Conversations Roadshow by CTO Craft
Real conversations for CTOs & senior engineering leaders
Same small-group, peer-led format in every city. Different room, different facilitators, different conversations – because the realities of leading engineering in Berlin aren’t the realities of leading in Stockholm.
Every Conversations event is shaped by its local community.
Want one in your city? Add your name and help us choose where we go next.
Gather, connect, learn and share real experiences
The Conversations Roadshow is a focused space for CTOs and senior technology and engineering leaders who want practical insight rather than surface-level talks. Each half-day gathering features interactive roundtables and peer-led discussions.
No long keynotes. No surface-level talks. Just deep conversations on scaling teams, shaping strategy and navigating fast-changing environments.
Your facilitators


Kin Lane




John Kleber




Mike Jones




Christine Miao




Claire Donald




Thomas in’t Veld




Boomie Odumade




Anna McDougall




Charlie Eriksen




Andrew Osborne




Rachel Case




Daniel Wagner-Hall


Ready to join a Conversation?
What is the Conversations Roadshow?
The Conversations Roadshow is a half-day gathering for senior technology leaders who want practical insight rather than surface-level talks.
While the format remains consistent at each stop — small-group roundtables and peer-led discussion — every event is shaped by its local context. Attendees, facilitators, and discussion topics differ from city to city, ensuring each gathering reflects the challenges and opportunities CTOs are experiencing in that region.
Each session is designed to create space for honest conversation, shared problem-solving, and connections that continue beyond the day.
Small group discussions
12-15 CTOs and senior tech leaders per table, creating space for real exchange.
Peer-led conversation
Interactive roundtables and deep-dive sessions built around shared challenges and experience.
No slides, real conversation
No long keynotes or sales pitches. Just open, honest dialogue and practical insight.
What to expect
- Connect in a focused, welcoming space
- Share learnings and ask tough questions
- Discuss real strategies without slides
- Leave with actionable insights


Our event partners
Our community partners















