Every PLG business will eventually have to build for the enterprise. Why? Bottom up adoption can indeed go “all the way up”...to the C-level of large organizations. But to get that 6- or 7-figure contract, you’ll need to beef up the product for the big leagues. Annie has gone through the journey at Glassdoor, and now at Calendly. She shares her playbook with us in today’s episode.Calendly is an OpenView portfolio company. For a full portfolio list please visitov.vcKey Takeaways:[2:10] What it looks like for PLG businesses to embrace enterprise[4:42] Three components that make adopting enterprise easier said than done[7:49] How to tackle the PLG plus enterprise transition in terms of people [17:00] Maintaining simplicity and the end user experience as a philosophical north star[19:51] Trades offs of embracing enterprise products from the PLG standpoint, and how to manage them[22:57] Building solutions for personas and horizontal platforms[28:06] Platforms and opting into layers of complexity[30:01] Foundational step number one to building towards enterpriseMentioned in this episode:Sign up for OpenView's weekly newsletterAnnie Pearl, Chief Product Officer at CalendlyCalendlySubscribe toBlake Bartlett on YouTube.Podcast produced byOpenView.View ourblogfor more context/inspiration.OpenView on LinkedinOpenView on TwitterOpenView on InstagramOpenView on Facebook