How does Datadog run bottom up and top down selling at the same time without the two fighting?
Datadog does both deliberately. Individual developers install the agent and get value in about 15 minutes with no salesperson, while the sales team works the executive buyer in parallel. VP of Marketing Alex Rosemblat put it as selling to the executive level while staying grassroots at the roots. The connection between the two is that the developers who already use it become the internal champions when the contract comes up, so the top down conversation starts with proof rather than a pitch. Then it expands: land on one monitoring use case, add application performance monitoring, logs and more, which is how net revenue retention reached 146 percent in the year before its IPO. The failure mode most companies hit is bolting sales on before the bottom up adoption is real, which turns champions into gatekeepers.
Go deeper
5 resources, 5 link-checked.
📄 Article
✓ Link checkedFreeAdvanced
Datadog's own VP of Marketing describing the dual motion and, more usefully, saying you have to actively reach out to the grassroots users so they will champion you in the contract conversation.
Seven concrete lessons with the numbers attached, including the 15 minute time to value and net retention above 140 percent. The best single breakdown of how land and expand actually compounds.
The best source on stopping the two motions fighting, with real penetration triggers and named cases where it went wrong, including GitHub losing a deal and Slack separating product teams.
It states the anti-conflict thesis directly: bottom up usage is what generates top down pipeline, so the two motions feed each other rather than competing for the same account.
The founder's own account of running both motions, plus the capital efficiency that resulted: he built Datadog to roughly 40 billion in value having burned around 25 million dollars.