Conversations Roadshow by CTO Craft
New York, let’s talk tech leadership...
- Coming December 2026
An intimate half-day gathering for CTOs and senior tech leaders to share experiences, explore challenges, and build lasting connections.
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.
Is this event right for you?
Conversations is built around one thing: the quality of the room.
Peers at similar stages, with similar-shape teams and similar problems on their desks – guided by facilitators who’ve held the role themselves. The conversations work because everyone is operating at the same level, and because someone experienced is steering.
It’s intended for senior engineering leaders who:
- Hold a senior engineering leadership title – CTO, VP Engineering, Head of Engineering, Director of Engineering, or equivalent
- Currently lead an engineering team of around 10 or more
- Are in role at a single company, or recently between roles
If that’s you, you’ll get a lot out of it. If it’s not quite, but you think the room is a fit, get in touch.
Agenda
12:00pm – 1:00pm
Arrival and Welcome
Time to meet the other leaders you’ll be learning alongside today. Conversations is built around peer discussion, and this opening space helps surface who’s in the room and what challenges people are bringing with them.
1:00pm – 1:15pm
Welcome Remarks
We’ll start with a short overview of the afternoon and how the Conversations format works. These sessions are built around shared challenges and honest discussion, so we’ll also cover how to engage in a way that makes the experience valuable for everyone involved.
1:15-2:15pm
For each session, you’ll choose from several leadership topics running in parallel.
Join the discussion that best matches what you’re facing today, and take part in a practical conversation with peers who understand the context you’re working in.
Tech
Full details will be announced soon, but this roundtable will explore the realities of technology leadership in today’s fast-moving landscape. Bringing together senior leaders from across the industry, the discussion will focus on scaling teams, navigating rapid innovation, and making strategic decisions in increasingly complex environments. Expect a candid conversation grounded in practical experience, shared challenges, and lessons learned from leaders operating at the forefront of tech.
Leadership
Details are coming soon, but this roundtable will examine what effective leadership looks like in today’s technology sector. Senior leaders will come together to discuss navigating uncertainty, managing organizational change, and building high-performing teams. Expect an open, insight-driven conversation with practical takeaways from leaders shaping the future of tech.
Culture
More information will be shared soon, but this session will center on building and sustaining strong workplace cultures in modern technology organizations. Leaders will discuss alignment, employee engagement, and how to foster environments where teams can thrive during periods of growth and change. The conversation will offer practical approaches and real-world experiences from leaders across the industry.
Leadership Wellness
This roundtable will focus on the human side of leadership in high-growth technology environments. Through open discussion, attendees will explore resilience, wellbeing, accountability, and how to sustain high-performing teams under pressure. Expect practical insights and honest perspectives from experienced leaders balancing people, performance, and business priorities.
2:15pm – 2:45pm
Networking Break
Take time to meet other leaders in the room, follow up on earlier discussions, and start new ones. These informal conversations are often where practical insights and shared experiences surface most naturally.
2:45pm – 3:45pm
For each session, you’ll choose from several leadership topics running in parallel.
Join the discussion that best matches what you’re facing today, and take part in a practical conversation with peers who understand the context you’re working in.
Tech
More details are on the way, but this roundtable will bring together technology leaders to discuss the challenges shaping the industry today. From scaling teams and driving innovation to making confident decisions under pressure, the session will offer a practical and honest exchange of ideas, experiences, and lessons learned.
Leadership
Further details will be announced soon, but this session will focus on what strong leadership looks like in modern technology organizations. Leaders will share experiences around decision-making, team performance, and leading through periods of growth and transformation. Expect practical takeaways and thoughtful discussion throughout.
Wellness
This session will focus on the realities of leading people in demanding technology environments. Together, attendees will explore resilience, team wellbeing, and how to create healthy, high-performing cultures while balancing ambitious business goals. Expect candid discussion and practical insights from experienced leaders.
Culture
This roundtable will explore how leadership and workplace culture continue to evolve across the technology sector. Discussions will cover engagement, collaboration, and leading teams through uncertainty and change. Attendees can expect practical perspectives and honest conversations from peers navigating similar challenges.
3:45pm – 4:15pm
Networking Break
Space to step back from the sessions and speak with other CTOs and engineering leaders about what’s resonating so far. An opportunity to deepen connections and continue the conversations informally.
4:15pm – 5:15pm
For each session, you’ll choose from several leadership topics running in parallel.
Join the discussion that best matches what you’re facing today, and take part in a practical conversation with peers who understand the context you’re working in.
Tech
This executive roundtable will examine the opportunities and pressures facing today’s technology leaders. Discussions will focus on innovation, operational scale, and strategic decision-making in rapidly evolving markets. Attendees can expect a high-value exchange of perspectives, experiences, and practical leadership insights.
Leadership
Designed for senior technology leaders, this roundtable will explore the demands of leadership in complex, fast-paced organizations. Topics will include leading through uncertainty, driving cultural change, and developing resilient, high-performing teams. Expect open discussion and actionable insights from experienced peers across the industry.
Wellness
Focused on leadership resilience and organizational wellbeing, this session will explore how companies can support performance in high-pressure technology environments. Senior leaders will discuss sustainable leadership, accountability, and maintaining engagement during periods of rapid growth and transformation.
Culture
This session will address the growing importance of culture in driving organizational performance and long-term success. Through peer discussion, leaders will explore alignment, communication, and fostering environments that support innovation and collaboration at scale.
5:15pm – 5:30pm
Closing Remarks
We’ll close the formal sessions by reflecting on what emerged across the roundtables and the shared challenges leaders are working through right now.
Our facilitators
Alex Ischenko
Claire Donald
Oge Opara-Nadi
Emanuele Giarlini
Becki Wordsworth
Joel Chippindale
Suzan Bond
Anna McDougall
Rachel Case
Blanca Garcia Gil
Hywel Carver
Prakriti Karthauser
Ready to join the Conversation?
Venue
Blique by Nobis
Gävlegatan 18, 113 30 Stockholm
We’ll be gathering at Blique by Nobis, a modern boutique hotel in the heart of Stockholm. With its light-filled spaces, contemporary Scandinavian design, and relaxed atmosphere, it provides the perfect setting for focused discussion and meaningful connection.Easily accessible from the city centre, Blique offers a comfortable, stylish environment to spend the afternoon in conversation with peers — and to continue discussions over drinks as the day winds down.
Register your interest
We’re excited to bring the Conversations Roadshow to New York City!
An intimate, peer-led format where CTOs and senior tech leaders come together to share challenges, compare notes, and learn from each other.
Register your interest to be first in line when registration opens.
Our event partners
Berlin
Stockholm
New York
Stockholm
Stockholm