WSS 2026 | Whitefish Security Summit — Inaugural Event Recap
Whitefish Security Summit

WSS 2026

Venue
Whitefish Performing Arts Center
Dates
April 2–4, 2026
Attendees
130+
Return Intent
86%
Event Recap

Three days. One conversation.
The one that needed to happen.

The inaugural Whitefish Security Summit convened in April 2026 at the Whitefish Performing Arts Center — bringing together more than 130 national security professionals, intelligence officers, defense practitioners, journalists, and policy leaders for three days of frank, practitioner-grade dialogue on the threats defining this decade.

WSS was designed from the beginning as something different: not a conference where people perform expertise for a room of strangers, but a forum where serious people have the conversations they can’t have elsewhere. The setting was intentional. Whitefish, Montana is not Washington. That distance produced a different quality of engagement.

Programming spanned cyber operations and AI-enabled threat, intelligence community dynamics, geopolitical risk, influence operations, and the intersection of national security with media and culture. Discussions were structured to generate insight rather than consensus — and they delivered.

Eighty-six percent of attendees indicated intent to return. The community that formed over those three days is the foundation on which WSS 2027 is being built.

130+
Attendees
By invitation — practitioners, not spectators
86%
Return Intent
Post-event survey respondents indicating intent to return
3
Days
April 2–4, 2026 · Whitefish Performing Arts Center
Keynote · WSS 2026
Opening Keynote
General Stanley
McChrystal
USA (Ret.) · Former Commander, Joint Special Operations Command & ISAF

General McChrystal’s keynote set the intellectual frame for the Summit — addressing the nature of modern conflict, the evolution of adversarial threat, and the demands placed on institutions and individuals operating at the edge of national security. It was a frank assessment from one of the defining military leaders of the post-9/11 era, delivered to an audience that understood the weight of what he was describing.

2026 Speakers

The people in the room.

Sue Gordon
Former Principal Deputy Director of National Intelligence
Darrell Blocker
Former CIA Senior Operations Officer
Carmen Medina
Former CIA Deputy Director of Intelligence
Anthony DeMario
Retired CIA Chief of Operations, Iran & Counterterrorism · EVP, Strider Technologies
Howard Gordon
Screenwriter & Executive Producer · 24, Homeland
Ambassador Cameron Hume
Former U.S. Ambassador
Andrew Hartsog
Executive Vice President, Constellis
I.S. Berry
Former CIA Case Officer · Author, The Peacock and the Sparrow
Tatiana Siegel
Journalist · The California Post
Bianca Goodloe
Producer · Financier · Attorney
Rachel Grunspan
Former Chief Futurist, Directorate for Digital Innovation, CIA
2026 Sponsors

Organizations that made WSS 2026 possible.

What It Produced

A community, not just an event.

WSS 2026 was the proof of concept. What it demonstrated is that there is genuine appetite — among people who operate at the highest levels of national security — for a forum that prioritizes substance over spectacle, and relationship over credential display.

The conversations that happened in Whitefish over those three days continued after the event closed. That continuity is what Summit Circle was designed to formalize and sustain — a year-round community built from the constituency that made the inaugural Summit what it was.

WSS 2027 builds on that foundation. The programming will go deeper. The community will be larger. The stakes are the same.

“The conversations you can’t have anywhere else — that’s what Whitefish is for.”
WSS 2026 Attendee

WSS 2027
is next.

February 24–26, 2027 · Whitefish, Montana. The second annual Whitefish Security Summit — with Chris Costa confirmed as keynote and an expanded program across three days. Summit Circle charter enrollment is open through August 1, 2026.

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