20 August 2026
Newsletter – August 20, 2026
| When Berkeley SkyDeck advisor Nathan Trueblood first joined SkyDeck to mentor founders, he didn’t expect to end up on the front lines of a major acquisition. In his latest blog post, the SkyDeck Advisor Council Chair and former Box VP of Product shares the candid, behind-the-scenes journey of advising AI security startup Enkrypt AI, a relationship that evolved from bi-weekly coaching calls into an angel investment, a full-time Chief Product Officer role, and ultimately an acquisition by Anaconda. Nathan’s story offers an unvarnished look at the grit behind building in AI and highlights how deep trust between founders and advisors can turn early-stage potential into industry-defining outcomes. Whether you’re a founder seeking transformational mentorship or an executive looking to get in the ring with early-stage innovators, read Nathan’s full post here for a look at what real founder-advisor alignment can achieve. |
