All autopsies

// STARTUP COMPARISON

Redbooth Chile vs Hopin

Redbooth Chile failed in 2019 due to Competition. Hopin failed in 2023 due to Bad Timing. Different causes, different sectors, different eras — but the same simulation outcome.

METRIC🔥 Redbooth Chile🔥 Hopin
SectorSaaSSaaS
CountryChileUSA
Founded20122019
Died20192023
Raised$30M$1B
Peak5M users globally$7.75B valuation
Primary CauseCompetitionBad Timing

// WHY EACH FAILED

🔥 Redbooth Chile
Competition
Redbooth (originally Teambox, founded in Barcelona with Chilean co-founders) grew to 5M global users. The product-market fit eroded as Slack captured real-time collaboration, Asana dominated task management, and Trello won visual boards. Redbooth was caught in the middle without a defensible position. The company was acquired by Planview in 2019 at a fraction of its peak valuation.
// LESSON
Being second in three categories is worse than being first in one. In collaboration tools, users choose the category winner in each paradigm, not the most feature-complete tool. Specialize or be acquired.
🔥 Hopin
Bad Timing
Hopin, a virtual events platform, raised $1B and reached $7.75B valuation during COVID when all events moved online. When in-person events returned in 2022, Hopin's core use case evaporated. The company sold its Events product to RingCentral in 2023 for approximately $15M — a 99.8% value destruction from its $7.75B peak. The founding CEO had already stepped down.
// LESSON
COVID-only use cases have COVID-only valuations. Hopin's $7.75B was pricing in a world where in-person events never returned. When building during a macro event, model the post-event scenario before setting valuation. A product that only works during a pandemic has a pandemic-length runway.

// EXPLORE FURTHER