Case 04 · Freight

Today is your last day

Convoy marked a freight brokerage as a software company. Bezos and Gates on the cap table. $3.8 billion in April 2022. On 19 October 2023 Dan Lewis told the remaining staff the sentence. No severance. Options at zero. Two weeks later Flexport bought the stack and called the price modest.

Cases·Industries·.md

2015–2023 · Shutdown · 19 Oct 2023 · 8 min · 6 Sep 2026

Loading dock after the last truck left.
Loading dock after the last truck left. · A sitting. Not a filing.

A take-rate business on a software multiple. When freight collapsed, the multiple had nowhere to sit.

Desk view

The file

Founded
2015 · Dan Lewis, Grant Goodale. Seattle.
Raised
~$1B · Bezos, Gates, Baillie Gifford, T. Rowe
Peak mark
$3.8B · April 2022, $260M round
Staff
~1,500 at peak. ~500 on the last day.
Last day
19 Oct 2023 · memo: today is your last day
What sold
1 Nov 2023 · Flexport took the stack and ~50 people. Not the liabilities.

What broke

  1. 01 · The multiple

    Convoy sold a network. What printed was a brokerage. When the 2022 mark cleared $3.8 billion, freight rates were still fat from the pandemic. A take-rate on trucking does not compound like a seat at a lab. The comments on the shutdown thread sat it: software multiples on a broker.

    The cap table priced software. The P&L was freight.

  2. 02 · The winter

    Lewis’s memo: a massive freight recession and a contraction in the capital markets. Four months of looking for a buyer. In-transit loads were walked to the door, then the lights went out. No severance. Stock worthless. Peak 1,500 down to 500, then to zero in a morning.

    The cycle closed the book. The raise could not reopen it.

  3. 03 · What sold

    Flexport took the technology and a small product bench. Ryan Petersen: purchase price relative to value is modest. Lewis went with the stack, later left. The network the $3.8 billion was supposed to be did not transfer. A modest asset sale is not a soft landing for the people who were told Thursday was the last day.

    Flexport kept the code. The book went to zero.

Beats

  1. 2015

    The desk

    Lewis and Goodale start a digital freight network in Seattle. The pitch is empty miles and a cleaner load board.

  2. 2017–19

    The names

    Gates and Bezos write checks. Series that mark it as the anti-Uber-Freight. $2.7 billion by late 2019.

  3. Apr 2022

    The peak

    CNBC later: $260 million at $3.8 billion. Baillie Gifford. JPMorgan line of credit. Freight rates are already turning.

  4. 2022–23

    The cuts

    GeekWire: layoffs in June 2022, October 2022, February 2023, June 2023. Goodale leaves June 2023.

  5. 18 Oct 2023

    The loads

    Shipments cancelled. The rumor is a transition. It is not.

  6. 19 Oct 2023

    The memo

    Lewis: we hoped this day would never come. Today is your last day at the company. Four months of options exhausted.

  7. 1 Nov 2023

    The stack

    Flexport buys the tech. Modest price. About fifty people. Not the liabilities.

X desk

It broke there first

Sources

House

Sit the next issue. Print the chain.

A house underwrites one map — electrification, physical AI, the picks that do not trend until the assembler does.

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