On this episode of the Traction podcast, host Lloyed Lobo of Boast.AI welcomes Annie Pearl, Chief Product Officer at Calendly.

As more and more enterprises put employees in the driver’s seat to pick the right tools for their organizations, product leaders have put more emphasis than ever on end-to-end users.

With everything from pricing to packaging being looked over very deliberately, will the final product frustrate those users or delight them?

Annie shares insights on how to build and drive product-led growth (PLG) for the enterprise.

Specifically, Annie discusses:

2:59 - Key learnings from previous roles that helped her become a product leader

11:26 - Key traits for success in PLG

14:05 - Engineering virality into a product that isn't inherently viral

17:56 - An enterprise company transitioning from sales-led to PLG

22:55 - The purpose of a flywheel and how you can leverage it in a PLG environment

30:05 - UX and best design practices to drive adoption usage and growth

35:25 - Tips for measuring customer outcomes are actually happening

39:56 - How to think about the strategy of building a freemium product

42:08 - What revamping development and prioritizing features looks like

44:41 - Picking what features to say no to

51:35 - How she would build a company today, from scratch

54:49 - The difference between a VP and a Chief Product Officer

1:00:17 - Achieving hyper growth without burning people out

Learn more at https://tractionconf.io

Connect with Annie Pearl: https://www.linkedin.com/in/anniepearl/

Learn more about Calendly at https://calendly.com/

This episode is brought to you by:

Each year the U.S. and Canadian governments provide more than $20 billion in R&D tax credits and innovation incentives to fund businesses. But the application process is cumbersome, prone to costly audits, and receiving the money can take as long as 16 months. Boast automates this process, enabling companies to get more money faster without the paperwork and audit risk. We don’t get paid until you do! Find out if you qualify today at https://Boast.AI.


Launch Academy is one of the top global tech hubs for international entrepreneurs and a designated organization for Canada's Startup Visa. Since 2012, Launch has worked with more than 6,000 entrepreneurs from over 100 countries, of which 300 have grown their startups to seed and Series A stage and raised over $2 billion in funding. To learn more about Launch's programs or the Canadian Startup Visa, visit https://LaunchAcademy.ca 


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