Penetration testing is a decades-old technique that has evolved over time, from its origins in the 1960s as a response to concerns about data interception on emerging computer networks, to its current status as a regulated industry with mandatory requirements for certification and compliance. The practice of employing ethical hackers to identify vulnerabilities in cyber defenses has remained fundamentally the same, but the way testing is done and the environment in which it takes place have changed significantly. Regulatory schemes and government approvals are now necessary for pentesting service providers, offering essential assurance to customers that the services they're paying for are both ethical and reliable. To address the growing complexity of cybersecurity challenges, Bugcrowd has introduced enhancements to its Penetration Testing as a Service (PTaaS) in Singapore, providing a crowdsourced solution with reduced management overhead for pen tests, cutting configuration time from days to hours.