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What if you could hear the real story behind scaling teams, surviving leadership failures, and thriving in an AI-driven world?
Gregor Ojstersek is an engineer turned CTO, mentor, and founder of the Engineering Leadership newsletter, read by over 200,000 tech leaders worldwide. From scaling teams and coaching engineers moving into leadership, to guiding organisations through complex technical challenges, Gregor has seen it all - and now he’s sharing the lessons that actually matter.
Whether you’re moving from IC to leadership, building high-performing teams, or figuring out how AI fits into your workflow, this session gives you real-world insights, actionable frameworks, and lessons you won’t find in books or blogs.
🚀 Journey from dev to leader: Candid stories of transitioning from engineer to leadership roles, navigating mindset shifts, and building confidence.
🚀 The messups & milestones: Honest lessons from failures and high-stakes decisions.
🚀 Building (and leading) for the future: Practical insights on structuring teams, fostering growth, and creating a culture of learning and autonomy.
🚀 AI’s impact on Tech Leadership: Guidance on integrating AI thoughtfully, balancing innovation with team well-being, and leading effectively in an AI-driven world.
Bring your questions, walk away with peer-tested frameworks, real mentorship, and strategies for tackling leadership challenges, and see how Gregor has helped 200,000+ engineers and leaders level up their careers - now with AI in the mix.
Gregor Ojstersek is a seasoned engineering leader with over 12 years of experience, having progressed from software engineer to CTO. He is the founder of the Engineering Leadership newsletter, which has grown to over 200,000 subscribers, offering insights on leadership, team dynamics, and career growth.
Gregor also leads the Senior Engineer to Lead course, guiding engineers in their transition to leadership roles. Through his coaching, mentoring, and fractional CTO services, he helps tech leaders and organisations thrive in today's rapidly evolving landscape.

Salary discussions are some of the most critical discussions to happen between managers and employees – but often the constraints are already set in company wide budget meetings.
Managers who know how to advocate for their team members are better set up to navigate these budget conversations. A solid budget can make or break how satisfied your new hires and existing team members are with their compensation. To make matters even more complicated, salary is an individual experience that should be tackled on a case-by-case basis.
Should you match a counter offer? Should team members with similar roles earn the same? Making mistakes when it comes to salary can be really painful and can cost you high performing team members in the long run.
In this event, we’ll deep dive into these challenges to set you up to win in salary conversations with your tech team.
Join the conversation with fellow tech leaders to delve into: