All autopsies

// STARTUP COMPARISON

Carillion vs Zenefits

Carillion failed in 2018 due to Unit Economics. Zenefits failed in 2017 due to Founder Chaos. Different causes, different sectors, different eras — but the same simulation outcome.

METRIC🔥 Carillion🔥 Zenefits
SectorSaaSSaaS
CountryUKUSA
Founded19992012
Died20182017
RaisedPublic company$584M
Peak£5.2B revenue · 43,000 employees$4.5B valuation
Primary CauseUnit EconomicsFounder Chaos

// WHY EACH FAILED

🔥 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.
🔥 Zenefits
Founder Chaos
Zenefits, an HR and benefits SaaS, raised $584M and reached $4.5B valuation. Regulatory investigations revealed Zenefits had been selling insurance through unlicensed brokers — a serious regulatory violation. Founder and CEO Parker Conrad resigned in February 2016. The company was fined $7M by California regulators. A later investigation found Conrad had also created software to help brokers fake insurance licensing course completion.
// LESSON
Move fast and break things does not apply to insurance licensing. Selling insurance through unlicensed brokers is illegal in every US state. The compliance cost of proper licensing is the cost of being in the business — not a bureaucratic obstacle to move around.

// IN THE SIMULATION

Carillion triggers PENSION_DEFICIT_CRISIS + DEBT_SPIRAL simultaneously. The simulation flags companies where pension obligations exceed operating cash flow as structurally insolvent regardless of headline revenue.

Zenefits triggers INSURANCE_LICENSE_COMPLIANCE_FRAUD — the simulation models insurance distribution as requiring verified licensing for every broker in every state. Building software to help people fake licensing completion is not a compliance shortcut — it is fraud.

// EXPLORE FURTHER