When Figma's COO left, CFO Praveer Melwani viewed the operational void not as a crisis, but as a chance to learn. He volunteered for unfamiliar functions like legal and sales ops, accelerating his development by hiring experts and managing areas beyond his experience.

Instead of a linear path, Fraser pursued lateral or even downward moves to systematically build the skills and relationships needed for future C-suite roles. This unorthodox approach proved more effective than simply aiming for the next promotion.

Aspiring leaders can build significant innovation capital by leading unglamorous but potentially high-impact projects. Microsoft's Satya Nadella championed the unpopular server business, which became the cloud, illustrating how betting on a contrarian vision can propel a career.

Career paths are not always linear climbs. Arista CEO Jayshree Ullal identifies as an "accidental executive" who was more passionate about product and technology than a C-suite title at Cisco. This mindset led her to leave a secure corporate path to found Arista, driven by a desire to be an entrepreneur and work with people she enjoyed.

Adobe's CMO advocates for a "jungle gym" career path, not a ladder. She personally accepted roles with lower titles to acquire necessary experience in emerging areas. This strategy of prioritizing skill acquisition over linear progression is crucial for long-term executive growth in a rapidly changing field like marketing.

The journey from individual contributor to VP of Product at Descript wasn't about formal promotions. Instead, it was a gradual process of adding so much value in product discussions that she was invited into progressively more strategic meetings. When you're consistently indispensable in "the room," you eventually belong there permanently.

By acting as a forward-deployed engineer in the early days, the CTO gained deep customer and sales motion insights. This direct market experience was crucial for his successful transition into the CEO role.

Laura Burkhauser's path to CEO involved a non-linear move: leaving a Director role at Twitter for an individual contributor PM job at Descript. She advises that career growth can come from taking a step back in title to work on a product you are deeply passionate about, as exceptional work gets noticed.

The founder hired an experienced CEO and then rotated through leadership roles in different departments (brand, product, tech). This created a self-designed, high-stakes apprenticeship, allowing him to learn every facet of the business from experts before confidently retaking the CEO role.