When making a jump, often you are very aware of the possibility that you could fail to achieve what you set out to do. Dealing with that and recovering after it happens, though, is a skill like any other. James Altucher, a serial jumper that has failed plenty, lends his insight.

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• Buy the When To Jump book here: https://amazon.com

• For more on James Altucher, head to www.jamesaltucher.com

Julie Finn has made several jumps, from academia to finance to working for herself. In each jump, though, she discovered that getting herself mentally prepared to take a risk was as important as any other step.

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• Buy the When To Jump book here: https://amazon.com

• Find out more about Julie Finn at theworkingmothersmentor.com

Casey Gibson got into the music industry as part of a band, and stayed in it by making music for commercials. But for his latest jump, the pianist decided to make something for his own enjoyment, and he has been rewarded with a Grammy nomination.

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• Buy the When To Jump book here: https://amazon.com

• Find out more about Casey Gibson at http://casey-gibson.com/

Stever Robbins hosts the popular Get It Done Guy podcast, but besides being a productivity expert he has also made several career jumps of his own. Hear some of his tips and tricks here.

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• Buy the When To Jump book here: https://amazon.com

Nick Martell and Jack Kramer were each working in finance when their financial newsletter, Marketsnacks, took off. Since then, the two have managed to keep building Marketsnacks, while also keeping it as a side hustle. Hear how they do it in this episode.

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• Buy the When To Jump book here: https://amazon.com

Nivi Achanta decided to go to a networking event on a whim, and that turned out to be the key to accomplishing the hardest part of any jump: taking the first step.

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• Buy the When To Jump book here: https://amazon.com

Amy Van Haren had an idea to build a community, but she determined the best way to do it would be to meet them face-to-face. In this episode of When To Jump, Mike talks with Amy before she jumps into an RV and travels the country serving breastfeeding moms, then checks in with her again a few months into her tour.

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• For more information on Amy, visit pumpspotting.com.

• Buy the When To Jump book here: https://amazon.com

Brenda Berkman abandoned her law career just as it was getting started to take one of the most dangerous jobs on the planet: A firefighter. Berman's jump wasn't just risky, though: It was also historic. New York City's first woman firefighter talks about her fight to be allowed in the fire department, the struggles she faced once there, and how she has continued to take jumps throughout her life.

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• Tickets for this year's Jump Club and more information at whentojump.com.

• Buy the When To Jump book here: https://amazon.com

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This week's episode is supported by True Botanicals and RelentlessMV. Check out the new podcast I Love You But I Hate Your Politics on Apple Podcasts or Google Podcasts: https://apple.co/2MmtgSI / http://bit.ly/2Bisj8W

Phyllis Hochman was in her 40s when she decided to move to Tucson Arizona from New York City with her husband. Together, they built a life that barely resembled their old one, and they benefitted for it.

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• Tickets for this year's Jump Club and more information at whentojump.com.

• Buy the When To Jump book here: https://amazon.com

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This week's episode is supported by True Botanicals, Relentless MV, and LinkedIn (LinkedIn.com/JUMP). Check out the new podcast I Love You But I Hate Your Politics on Apple Podcasts or Google Podcasts: https://apple.co/2MmtgSI / http://bit.ly/2Bisj8W

As a young man, John Valverde made a big mistake. But his time in prison didn't prevent him from impacting others' lives, and transforming his own.

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• For more information about John: https://www.youthbuild.org/john-valverde

• Tickets for this year's Jump Club and more information at whentojump.com.

• Buy the When To Jump book here: https://amazon.com

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This week's episode is supported by LinkedIn, True Botanicals and Relentless MV.