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I have my doubts that very many of the more mature startups from the 2014-2021 vintage will be able to make the transition from PLG to enterprise sales led growth. The sales motions are completely different, with enterprise sales cycles being far longer, and involving relationships as much as the technology itself. Also, the more evolved a platform is, the more work it is to get it to compliance with frameworks like SOC-2 and ISO27001. And once you clear that hurdle, what are you going to do when an enterprise customer says your SaaS platform needs to be run in single tenancy mode, in the cloud of their choosing, with private connections back to their data centers? Yeah, sure all the hyperscalers support these architectures but implementing them will require customization. If most of your customers onboard by signing up on the website and putting in a credit card, you probably don't have the solution engineering teams that can onboard enterprise customers. Sure, you can build out that function but that takes time and it will involve a culture shift. You're going to need highly experienced people that you can trust when put in front of senior enterprise tech leaders. Those people are extremely rare at startups that have mostly been selling to other startups, or have been selling directly to lower level IT and business managers whose procurement approval amounts are just in excess over the lower-level SaaS pricing tiers.

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