On September 19, 2026, Version History hosts Travis Larchuk and Andrew Marino, along with a panel of Verge all-stars, embarked on a live stream journey playing the 1985 Apple II version of *The Oregon Trail*. The event served as a promotional kick-off for Version History Season 5, with its first episode focused on the classic edutainment game. A unique rule for the stream dictated that if a participant's in-game character died, they would be immediately "kicked out of the live stream," promising a "brutal experience."
The panel included Jen Tuohy, Senior Smart Home Reporter and participant in the Leap Pad episode, who was designated the first wagon leader due to her "best hat." Addie Robertson, The Verge's Tech and Policy Editor and featured in the One Not Talk Per Child episode, admitted to having played the game before and even "had dysentery" in real life. V. Song, Senior Cursed Tech Reviewer from the TI-84 calculator episode, specialized in wearables. Finally, Victoria Barrios, Supervising Producer for Version History, typically behind the scenes, joined the wagon train.
After a brief check of the Oregon Top 10 scores and a review of how points are earned (with farmers and carpenters receiving multipliers), the team chose to play as a "carpenter from Ohio" to balance starting funds and potential point bonuses. They decided to depart in April, navigating the trade-off between early grass for oxen and late-season snow.
Resource management at Matt's General Store consumed a significant portion of the initial game time. With an $800 budget, the team ultimately decided on: 8 oxen (4 yoke) for $160, 1500 pounds of food for $300, 10 sets of clothing for $100, 10 boxes of ammunition for $20 (later increased), and a stock of spare parts including 3 wagon wheels, 2 axles, and 3 tongues for $80. This left them with a crucial $100 cash for the journey.
The journey began with Jen as the wagon leader. Their first major decision came at the Kansas River Crossing, 102 miles in. Faced with a 5.9-foot deep river, the chat audience, via a poll, voted for the ferry, which cost $5 and took two days, successfully crossing without incident. Soon after, an ox was injured, but the team pressed on.
At the Big Blue River Crossing, the river was 2.7 feet deep. Despite the chat's mixed vote, the team attempted to "ford" the river, resulting in lost supplies and a day's delay. Travis, playing the game, often took on hunting duties, with mixed results ranging from a single squirrel to bears, though not without wasting precious bullets. The team experimented with pace (steady, strenuous, grueling) and rations (filling, meager), often cycling between them as health deteriorated and supplies dwindled. Frequent rests, typically two days, were taken to recover from various ailments like V. Song's exhaustion, Andrew's broken leg, and Addy's broken arm and leg.
A major setback occurred when all oxen were stolen. The team was unable to move and spent several in-game days attempting to trade. Eventually, they traded two sets of clothing for one ox, allowing them to continue. At the treacherous Snake River, they opted to hire an "Indian" guide for two sets of clothing, successfully navigating the deep waters.
As the journey progressed into the late fall and winter months, the brutal realities of the Oregon Trail set in. First, Addy succumbed to dysentery and was "kicked out" of the live stream. Shortly after, V. Song died of exhaustion, followed by Victoria due to a fever. Finally, Andrew, the last remaining panelist, also died, leaving Travis alone on the trail.
The stream concluded with Travis, the last survivor, pushing on through severe blizzards and heavy fog with his single remaining ox. The experience highlighted the game's challenging nature and the strategic choices required for survival. Travis thanked the viewers and encouraged them to watch Version History Season 5, emphasizing the quality of the upcoming episodes.