#142 President of DocuSign, Robert Chatwani: Get Uncomfortable
Grit12 Kesä 2023

#142 President of DocuSign, Robert Chatwani: Get Uncomfortable

Guest: Robert Chatwani, President and General Manager of Growth at DocuSign

Robert Chatwani’s first reinvention was in his early 20s, when he left McKinsey & Company to start a people-powered commerce startup called MonkeyBin. And in the ensuing decades, his entrepreneurial energy hasn’t slowed down, with hops to eBay, Spring, Atlassian, and now DocuSign, where he is the President and General Manager of Growth. He cites a “healthy anxiety” that comes from getting too comfortable in any role, where he finds himself solving the same problems over and over again; but when you’re in a little bit over your head, Robert explains, “that’s a good place to be, because that’s where the best learning comes from.”

In this episode, Robert and Joubin discuss trusting your intuition, reinventing yourself, personal boards of advisors, people-powered commerce, betting on people, career coaching, taking time for family, being the same person in every room, bone marrow donors, energy takers vs. creators, and leading with empathy.

In this episode, we cover:

  • Networking through venture capitalists (02:18)
  • Leaving high-profile jobs (04:29)
  • How to know when it’s time to leave (07:55)
  • 12 years at eBay (11:05)
  • The seeds of doubt (15:10)
  • Finding purpose in company-building (17:51)
  • Robert’s personal mission statement (21:01)
  • Growing up in Chicago and his parents (24:40)
  • Losing a parent (27:16)
  • True North by Bill George (29:35)
  • Finding ways to be human (32:45)
  • What accomplishment Robert is most proud of (34:35)
  • MonkeyBin and meeting eBay (36:08)
  • Sameer Bhatia’s battle with leukemia (38:30)
  • Building a global bone marrow campaign (42:38)
  • “You can’t control every outcome” (48:07)
  • Unexpected side effects (52:56)
  • Business is a force for good (56:26)
  • Working at Spring, and then Atlassian (01:00:01)
  • Self-doubt and leaving Atlassian (01:06:29)
  • Making tough calls with IQ & EQ (01:10:24)
  • Who DocuSign is hiring, and what “grit” means to Robert (01:13:48)

Links:

Jaksot(279)

Family, Focus, and 350M Users: Inside Zoom with Eric Yuan

Family, Focus, and 350M Users: Inside Zoom with Eric Yuan

Eric Yuan turned a simple belief into Zoom, the platform that kept the world moving through a once-in-a-century shutdown and redefined modern work. On this episode of Grit, the Zoom CEO shares why vel...

9 Kesä 20251h 14min

Bret Taylor’s Journey Leading Salesforce, Sierra & OpenAI

Bret Taylor’s Journey Leading Salesforce, Sierra & OpenAI

Over the past two decades, Bret Taylor has quietly helped shape the arc of Silicon Valley.From co-creating Google Maps to steering Facebook, Salesforce, and OpenAI, he’s been behind some of the most c...

2 Kesä 20251h 29min

Inside Aurora’s Push to Make Autonomous Trucking Real | Chris Urmson

Inside Aurora’s Push to Make Autonomous Trucking Real | Chris Urmson

Chris Urmson has spent the last 20 years pushing the limits of autonomous driving—first at Carnegie Mellon’s DARPA Grand Challenge team, then as co-founder of Google’s self-driving car project, now Wa...

26 Touko 20251h 30min

From Scaling Cisco to Seeding AI: John T. Chambers on Speed, Strategy, and Reinvention

From Scaling Cisco to Seeding AI: John T. Chambers on Speed, Strategy, and Reinvention

John Chambers led Cisco through the rise of the internet—transforming it into the world’s most valuable company at its peak.On this week’s Grit, the former Cisco CEO unpacks how he scaled the business...

19 Touko 20251h 27min

How Matt Murphy Made Marvell Essential to AI and Cloud

How Matt Murphy Made Marvell Essential to AI and Cloud

Matt Murphy transformed Marvell from a broad-based chip supplier into a $100B data infrastructure leader—powering the rise of AI, cloud, 5G, and custom silicon.On this week’s Grit, the Marvell CEO sha...

12 Touko 20251h 25min

HubSpot CEO on the Future of SaaS, AI, & Leading Through Change

HubSpot CEO on the Future of SaaS, AI, & Leading Through Change

From a 350-square-foot home in South India to leading HubSpot, a $30B CRM powerhouse, Yamini Rangan’s journey is nothing short of remarkable. In this episode, Yamini shares how she’s guiding HubSpot t...

5 Touko 20251h 17min

From White House to Wall Street: David Rubenstein

From White House to Wall Street: David Rubenstein

David Rubenstein helped pioneer modern private equity—building The Carlyle Group into a $400B global investment firm from a modest D.C. office and a relentless fundraising streak. But beyond PE, his l...

28 Huhti 20251h 11min

No Reset Button: Reinventing Amplitude in a Post-AI World (Spenser Skates)

No Reset Button: Reinventing Amplitude in a Post-AI World (Spenser Skates)

Amplitude helped define the modern analytics stack, powering digital products with deep behavioral insights. But in a world shifting toward agentic interfaces and vertically integrated AI, even a cate...

21 Huhti 20251h 17min

Suosittua kategoriassa Liike-elämä ja talous

sijotuskasti
psykopodiaa-podcast
rss-rahapodi
mimmit-sijoittaa
rss-lahtijat
rahapuhetta
rss-draivi
rss-neuvottelija-sami-miettinen
rss-rahamania
rss-porssipuhetta
rss-bisnesta-bebeja
rss-paasipodi
rss-porssipodi
syo-nuku-saasta
pomojen-suusta
sijoituspodi
juristipodi
rss-paatos-podcast-suomen-kovimmat-paatoksentekijat-2
rss-seuraava-potilas
rss-40-ajatusta-aanesta