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In a recent virtual roundtable hosted by Oso, Tido Carriero, Co-Founder and CEO of Koala and former Chief Product Development Officer at Segment, joined Oso’s CTO Nick Kucharski to discuss the transition from engineering leadership to executive roles. The conversation offered practical advice for engineers thinking about their next career move.
Key Takeaways:
Evaluating New Opportunities
Tido emphasized the importance of aligning your values with a company’s mission when considering a new role. Beyond compensation or title, he encouraged focusing on the people, culture, and long-term vision.
Career Fulfillment
Tido shared a framework he uses to evaluate career satisfaction, based on three key pillars. He emphasized that all three should be present—once you're down to two, it's worth asking whether it's time to move on.
- Impact — Are you solving a meaningful problem that plays to your strengths? Tido described this as finding a “you-shaped hole,” where your skills are uniquely suited to make a difference.
- Leadership — Do you trust and respect the people leading the company, especially those you report to? A strong management team is essential for personal and professional growth.
- Life Changing Outcome — Is there a real chance this company could succeed in a way that changes your career or life? This includes the potential of the business as well as your ability to grow with it.
Why Oso
As an advisor to Oso, Tido talks about what drew him to the team based on his own experience building authoirzation systems at scale?
- At Segment, he saw firsthand how complex and time-consuming it was to build authorization in-house—it took years and significant engineering effort.
- He recognized that many companies face the same challenge, often reinventing the wheel.
- Oso stood out to him as a team with the right technical foundation, solving a real and widespread problem with a strong product approach.
Check out the highlights:
