JC

James Cross

Founder of Speaksage

San Francisco, California

Overview 

James Cross is a seasoned professional with a background in AI for leadership and extensive experience at Workday, where he held key roles such as Vice President of Workforce Products and Director of Learning Products. His notable career achievements include co-founding Speaksage and being part of the founding team at MediaCore Technologies, which was later acquired by Workday in 2015. Currently based in San Francisco, California, James focuses on investing in early-stage companies in sectors like Consumer Internet and Enterprise, while also providing consultancy services in educational technology and e-learning.

Work Experience 

  • Co-Founder

    2024 - Current

    We're building the AI for manager effectiveness at large organizations.

  • Fellow

    2023 - 2024

Menlo Ventures provides capital for consumer, enterprise, and life science technologies from seed to growth stages.

  • Vice President, Workforce Products

    2020 - 2023

    Leading a 55-person organization, building products for the extended workforce.

  • Vice President, Product Strategy

    2017 - 2020

    Zero-to-one market entry for new products and categories.

  • Director, Learning Products (via acquisition)

    2015 - 2017

    Acquired by Workday. Product lead as we announced, built, launched, and grew Workday's LMS. Owned roadmap, positioning, analyst briefings, and all launch GTM.

Workday provides SaaS-based enterprise solutions for a company's human resources and financial management activities.

Raised $230,550,000.00 from Janus Capital Group, Morgan Stanley, T. Rowe Price and Bezos Expeditions.

  • Founding Team (Acquired by Workday 2015)

    2012 - 2015

    We brought video learning to the world's biggest companies and universities. Acquired by Workday after our Series A in 2015.

Articles About James

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