Execution & Challenges
Overcoming Technical Challenges and Stakeholder Alignment
Transforming a password manager from an internal tool into an enterprise-ready B2B product wasn't a linear journey. I encountered significant technical, organizational, and timeline challenges that required adaptive problem-solving and cross-functional leadership.
Technical Challenges
Platform-Specific Complexity: Building reusable SDKs for Android, iOS, macOS, and Windows meant dealing with fundamentally different platform constraints. Each platform has its own Credential Manager APIs, biometric authentication systems, and security models. What works natively on iOS doesn't translate directly to Android or Windows.
Solution: Rather than forcing a template approach across platforms, I gave each platform team autonomy to investigate native APIs and share learnings with other teams. This meant iOS developers could leverage Apple's Keychain Services while Android developers optimized for Android KeyStore, with both teams documenting their approaches for cross-platform knowledge transfer. This strategy achieved both platform-native UX and architectural consistency.
SOC 2 Compliance Integration: Achieving SOC 2 Type II certification wasn't just a BizSec checkbox—it required actual product changes. We needed to implement audit trails (logging every vault access, password change, and sharing event), enhance data encryption standards, and build access controls that met SOC 2 requirements.
Solution: I worked closely with BizSec to understand compliance requirements and translated them into engineering specifications. Rather than treating compliance as a parallel workstream, I integrated it into our P0 roadmap, ensuring Engineering built SOC 2 requirements directly into the product architecture. This taught me that compliance isn't overhead—it's a product capability that enables enterprise sales.
Organizational Challenges
Sales-Product Tension: Leadership pressure to sell an unready product created friction between Sales and Product teams. Sales felt pressured to pitch something they didn't believe in, while Product felt unfairly criticized for not shipping fast enough. This tension stalled progress on both fronts.
Solution: I established clear market-readiness milestones based on competitive analysis, creating a shared definition of "done" that aligned Sales, Product, and Leadership. By making our competitive gaps visible and tying them to concrete Phase 1 features, I restored trust and gave Sales confidence that we were systematically addressing their concerns. The competitive gap analysis became our shared source of truth for prioritization decisions, which stopped the finger-pointing.
Cross-Functional Coordination: I had no direct reports, yet needed to align 7 platform teams (Web, Chrome Extension, Firefox Extension, Android/iOS/macOS/Windows SDKs), Design, BizSec, Sales, Marketing, and Leadership. Each team had competing priorities and different definitions of success.
Solution: Success required inspiring teams around a shared vision (making this product market-ready) and relentlessly removing roadblocks. I secured protected R&D time from Engineering leadership for complex native features, coordinated with BizSec to prioritize SOC 2 work, and maintained regular sync meetings with Sales and Marketing to keep everyone aligned. I learned that leadership isn't about authority—it's about creating clarity, building consensus, and removing obstacles.
Timeline Challenges
Balancing Speed with Quality: Leadership wanted the product market-ready immediately, but Engineering needed time to build complex technical features properly. Rushing native platform features (Credential Manager APIs, biometric authentication) would create technical debt and quality issues.
Solution: I advocated for phased releases that balanced speed with quality. We shipped Phase 1 features first to unblock Sales, then followed with Phase 2 features (Admin Dashboard, SSO) in subsequent phases. This approach gave Engineering protected R&D time for complex work while maintaining delivery momentum. I learned that the best PM move isn't always pushing for faster delivery—sometimes it's explicitly slowing down to let engineers solve problems properly.
Adaptive Problem-Solving: The biggest lesson from execution was that rigid plans don't survive contact with reality. When Sales-Product tension emerged, I didn't escalate—I created market-readiness milestones. When platform complexity became overwhelming, I didn't force standardization—I enabled parallel investigations. When timeline pressure threatened quality, I didn't compromise—I negotiated phased releases. Great product management requires constantly adapting your approach based on ground truth rather than sticking to predetermined plans.