"Taken me YEARS to learn": Shark Tank's Jamie Kern Lima reveals how the hardest decision isn't CHASING a dream

Shark Tank's Jamie Kern Lima shared an Instagram clip on March 17, 2025, revealing her thoughts on how it is sometimes the "hardest" decision not to chase a dream but to let go of it. The female entrepreneur commented on how it took her "years" to learn and how one should know when to let go of a particular dream.

Jamie often shares insights similar to her last book, Worthy, to help individuals through their various journeys. The latest video clip featured the Shark Tank investor sharing her views on certain situations when we should "let go" rather than hold onto those dreams.

Part of the caption she wrote for the video clip stated:

"Sometimes the hardest decision isn't CHASING a dream... it's knowing when to let go. It's taken me YEARS to learn this...... but it's one of the most important lessons of my life. In a world that glorifies hustle and "never giving up," we rarely talk about the courage it takes to release a dream that no longer serves us."

Shark Tank judge Jamie Kern Lima reveals her thoughts on when to CHASE a dream and when to "let go"

In her recently shared Instagram clip, Jamie mentioned it took her years to learn about the situations when one should "hold" and pursue a particular dream and when to "let go." However, despite the timing, she mentioned it was one of the most important lessons she had learned.

Referring to "letting go" of a dream, the caption further read:

"Letting go doesn't mean you're giving up—it means you're making space. Space for new dreams, new opportunities, and a future that's better aligned with the person you're becoming. Trust the journey. You're exactly where you're meant to be."

The female entrepreneur talked about how we should have a "knowing" about the timing of when to "let go" and when to "go after" a dream. Stating that our culture and everyone around us always tell her to "don't quit" and "don't give up." Jamie noted that this might result in individuals being "stuck."

"And so... so often we stay stuck going after the same dream when it's actually time to let go of that dream. Sometimes it's actually an old dream. Sometimes we were just going after it to learn the things or to build the resilience to build the skill center to have the experiences that we needed to acquire while pursuing it," said the Shark Tank mentor.

Further in the video clip, she asked how one can know if it was an "old dream" and if that is the one you need to "give up." Answering her question, the Shark Tank mentor said the best way to learn that was to "get really still."

She admitted to praying and suggested that individuals try to do it, too. Other than that she also suggested meditation. By being "still", one can hear "gut", and then your "knowing" would tell you what to do.

However, she stated that individuals might not hear the answer "right away." It can be a "whisper" or a "strong nudge." That was the way individuals learned about their "knowing."

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Viewers can follow Shark Tank investor Jamie Kern Lima via her socials (Instagram/ @jamiekernlima).

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