October 23, 2025
October 23, 2025
Balancing the two muscles of PLG
All bottom-up, PLG companies eventually move into enterprise. Which often requires a vastly different product. How to prioritize between the two?
pascal's notes

Every bottom-up PLG company faces this tension:
PLG gets you in. Enterprise funds the future. They need vastly different products - how do you prioritize?
With constrained resources, do you neglect the motion filling your funnel or the one landing big contracts?
Self-serve defaults to solving issues with product.
When users are free or $10/month, fixes must scale.
You improve docs. Tighten onboarding. Rename confusing buttons. Add smart defaults.
The product teaches itself at scale - that muscle atrophies fast if you stop using it.
Enterprise is different: solve with people, then backfill with product.
Six- and seven-figure customers expect white-glove service.
You jump on calls. Walk them through workflows. Write one-off scripts. You invest in hand-holding instead of fixing root causes.
Thus, it’s easy to deprioritize the motion that fills your funnel. Which can be detrimental.
E.g for Socket, their CEO / co-founder Feross told me:
Their budget sits with security, but engineers are their stakeholders.
When engineers recognize you - from using your free product, seeing your public pages, or reading your blog - enterprise deals tilt your way.
Going enterprise-only as they scale - like too many companies do - erodes that edge.
Keep PLG surfaces healthy to win long-term. Even if it means moving slower on enterprise deals in the short-term.
Your PLG motion often isn’t just customer acquisition - it’s your competitive moat in enterprise deals.
Enjoyed reading this?
Then check out my conversation on the focal podcast with Feross Aboukhadijeh, the CEO and Co-Founder of Socket ($65M raised from a16z, Abstract, Dylan Field, Aaron Levie, and others).
Youtube | Apple Podcast | Spotify
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