Asana COO: Transforming the Way Companies Operate | Anne Raimondi
Fri Dec 05 2025
In this episode, Anne Raimondi, COO of Asana and a seasoned operator across companies like eBay, SurveyMonkey, Zendesk, and Guru — breaks down what it really takes to lead teams and build products in a world being reshaped by technology.
Anne didn’t begin her career in tech. She found her way into the industry by solving real operational problems inside a retail company, and that experience shaped how she thinks about technology today: as a tool that should make people more effective, not overwhelmed.
From scaling eBay during its explosive growth, to defining product-led culture at SurveyMonkey, to transforming customer experience at Zendesk, Anne shares the lessons she’s carried across decades of building, leading, and operating inside some of the most influential companies of the last twenty years.
Now as COO of Asana, she’s helping redefine how teams work in an era where AI, automation, and collaboration tools are changing expectations faster than ever.
In this conversation, Anne breaks down:
- The mindset shift leaders need as work becomes increasingly tech-enabled
- Why companies must remove friction — not add complexity
- How to build teams that stay innovative as organizations scale
- Why your product is your brand (especially as customer expectations accelerate)
// LINKS //
Instagram https://www.instagram.com/jeromedwightx
Youtube https://www.youtube.com/@jeromedwightx
TikTok https://www.tiktok.com/@jerome.dwight
Spotify https://open.spotify.com/show/47yRU8VeRXZjvwwbS2CWgn?si=TFWYhoKYRziQbTjaXjuOjw&nd=1&dlsi=1ae5fe7561434a39
#AnneRaimondi #Asana #FutureOfWork #Leadership #ChallengerMindset #AI #TechLeadership #ScalingUp #BusinessGrowth #OperatorMindset #TeamExecution #JeromeDwight #ChallengerX
More
In this episode, Anne Raimondi, COO of Asana and a seasoned operator across companies like eBay, SurveyMonkey, Zendesk, and Guru — breaks down what it really takes to lead teams and build products in a world being reshaped by technology. Anne didn’t begin her career in tech. She found her way into the industry by solving real operational problems inside a retail company, and that experience shaped how she thinks about technology today: as a tool that should make people more effective, not overwhelmed. From scaling eBay during its explosive growth, to defining product-led culture at SurveyMonkey, to transforming customer experience at Zendesk, Anne shares the lessons she’s carried across decades of building, leading, and operating inside some of the most influential companies of the last twenty years. Now as COO of Asana, she’s helping redefine how teams work in an era where AI, automation, and collaboration tools are changing expectations faster than ever. In this conversation, Anne breaks down: - The mindset shift leaders need as work becomes increasingly tech-enabled - Why companies must remove friction — not add complexity - How to build teams that stay innovative as organizations scale - Why your product is your brand (especially as customer expectations accelerate) // LINKS // Instagram https://www.instagram.com/jeromedwightx Youtube https://www.youtube.com/@jeromedwightx TikTok https://www.tiktok.com/@jerome.dwight Spotify https://open.spotify.com/show/47yRU8VeRXZjvwwbS2CWgn?si=TFWYhoKYRziQbTjaXjuOjw&nd=1&dlsi=1ae5fe7561434a39 #AnneRaimondi #Asana #FutureOfWork #Leadership #ChallengerMindset #AI #TechLeadership #ScalingUp #BusinessGrowth #OperatorMindset #TeamExecution #JeromeDwight #ChallengerX