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I interview non-founder/VC/CEO operators that make the startup world go round

Popular episodes

Operators Ep 34: Anand Chandrasekaran (Five9 acq. by Zoom)

Nov 15 • 45:57
Anand Chandrasekaran is an EVP at Five9.  Prior to joining Five9, Anand worked at Facebook, Snapdeal, Yahoo and Aeroprise.  He has a Master of Science in Electrical Engineering from Stanford and is currently on the board of Future Group India.

In this episode we talk about Anand’s childhood goal of attending Stanford, the early days of enterprise software, and his views o...

Operators Ep 33: Jaimie Buss (Zendesk)

Nov 1 • 55:17
Jaimie Buss is the SVP of Commercial Sales, North America at Zendesk. Jaimie is a veteran sales leader with experience selling everything from SaaS to virtualization, storage, and networking.  During her first 4-years at Zendesk, she was VP of North America and led SDR/BDR, SMB, Commercial, and Enterprise sales. During her 20+ year sales career, she has held sales and lea...

Operators Ep 32: Alyson Welch (Twilio)

Oct 18 • 39:54
Alyson Welch is the VP of Enterprise Sales at Twilio.  Prior to Twilio, Alyson was the Head of Sales at Zignal Labs, an early stage startup specializing in real time media intelligence, and also spent 15 year at Akamai Technologies.  She has been an advisor at First Round Capital and Bessemer Venture Partners.  She currently sits on the Board of Directors for Girls in Tech...

Operators Ep 31: Ben Braverman (Flexport)

Sep 20 • 47:05
Ben Braverman is the Chief Customer Officer at Flexport. Prior to becoming the Chief Customer Officer, Ben was the Chief Revenue Officer at Flexport. He also worked at URX as the Head of Growth and at HeyZap as their Director of Sales.

In this episode we cover a wide range of topics including Ben’s decision to drop out of college and pursue Buddhism in India, meeting Flex...

Operators Ep 30: Denise Persson (Snowflake)

Aug 23 • 44:51
Denise Persson is the Chief Marketing Officer at Snowflake, where she’s been for the last five years. Prior to joining Snowflake, Denise served as CMO for Apigee, an API platform company that went public in 2015 and was acquired by Google in 2016.  She also built and led a global marketing organization at Genesys through their expansion and successful IPO.

In this episode ...

Operators Ep 29: Dod Fraser (Opendoor)

Jul 12 • 49:29
Dod Fraser is Vice President at Opendoor, which he joined right after the company closed their Series C.  Prior to joining Opendoor, Dod was an Associate at TPG and Perry Capital.

In this episode I talk to Dod about his initial ambitions in medicine and how that changed, his time at TPG and why he left for Opendoor, and the importance of underwriting standards. He also sha...

Operators Ep 28: Jeanne DeWitt Grosser (Stripe)

Jun 22 • 45:36
Jeanne DeWitt Grosser is the Head of Americas Revenue & Growth at Stripe.  Prior to joining Stripe, Jeanne was the CRO at Dialpad and also spent over seven years at Google.

In this episode I talk to Jeanne about her aspirations early on to be a global leader, how she thinks holistically about business, and what Google was like before it had a contacts list and still needed ...

Operators Ep 27: Nilam Ganenthiran (Instacart)

Jun 8 • 49:52
Nilam Ganenthiran is the President of Instacart.  Prior to joining Instacart in 2013, Nilam was a Management Consultant with AT Kearney’s Consumer Retail practice, and also worked in shopper marketing and brand management at Proctor and Gamble.  Nilam is a graduate of York University’s Schulich School of Business and also holds an MBA from the Harvard Business School. 

In ...

Operators Ep 26: Jennifer Burke (Faire)

May 24 • 46:13
Jennifer Burke is the Head of Sales and Account Management at Faire.  Prior to joining Faire, Jen worked in sales at ClassPass for 4.5 years, and at Bain & Co, McCann Erickson and Disney before that. 

In this episode I talk to Jen about how her general manager role at ClassPass turned into a sales role on day one, what she first thought of sales, and why she was immediatel...

Operators Ep 25: Erik Bernhardsson (Better)

May 11 • 47:29
Erik Bernhardsson is the ex-CTO and now Senior Adviser at Better. He joined as one of the first 10 employees when the company was less than a year old. Prior to joining Better, he worked as the engineering manager at Spotify.

In this episode I talk to Erik about why he took an early-stage Spotify job over an offer from Google, how he found the commercial side of Spotify ju...

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