Applied AI + security engineers
People shipping systems where models, agents, identities, and infrastructure collide.
Inaugural gathering
20–22 January 2027
Applied AI × Cybersecurity
SkiSides
Whitefish
Montana
A small conference for the people applying AI to security—on offense, defense, and the difficult terrain in between.
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The premise
The security frontier is moving. We should meet there.
AI is changing who can build, who can break, and how quickly both sides adapt. SkiSides brings together the people testing that reality in production—not just talking around it.
Over three days, talks, facilitated workshops, shared meals, and informal time make space to compare notes, test ideas, and get to know the people doing the work.
3days
Talks+ workshops
Networkingbuilt in
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The space
Built for practitioners
The right people.
Close enough to talk.
Red + blue team researchers
Practitioners using LLMs to attack, defend, investigate, automate, and rethink tradecraft.
Security founders
Builders turning hard technical insight into durable security companies and products.
Venture-backed builders
Operators and investors working close to the frontier—not watching it from a distance.
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The format
20–22 January 2027
Three days.
One continuous conversation.
01
Wednesday
20 JanGather
- Welcome reception
- Opening dinner
Arrive, settle in, and meet the room before the ideas start moving.
02
Thursday
21 JanExchange
- Technical talks
- Shared lunch
A concentrated day of field-tested work, sharp questions, and honest discussion.
03
Friday
22 JanBuild
- Discussion workshops
- Organizer-led hackathon
- Closing dinner
Work through hard questions together, build alongside the room, then close the week around one table.
Before / After
Stay for the mountain
Fresh tracks.
Clearer thinking.
Arrive early or stay late. We’ll be skiing and snowboarding at Whitefish Mountain Resort—optional, informal, and an excellent place to keep a good conversation going.
Explore Whitefish Mountain Resort004
Take part
Help shape year one
Bring something
to the table.
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Field notes
What to know
Questions,
answered.
01What is SkiSides?
SkiSides is a small, practitioner-led conference at the intersection of applied AI and cybersecurity. The inaugural gathering brings together people doing the work—across research, engineering, company building, and investment.
02Who is it for?
Applied AI and security engineers, red and blue team researchers working with LLMs, security founders, and venture-backed builders. The content assumes technical fluency and rewards active participation.
03Why keep it small?
An intentionally small gathering keeps conversations candid, makes introductions useful, and lets the full group share meals and experiences together.
04What does a ticket include?
Final ticket tiers and inclusions will be published on Eventbrite. Conference programming includes the Wednesday welcome, Thursday talks, Friday workshops, and the meals listed in the schedule.
05Where should I stay?
We have published travel guidance and a short list of recommended Whitefish hotels on the Travel & Lodging page. Attendees book and pay for their own rooms directly with the property.
06Is skiing part of the conference?
Skiing and snowboarding are optional, informal community time for people arriving early or staying late. Lift access, rentals, lessons, transportation, and mountain activities are not included unless explicitly stated later.
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Conference announcements, speaker news, travel notes, and registration updates.