Jeff Swearingen

AJ Wasserstein, a senior lecturer at Yale and former entrepreneur, teams up with Jeff Swearingen, who achieved a significant exit after selling his own businesses. They delve into the critical decisions every entrepreneur faces post-exit and highlight that 80% fail to plan for life after selling. The duo warns against common pitfalls like the loss of structure and purpose, and they advocate for simple investment strategies over complex ones. Ultimately, they urge listeners to proactively define their new identity and goals to avoid regret.