This session explores why AI must become the portfolio executive’s co-pilot. As leaders transition from full-time operating roles into board and advisory positions, they lose the infrastructure that once supported them, including EAs, chiefs of staff, strategy teams, and research analysts. AI becomes the new support layer, enabling them to manage complexity, prepare for board work, sharpen thinking, and operate with leverage. At the same time, their credibility in the boardroom will increasingly depend on their ability to guide AI-driven enterprise transformation. We will examine how executives can both build personal AI fluency and visibly demonstrate AI domain expertise, ensuring that their market relevance and board impact are unmistakable.
Monday September 7, 2026 10:30am - 11:10am PDT Laugaras Lagoon
In addition to upskilling existing teams, delivering meaningful AI-driven business transformation requires attracting and integrating additional AI-native talent. This fireside chat will explore what it takes to compete for world-class AI professionals in today’s highly dynamic market, from sourcing and positioning to assessing, onboarding, and retaining top talent. We will share practical insights on building credible AI teams that can move from experimentation to real enterprise impact.
Monday September 7, 2026 11:10am - 11:30am PDT Laugaras Lagoon
This session demystifies coaching and consulting as portfolio career paths. We will explore the spectrum of coaching modalities, from informal mentorship and advisory relationships to formal, certified executive coaching. In parallel, we will examine consulting pathways, from operating as an independent consultant to joining established strategy or advisory firms. The session will also address how executives without a traditional consulting background can grow organically into advisory and consulting roles, building credibility, structure, and client traction over time.
Monday September 7, 2026 11:30am - 12:00pm PDT Laugaras Lagoon
Having explored the different pathways, roles, and experiences throughout the retreat, this workshop is the most important moment to put pen to paper and intentionally design your downrange portfolio career strategy. We will give you dedicated time to synthesize the key learnings and begin visualizing what your second career could look like in practice. Surrounded by a stunning natural landscape, this is an opportunity to think expansively, get creative, and unleash your hidden (or not so hidden), artistic talents as you shape your next chapter.
Monday September 7, 2026 1:00pm - 2:00pm PDT Laugaras Lagoon
This Golden Circle tour takes us to three of Iceland’s most iconic natural wonders. We will visit Gullfoss, the dramatic two-tiered waterfall that plunges into a rugged canyon; Geysir, the geothermal area where Strokkur erupts every few minutes, sending boiling water high into the air; and Thingvellir National Park, a UNESCO World Heritage site where the North American and Eurasian tectonic plates visibly meet and where Iceland’s parliament was founded over 1,000 years ago. Together, these sites showcase the raw geology, energy, and history that define Iceland.
Monday September 7, 2026 2:00pm - 4:30pm PDT Golden Circle
Located just a three-minute walk from Hotel Parliament, Matarkjallarinn blends Icelandic ingredients with modern culinary techniques. We will enjoy their tasting menu, a curated journey through seasonal flavors and creative interpretations of local produce, designed to showcase the best of Icelandic cuisine.
Monday September 7, 2026 6:30pm - 10:00pm PDT Food Cellar
