3 Speed-Bumps That Almost Derailed a Leading Voice in Product Growth (Aakash Gupta)

In this episode, Aakash Gupta shares his journey from a tech-savvy kid in Kalamazoo, Michigan, to a successful product manager and creator in the Product Growth space. He shares his tough feedback experiences, how he’s been able to overcome imposter syndrome, and how building a failed startup impacted his career. Aakash emphasizes the importance of self-care, emotional intelligence, and supportive mentorship in navigating corporate roles and leadership challenges. Aakash opens up about:How the collapse of a startup with 350k users reshaped his career and mindsetGetting specific feedback from a CMO that rattled his confidence Navigating a sticky situation when a team member on a PIP attempted to turn the entire company against him Things to listen for:(00:00) Intro(01:03) Aakash’s journey: From VP to Creator(03:08) Debate skills shaping his product career(05:29) First SaaS job building sports tools(08:07) Lessons from his failed startup(12:26) How mentorship changed his mindset(14:17) Tough feedback from a CMO at Threadup(16:33) The role of emotional intelligence in leadership(28:08) Handling a difficult pip situation(37:01) Dealing with imposter syndrome(44:06) Personal habits for productivity

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