All autopsies

// STARTUP COMPARISON

Redbooth Chile vs Carillion

Redbooth Chile failed in 2019 due to Competition. Carillion failed in 2018 due to Unit Economics. Different causes, different sectors, different eras — but the same simulation outcome.

METRIC🔥 Redbooth Chile🔥 Carillion
SectorSaaSSaaS
CountryChileUK
Founded20121999
Died20192018
Raised$30MPublic company
Peak5M users globally£5.2B revenue · 43,000 employees
Primary CauseCompetitionUnit Economics

// 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.
🔥 Carillion
Unit Economics
Carillion was the UK's second-largest construction and services company with £5.2B revenue and thousands of government contracts. It carried £1.5B in pension deficits and £900M in debt. Three profit warnings in 2017 exposed structural insolvency. It entered compulsory liquidation in January 2018 — the largest ever UK trading liquidation — leaving 43,000 employees and thousands of subcontractors unpaid.
// LESSON
Revenue is not solvency. A company with £5.2B in revenue and £2.4B in combined pension and debt obligations is not viable — it is a zombie awaiting a trigger event.

// EXPLORE FURTHER