Instead of being discouraged by over 100 rejections, Canva's founder treated each one as a data point. She added new slides to her pitch deck to pre-emptively address every objection—such as market size or competition—making the pitch stronger and more compelling with each "no."

A powerful, non-traditional way to break into a competitive field like AI is to identify a company's core research hub and offer your services for free on off-hours. This demonstrates passion and provides direct access to opportunities before they become formal roles, allowing you to bypass traditional application processes.

Students often believe their target industry is too crowded. Bravo counters this, recalling how a top PE head told him the industry was 'taken' in 1997. He argues the next generation can build bigger firms by ignoring such cyclical pessimism and focusing on execution.

Orlando Bravo's first deals as a young PE professional were a catastrophe, with two going to zero. His mentor, Carl Thoma, gave him a second chance but with a crucial lesson: you can make mistakes, but you cannot make the same *type* of mistakes again.

In a competitive market, simply applying for a job is not enough. The key to winning is to identify the ultimate decision maker and find a creative way to get their direct attention. Successfully doing so is like catching the 'golden snitch' in Quidditch—it virtually guarantees a win.

The job market is extremely competitive. AI application platforms like Massive operate on an expected 1% callback rate, meaning you may need 30 to 100 applications to get a single callback. This reframes the job search as a numbers game that requires high volume.

Instead of dismissing harsh criticism, extract the underlying truth. A brutal investor rejection focused Gamma on intertwining product and growth from the very beginning, acknowledging the difficulty of competing against incumbents. This became a foundational part of their strategy.

In any difficult pursuit, the majority of people will try, fail, and drop out. The key is recognizing that with every failure you endure and learn from, the line of competitors gets smaller. True advantage lies not in initial talent but in the willingness to get back in line repeatedly while others give up.

Standard application processes often filter out candidates with non-linear career paths. Bypassing these filters requires "warm networking"—building genuine connections with people inside a target company to let them see your potential as a human, not just a CV.