About this episode

Reese Gifford discusses the importance of authenticity and humility in leadership during challenging times.

At some point in your career, you have to decide who you’re going to be when things are uncomfortable. In this episode of Productly Speaking, returning guest Reese Gifford joins Karl Abbott to talk about authenticity and humility, not as polished leadership traits, but as choices made under pressure. The kind that cost you something in the moment and only make sense later. Reese reflects on entering tech in the late 90s as a young woman with no roadmap, learning early that preparation wasn’t about impressing people. It was about survival. She shares what it felt like to be underestimated in public, to carry the weight of always being “ready,” and to unlearn the belief that strength means having it all together. They dig into the moments product leaders know well but rarely talk about. The pause before responding when someone comes at you hard. The risk of saying “I don’t know” in a room that expects certainty. The quiet judgment call between speaking up and staying silent, and how either choice will be interpreted. This conversation isn’t about getting it right. It’s about keeping your integrity when the incentives pull you in other directions. About doing your homework, telling…

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