Oliver Roup <oroup@oroup.com> — San Francisco, CA
2023 – Present Cloudflare San Francisco, CA
VP of Product, Platform. Lead a team of 15 product managers focusing on enterprise readiness, data infrastructure, APIs, SDKs, adoption and billing in pursuit of serving the enterprise and $5B in revenue. Report to CPO Nitin Rao.
2020 – 2022 Instacart San Francisco, CA
VP of Product, Enterprise. Owned Enterprise products through transition to retailer-enablement. Reported into COO Asha Sharma.
  • Drove multiple products line representing billions in revenue and a significant fraction of gross profit for the entire company.
  • Rebuilt the product team, increasing retailer NPS by +20 and team health score by +45%.
  • Executive sponsor of successful FoodStorm acquisition. Delivered 100% of OKRs and retained entire team through target period.
  • Delivered numerous high-stakes platform and customer launches for key partners like Costco, Wegmans, Kroger, and Publix.
2018 – 2020 Sovrn (Acquirer of VigLink) San Francisco, CA
Head of Product Strategy. Integrated VigLink, exceeding pre-acquisition targets. Applied commerce data to the display ecosystem enhancing micro-bidding and data profiling. Developed sales automation to lower CAC. Reported to CEO Walter Knapp.
2009 – 2018 VigLink (Acquired by Sovrn) San Francisco, CA
Sole Founder / CEO. Invented and delivered a set of "supply-side" tools enabling mainstream web publishers to participate in affiliate commerce revenue utilizing display advertising techniques incuding realtime bidding and modelling historical behavior.
2003 – 2007 Microsoft Redmond, WA
Principal Group Program Manager (Product Director). Founded, staffed & shipped the Xbox Live Video Marketplace. Author of original paper on Microsoft Points. Ran product for MSN Music, Radio and others. Recruited by Hadi Partovi.
2002 – 2003 Vulcan Seattle, WA
Research Program Manager. DARPA RKF featured AI Research and venture diligence for Microsoft co-founder Paul Allen.
2000 – 2002 Echo Networks San Francisco, CA
Director of Advanced Technology. Engineer and sole PM for award-winning online radio. Reported to co-founder Bonney Pelley.
2007 – 2009 Harvard Business School (HBS) Boston, MA
Master of Business Administration. Winner John H. McArthur Canadian Fellowship. 2nd place VCIC competition.
1994 – 1999 Massachusetts Institute of Technology (MIT) Cambridge, MA
Master of Engineering and Bachelor of Science in Computer Science. Director, Nightline. Media Lab student of Michael Hawley.
Professional associations, consulting and internships
2023 – Present CEO & Executive Coach San Francisco, CA
Lifetime Trusted Advisor to CEOs, execs & venture capitalists drawing on my counseling experience. Student of Bryan Franklin.
2020 First Round Capital San Francisco, CA
Angel Track. A community of operators and founders developing their skills as early-stage investors. Sponsored by Josh Kopelman.
2010 – 2024 Young Presidents' Organization (YPO), Golden Gate Chapter San Francisco CA
Member, Moderator. YPO is a global leadership community of chief executives with members in more than 130 countries.
2012 – 2016 Performance Marketing Association (PMA) Midddletown, DE
Board of Directors. Twice-elected board member. Founded publisher recruitment council. Retired by term limit.
2008 – 2009 Founders Fund San Francisco, CA
Associate. First intern. Member of SpaceX deal team. Sourced a deal through Series A. Reported to Justin Fishner-Wolfson.
2007 British Broadcasting Corporation (BBC) London, UK
Consulting Architect. Contract work resetting iPlayer, a 5-year, 200-person effort. Reported to Executive Director Erik Huggers.
Skills and Patents
  Hands-on product leader fluent in B2B SaaS, Cybersecurity, eCommerce, adtech, media and M&A. Patent holder.
  Former national champion rower, sailing race coach, avid cyclist and registered yoga teacher. Travel to over 50 countries.