TrustedPreparedReserved
Where top security leaders come together.
A private community for enterprise CISOs and security-minded executives. Once a year we trade the boardroom for open country, and return with sharper judgment and stronger alliances.
Why The CISO Reserve
The AI era is rewriting the job. No one should rewrite it alone.
AI is reshaping the security leader's role faster than any playbook can keep up: new risks, new expectations from the board, new questions from every corner of the business. The leaders navigating it best are not doing it alone.
The CISO Reserve brings enterprise CISOs and CxOs together, outdoors, to move, eat well, rest and work through what comes next. The outcome is practical: clearer decisions, alliances that hold, and an industry that moves forward.
- Vetted peers only
- 1:1 mentorship opportunities with the board
- Chatham House Rule
- No sales stage
- AI-era risk, discussed candidly
- Health & wellness focus
“Lasting relationships, built side by side. Ideas shared openly among peers.”
“Not another CISO conference. We bring CxOs and CISOs together.”
Getaways
Two days, unhurried.
Each day pairs substance with space: serious conversation in the morning, open country in the afternoon, and long evenings with the right people.
- MorningExecutive conversation
CISOs and CxOs work through the issues shaping security and the business right now, held under the Chatham House Rule.
- AfternoonOutdoors together
Guided hikes, friendly competition and other shared activities. Movement that clears the head and loosens the conversation.
- EveningConnection
Dinner outdoors and unhurried time together, where the day's ideas turn into relationships.
The inaugural Getaway · Now accepting applications
Fall 2027. Two days in open country with fifty-plus CISOs and CxOs. Venue shared with members upon acceptance.
Apply to attendHealth & rejuvenation
Well-being, shared outdoors.
A chance to get away and reflect. Each Getaway builds in time to move, play, exchange and rest, side by side with peers. Every activity is intentional, and every one is led by CISO peers.

Guided hikes through open country at an easy, conversational pace.

Friendly competition, from a pickleball tournament to lawn games at dusk.

Small-group conversations over seasonal food shared outdoors, with a hands-on cooking class along the way.

Unscheduled hours, early nights and room to reset.
Out of the boardroom.
Into open country.
Big decisions get easier when the people beside you have made them too.
The Board
Stewarded by peers.
The Reserve is guided by a founding board of sitting security leaders who shape each Getaway, review every application and offer 1:1 mentorship opportunities to members.








Attending a Getaway includes 1:1 mentorship opportunities with members of the founding board.
Apply to the Reserve.
Shape the AI era together.
For enterprise CISOs and security-minded executives. Clarity, health and candid counsel are not luxuries at this level; they are how good decisions get made.
Apply for membershipBy application · Reviewed by the founding board · Fall 2027