In this episode of the DeWinter Difference, Derek sits down with Dave Stephenson, Chief Business Officer and Head of Employee Experience at Airbnb. Dave shares his incredible career journey, from being a ski racer and aspiring architect at Montana State, to roles at Procter & Gamble, Amazon, and his current position at Airbnb.

They discuss the importance of gaining deep functional skills, the value of mentorship, and the critical role Airbnb played as an Olympic sponsor. Dave also offers advice for aspiring leaders and reflects on his own experiences, including teaching skiing and what he’s learned hosting on the Airbnb platform.

Chapters:

0:00 Intro

00:30 Meet Dave Stephenson: From Amazon to Airbnb

01:05 Dave's Early Career and Education

02:35 Transition to Amazon and Joining Airbnb

04:26 New Role at Airbnb and Leadership Insights

07:20 Advice for Aspiring Leaders

10:36 Airbnb's Role in the Olympics

14:44 Personal Experiences with Airbnb

18:41 Future Aspirations and Final Thoughts

About Dave Stephenson:

Dave Stephenson is responsible for growing Airbnb’s global businesses and overseeing Airbnb’s employee experience. As Chief Business Officer, he is focused on commercializing Airbnb’s new and existing businesses, recruiting and developing Airbnb’s global supply of stays, Experiences, and services, and executing Airbnb’s global in market strategy. As Head of Employee Experience at Airbnb, he oversees talent and leadership development, recruiting, compensation, diversity initiatives, and Airbnb’s Live and Work Anywhere program. Dave previously spent five years as Airbnb’s Chief Financial Officer.

Prior to joining Airbnb, Dave spent 17 years at Amazon, where he was Vice President and CFO of their Worldwide Consumer Organization. Dave also served as CFO of Amazon’s International Consumer business and led finance across many areas of the company, including Amazon Web Services, North America Retail, and Merchant Services.

Dave holds an MBA from the University of Iowa and a BS in Industrial and Management Engineering from Montana State University. He is an Airbnb host in Washington State.

In this episode of the DeWinter Difference, Dara Bazzano, SVP, Chief Accounting Officer at T-Mobile & Independent Board Director sits down with Derek to share insights from her career journey. From her start in public accounting to a run of successful executive leadership positions and board seats, Dara shares what propelled her through professional and personal challenges, including early motherhood and divorce, and what inspired her to move on from public accounting.

Derek and Dara discuss how she developed the skills necessary to lead her team at T-Mobile, the best ways to advocate for your needs in a professional setting, and the best podcasts they may or may not be listening to.

In this episode of the DeWinter Difference, Derek chats with Anarghya Vardhana, a Partner at Maveron, an early-stage, consumer-only venture capital firm that invests across the US in end consumer brands. Anarghya shares her insights on finding career success through authenticity, the key traits she looks for in leaders before investing, and her professional journey from Stanford to Google and eventually to the world of Venture Capital.

Learn more about the DeWinter Difference podcast and share your thoughts and comments at DeWinterGroup.com/dewinter-difference

About Anarghya:

Anarghya spends her time understanding consumer and cultural behavioral shifts, identifying the billion-dollar businesses that will emerge, and partnering with the right founders to help grow those startups into iconic consumer brands. She is particularly interested in companies improving the health and wellness of large populations and she has invested across early stages and sectors such as mental health (Two Chairs, Tempest), women's health (Alife, Odela), rare disease (Allstripes), healthcare platforms (Goodbill), and connection and community for wellness (RecRoom, Co-Star).

Prior to joining Maveron seven years ago, Anarghya was a seed investor and a product manager at several startups, notably Medable in the healthcare space. She started her career at Google and has been in the Bay Area tech scene since her undergraduate years at Stanford, where she studied Science, Technology, and Society, graduating with honors with a focus in Human Biology, and Mathematics. Anarghya was listed on Forbes "30 Under 30" for venture capital, won the Diversity Champion Awards from Forbes and JP Morgan Chase, was nominated for the NVCA's rising star award, and gathered several accolades during her time at Google. She is a Kauffman Fellow, and an active participant in All Raise and other diversity initiatives in tech and venture capital. Anarghya hails from the pacific northwest, is a slow marathoner, and is an Indian classical dancer (Bharatanatya).

About Maveron:

Maveron is a consumer-only venture capital firm that empowers consumers to live on their terms.