Don Spear on AI & Learning Platforms at OpenSesame

With a career spanning the US Navy, executive leadership positions at PetSmart and Banfield Pet Hospital, and pioneering online training, Don brings unique insights into building and scaling businesses across industries. Throughout the conversation, Avanish and Don discuss OpenSesame's evolution from an online learning marketplace to an AI-powered platform that serves enterprises, learning management systems, and content publishers. They explore the "Intel Inside" ecosystem strategy, the Simon AI tool that democratizes course creation and enables instant translation into 70 languages, and how organizations can successfully navigate workforce reinvention in the AI era while meeting customers where they are.

In this episode, Avanish and Don discuss:

• OpenSesame's dual-sided platform strategy: Partnering with 200+ LMS/HRIS systems on the delivery side while aggregating 50,000 courses from 200+ publishers, providing distribution for small publishers to reach enterprise customers and enabling large publishers like Harvard Business Publishing to access mid-market and SMB segments.
• The Simon AI course creation tool: Democratizing content development by enabling subject matter experts to create high-quality courses without instructional designers, with built-in translation capabilities across 70 languages for voiceover and text—expanding global reach for multinational organizations.
• Workforce reinvention as strategic imperative: Positioning OpenSesame at the center of organizational AI transformation by providing not just technology but comprehensive change management roadmaps, helping HR and learning leaders guide their teams through adoption with curated content and use cases.
• The "meet them where they are" philosophy: Balancing long-term product vision with practical customer adoption paths, especially during transformational periods like AI implementation, by understanding customer needs deeply before prescribing solutions and allowing products to flex without compromising the ultimate vision.
• The 1% better daily improvement mindset: Embracing continuous learning and incremental progress as the foundation for breakthrough innovation, recognizing that overnight successes are built on consistent dedication and discipline over time.

About Don Spear:

Don Spear is CEO of OpenSesame. Before his current role, he founded BlueVolt.com, held executive leadership positions at Banfield Pet Hospital and PetSmart, and served as a submarine officer aboard the USS Tunny (SSN 682).

About OpenSesame

OpenSesame, the leading provider of online business training, is the choice for L&D professionals wanting to drive learning initiatives forward with innovation, agility, and care. We offer the world's most comprehensive digital learning catalog, with regularly updated content from expert publishers in a variety of formats and languages. By providing comprehensive learning resources and innovative tools like Simon, OpenSesame empowers L&D professionals to exceed their goals and champion learning across their entire organization.

Host Avanish Sahai

Avanish Sahai is a Tidemark Fellow and served as a Board Member of Hubspot from 2018 to 2023; he currently serves on the boards of Birdie.ai, Flywl.com and Meta.com.br as well as a few non-profits and educational boards. Previously, Avanish served as the vice president, ISV and Apps partner ecosystem of Google from 2019 until 2021. From 2016 to 2019, he served as the global vice president, ISV and Technology alliances at ServiceNow.  From 2014 to 2015, he was the senior vice president and chief product officer at Demandbase.  Prior to Demandbase, Avanish built and led the Appexchange platform ecosystem team at Salesforce, and was an executive at Oracle and McKinsey & Company, as well as various early to mid-stage startups in Silicon Valley.

About Tidemark

Tidemark is a venture capital firm, foundation, and community built to serve category-leading technology companies as they scale.  Tidemark was founded in 2021 by David Yuan, who has been investing, advising, and building technology companies for over 20 years.  Learn more at www.tidemarkcap.com.

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