Lacking formal design training, Michael Petrie built his career by consistently volunteering for challenging assignments he had no experience with, from making runway shoes in Brazil to dress shoes in England. He believed in his ability to figure things out on the fly.
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Don't commit to a rigid career plan. Instead, treat your career like a product. Run small-scale experiments or 'MVPs'—like a 20% project, a volunteer role, or a teaching gig—to test your interest and aptitude for new skills before making a full commitment, then iterate based on the results.
Volunteering for a role in a less popular location, like Japan in the 1980s, can provide unparalleled experience. Nick Rohatyn gained ten years of experience in four, managing 50 people by age 28, because he went where others wouldn't, proving opportunity lies off the beaten path.
Superhuman's CTO credits a non-tech role managing submarine maintenance with teaching him to lead without technical legitimacy. By being forced to put his ego aside and drive change by asking fundamental questions, he learned to influence people far smarter in their domain.
Daniel Lowther's journey from an autoimmunity PhD to a biomarkers director at GSK wasn't linear. He advanced by opportunistically moving into adjacent fields like brain cancer, self-taught coding, and even IT, proving a winding path can build a uniquely diverse and valuable skill set.
Instead of aiming to be the best in one narrow field, build a more antifragile career by becoming 80% competent in several different domains (e.g., design, sales, engineering). The unique intersection of these skills makes you the "only" person who can solve certain complex problems, creating durable value.
Instead of just climbing the corporate ladder, define an ultimate career objective (a 'North Star'). Then, strategically choose roles—even uncomfortable or lateral ones—that deliberately fill the specific knowledge gaps standing between you and your long-term goal.
Alexander Titus's career path has been shaped by prioritizing working on hard things with good people over a fixed, long-term plan. This flexible, people-first approach has led him to unique, "first-of-their-kind" roles across government, VC, and industry that a rigid plan would have missed.
Don't default to hiring people who have "done the job before," even at another startup. Unconventional hires from different backgrounds (e.g., archaeologists in customer success) can create unique creativity. The priority should be finding the right fit for your company's specific stage and needs, not just checking an experience box.
The concept of a single, ultimate 'dream job' is flawed. A fulfilling career is a series of dream jobs, each defined by the opportunity to tackle novel challenges and create something that doesn't yet exist. This mindset fosters continuous learning and engagement, regardless of the industry.
Traditional career paths are like climbing stairs—steady but limited. A more impactful path involves 'J-curves': taking on roles you feel unqualified for. This leads to an initial dip in performance and confidence ('the fall'), but ultimately catapults you far beyond where the stairs could have taken you.
