Redefining Work and Purpose After 55: Scott Siff’s Journey with Pivoters episode artwork

EPISODE · Jun 1, 2026 · 56 MIN

Redefining Work and Purpose After 55: Scott Siff’s Journey with Pivoters

from NEVER TOO LATE: Stories of Re-Invention (NTL) · host Eric Cooter

In this episode of NTL: Stories of Reinvention, I sit down with Scott Siff, a strategist, entrepreneur, and advocate for redefining how we think about work, age, and purpose.Scott started his first company, Quadrant Strategies, in his 50s — building a global consulting firm that works with Fortune 50 companies on their most critical challenges. Now, at 61, he’s launching a new venture called Pivoters, a job-matching platform designed specifically for people 55 and older. The idea was sparked by watching his own father struggle to find meaningful work later in life — an experience that became both personal motivation and vocational calling.🎙️In our conversation, we talk about:• Reinventing yourself at midlife and beyond• What it really takes to start something new later in life• The hidden value and untapped potential of the 55+ workforce• Why Scott rejects the term “older workers” and instead calls them Pivoters• How purpose, experience, and curiosity shape a meaningful second chapterThis is an honest, hopeful conversation about courage, legacy, and choosing to pivot with intention — even when the path forward isn’t obvious.If this episode resonated with you, I’d be honored if you’d consider sharing it with a friend or colleague who might need to hear it. These stories often reach the people who need them most when they’re shared person to person.I’ve also created a simple community space connected to the podcast — a place where listeners (and guests, if they wish) can reflect on episodes, share their own stories, and connect around seasons of reinvention, change, and becoming. You’re very welcome there in whatever way feels right — active, occasional, or simply present. __________________________________________________🎧 Listen to the podcast and join the NTL community here:https://linktr.ee/ntlpodcast_reinvent __________________________________________________Connect with Scott• Pivoters Website: http://pivoters.com • LinkedIn: https://www.linkedin.com/in/scott-siff-5358963/• Quadrant Strategies: https://quadrantstrategies.com/team/scott-siff/• Pivoters (LinkedIn): https://www.linkedin.com/company/joinpivoters/• Pivoters (Facebook): https://www.facebook.com/joinpivoters• Pivoters (Instagram): https://www.instagram.com/joinpivoters/• Pivoters (YouTube): https://www.youtube.com/@joinpivoters#NeverTooLatePodcast, #careerchange, #ReinventionStories #LifeReinvention #DreamForward #RealStories #AviationLife #PilotStories #FlyingHigh #AviationCommunity #PilotLife #FriendshipGoals #LifeLessons #ResilienceJourney #CourageToChange #NewBeginnings #ItsNeverTooLate #KeepDreaming #PurposeDrivenLife #ChasingDreams #HopeAndResilience

Episode metadata supplied by the publisher feed · Published Jun 1, 2026

In this episode of NTL: Stories of Reinvention, I sit down with Scott Siff, a strategist, entrepreneur, and advocate for redefining how we think about work, age, and purpose.Scott started his first company, Quadrant Strategies, in his 50s — building a global consulting firm that works with Fortune 50 companies on their most critical challenges. Now, at 61, he’s launching a new venture called Pivoters, a job-matching platform designed specifically for people 55 and older. The idea was sparked by watching his own father struggle to find meaningful work later in life — an experience that became both personal motivation and vocational calling.🎙️In our conversation, we talk about:• Reinventing yourself at midlife and beyond• What it really takes to start something new later in life• The hidden value and untapped potential of the 55+ workforce• Why Scott rejects the term “older workers” and instead calls them Pivoters• How purpose, experience, and curiosity shape a meaningful second chapterThis is an honest, hopeful conversation about courage, legacy, and choosing to pivot with intention — even when the path forward isn’t obvious.If this episode resonated with you, I’d be honored if you’d consider sharing it with a friend or colleague who might need to hear it. These stories often reach the people who need them most when they’re shared person to person.I’ve also created a simple community space connected to the podcast — a place where listeners (and guests, if they wish) can reflect on episodes, share their own stories, and connect around seasons of reinvention, change, and becoming. You’re very welcome there in whatever way feels right — active, occasional, or simply present. __________________________________________________🎧 Listen to the podcast and join the NTL community here:https://linktr.ee/ntlpodcast_reinvent __________________________________________________Connect with Scott• Pivoters Website: http://pivoters.com • LinkedIn: https://www.linkedin.com/in/scott-siff-5358963/• Quadrant Strategies: https://quadrantstrategies.com/team/scott-siff/• Pivoters (LinkedIn): https://www.linkedin.com/company/joinpivoters/• Pivoters (Facebook): https://www.facebook.com/joinpivoters• Pivoters (Instagram): https://www.instagram.com/joinpivoters/• Pivoters (YouTube): https://www.youtube.com/@joinpivoters#NeverTooLatePodcast, #careerchange, #ReinventionStories #LifeReinvention #DreamForward #RealStories #AviationLife #PilotStories #FlyingHigh #AviationCommunity #PilotLife #FriendshipGoals #LifeLessons #ResilienceJourney #CourageToChange #NewBeginnings #ItsNeverTooLate #KeepDreaming #PurposeDrivenLife #ChasingDreams #HopeAndResilience

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This episode was published on June 1, 2026.

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In this episode of NTL: Stories of Reinvention, I sit down with Scott Siff, a strategist, entrepreneur, and advocate for redefining how we think about work, age, and purpose.Scott started his first company, Quadrant Strategies, in his 50s — building...

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