, and he fears they may have killed her. He asks V to share any information found during the search. This conversation sets the emotional stakes. Josie is not just a missing person; she is a friend whose fate is tied to a gang dispute. The mission then shifts from investigation to recovery.

Following The Blood Trail To Josie

The next objective sends V to the Metro. The quest marker leads to Glen North Station, a busy transit hub in Heywood. To the right of the station, players should activate their scanner. The scanner reveals blood droplets on the pavement. These droplets form a trail, and following them leads to an alley directly behind the station. There, players find Josie's body. It is a grim moment, and it confirms James's worst fears.

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Does the game offer a way to save Josie? No. The Highwayman is a tragedy, not a rescue story. Its power comes from what it reveals about Night City: people vanish, gangs take what they want, and friends are left to pick up the pieces. Players who rush through the mission may miss the environmental storytelling, but those who scan carefully will see how the Tyger Claws disposed of Josie.

Finding The Stolen Tyger Claw Bike

With James handled, the only remaining task is to find the stolen Tyger Claw bike. This is where the Nazare Itsumade reward comes in. Players should teleport to the All Foods Plant fast travel point in Northside, Watson. From there, they need to look northeast of the junction for Josie's hidden garage. The garage has a white door marked with a black and white stallion. It is easy to overlook if players are not paying attention.

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Inside the garage, the Nazare Itsumade waits. It is a unique motorcycle with a striking design, and it costs nothing beyond the effort of completing the side job. In 2026, with so many vehicles added through updates, the Nazare Itsumade still stands out for its story significance. It is not just a reward; it is a reminder of Josie and James.

Quick Reference Table

Step Location Objective
1 Santo Domingo Find Josie's trashed bike and laptop
2 James's location Talk to James about Josie
3 Glen North Station, Heywood Scan for blood droplets
4 Alley behind Glen North Station Find Josie's body
5 All Foods Plant, Northside, Watson Locate hidden garage
6 Garage with white door Claim Nazare Itsumade

Why The Highwayman Still Matters In 2026

Cyberpunk 2077 has changed a lot since launch. Phantom Liberty reshaped the story, Update 2.0 overhauled perks and cyberware, and later patches refined vehicles and police systems. Yet The Highwayman remains a quiet, human-scale side job. It does not offer a legendary gun or a game-changing implant. What it offers is a free unique bike and a memorable slice of Night City misery. Isn't that exactly what the setting is about?

For completionists, the mission is essential. For role-players, it is a chance to let V show empathy toward James. For anyone who loves vehicles, the Nazare Itsumade is a stylish ride that many players never find. The side job takes less than twenty minutes, but its impact lingers longer. So, the next time V is in Santo Domingo, it is worth taking a detour. Night City rarely rewards kindness, but The Highwayman rewards curiosity.