Ep. 82 - HelloSign COO, Whitney Bouck

Ep. 82 - HelloSign COO, Whitney Bouck

Our guest today is Whitney Bouch, the COO of HelloSign. 

Whitney Bouck joined HelloSign as COO in 2016, where she is responsible for growing and scaling the company in partnership with the CEO, CTO, and the executive team. Before joining HelloSign, she ran the global marketing organization at Box and built Box’s enterprise business from the ground up, helping pivot the company from being an SMB-oriented product. Whitney also spent 15 years with Documentum and then EMC (via acquisition) and held a variety of leadership positions, including CMO of the Information Intelligence division at EMC. 

Previously, Whitney held a variety of technology and leadership roles at both Sybase and Oracle. She was recognized in 2017 as one of the top 40 Women in Revenue, in 2015 as one of the World’s 100 Most Innovative CMOs, previously recognized with the Silicon Valley Women of Influence award in 2009, and received the Top 40 Under 40 award in 2003.

In This Conversation We Discuss:

  • Why being the underdog company in an industry is great and has its advantages. 
  • How Whitney interviewed 28 companies and took away a list of items she was looking for like an awesome culture, market opportunity, location, etc. 
  • The idea of “The Learning Tour”, where you jump in and get to know a business before you making changes or an impact on the business. 
  • Why the skills you are lacking as a COO affect your hiring decisions. 
  • How having clear levels and clear expectations on career paths are impacting the younger generation to stay with companies longer. 

Interesting Highlights:

  • The importance of leveling up as the COO. 
  • Diversity breeds diversity and brings new insights to a company.   
  • The job of the COO is running everything the CEO sucks at, which is why the position varies so much from company to company. 


Connect with Whitney Bouck: LinkedIn

Check out HelloSign: https://www.hellosign.com/

Connect with Cameron: Website | LinkedIn

Get Cameron’s latest book “Meetings Suck: Turning One of The Most Loathed Elements of Business into One of the Most Valuable.

COO Alliance: www.cooalliance.com

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