There is a growing trend of organizations adopting crowdsourced offensive security testing to build more adaptable security programs. Pen testing and bug bounty engagements are two key strategies, but combining them can provide greater benefits. Pen testing involves simulated cyberattacks by authorized third parties to identify vulnerabilities, while bug bounty engagements incentivize hackers to find unknown flaws in exchange for rewards. Combining these approaches can offer continuous protection, solve multiple needs, and yield more high-impact results. The Bugcrowd Platform offers a single package called Max Pen Test that integrates pen testing and bug bounty engagements, providing 24/7 visibility into findings and direct integration with DevSec workflows. This approach has been shown to find significantly more high-impact vulnerabilities than traditional pen testing alone, making it an attractive option for organizations seeking to enhance their security programs.