The Courageous Choice

The Courageous Choice

Courageous Leadership

Every breakthrough begins with a decision — a moment of hesitation followed by a leap. “The Courageous Choice” is the podcast that explores those defining moments when leaders, entrepreneurs, changemakers, and individuals bet on themselves, defy expectations, and step into the unknown. Hosted by Jamie Jacobs, founder and CEO of Gig Talent, each episode explores bold career moves and industry-shaping innovations. We dive into the risks, the resilience, and the rewards that come with making the courageous choice.

Get Comfortable Being Uncomfortable: Leading Through AI Transformation
The Courageous ChoiceJune 03, 202600:37:15

Get Comfortable Being Uncomfortable: Leading Through AI Transformation

This episode breaks down why so many organizations struggle to adopt AI and manage change, and what leaders can actually do about it. You will learn why readiness matters more than enthusiasm, why AI adoption cannot be measured like traditional software, how to get genuine buy-in before launching a ...

Leading in the Age of AI: Embracing Dual Transformation
The Courageous ChoiceMay 20, 202600:20:47

Leading in the Age of AI: Embracing Dual Transformation

Most companies treat AI as a cost-cutting tool, but the real competitive advantage comes from using it to create new products, services, and capabilities. In this conversation, Pedro Arellano, founder of Wallabi, explains the framework of dual transformation and why business leaders who only optimiz...

The Courageous Path to Purposeful Leadership
The Courageous ChoiceMay 05, 202600:29:24

The Courageous Path to Purposeful Leadership

This episode is a heart-to-heart dive into the real, raw relationship between fear and leadership. Barb Krol, Chief People Officer and seasoned coach, shares her transformative journey and powerful insights on how fear shapes us — and how embracing it can make us stronger, more authentic leaders. If...

Leadership: Beyond the Facade with Phillip Stenger of Ascent
The Courageous ChoiceApril 20, 202600:34:06

Leadership: Beyond the Facade with Phillip Stenger of Ascent

Are you tired of trying to win everyone's approval and losing your authenticity in the process? In this episode, Phillip Stenger drops truth bombs about leadership, fear, conflict, and the courage it takes to be real. Get ready to challenge everything you thought leadership should be — because real ...

Redefining Talent Access in the Age of Disruption with Tony Buffum of Human Cloud
The Courageous ChoiceMarch 11, 2026x
20
00:37:42

Redefining Talent Access in the Age of Disruption with Tony Buffum of Human Cloud

Tony Buffum, Head of Enterprise Strategy at Human Cloud, joins us on this episode to talk about the evolution of talent strategy and what it truly takes for leaders to navigate workforce transformation with courage. With more than two decades leading global HR and talent transformation initiatives, ...

Scaling With Courage and Clarity with Allie Danziger of Ascent
The Courageous ChoiceFebruary 25, 2026x
19
00:26:01

Scaling With Courage and Clarity with Allie Danziger of Ascent

Allie Danziger, Chief Marketing Officer of Ascent and former Founder and CEO of Ampersand Professionals, joins us to discuss choosing growth before certainty. From raising her hand during layoffs to selling two companies and stepping into a CMO role, Allie shares what it means to have the courage to...

Choosing Clarity Over Comfort in Modern Leadership with Jackson Lynch of Talent Sherpa
The Courageous ChoiceFebruary 11, 2026x
18
00:31:41

Choosing Clarity Over Comfort in Modern Leadership with Jackson Lynch of Talent Sherpa

Clarity at work is rarely about having the perfect answer. More often, it comes from having the courage to say what everyone is already thinking. In this episode, we sit down with Jackson Lynch, Founder and President of Talent Sherpa, to explore why avoiding hard conversations creates confusion, ero...

Hiring With Precision: Building Leadership Teams Through Partnership with Amy Sulgrove of Talent Executives Group
The Courageous ChoiceJanuary 28, 2026x
17
00:26:48

Hiring With Precision: Building Leadership Teams Through Partnership with Amy Sulgrove of Talent Executives Group

Making the courageous choice in hiring means looking beyond the résumé and building the support that leaders need in order to win from day one. In this episode, we’re joined by Amy Sulgrove, CEO of Talent Executives Group, to explore what it really takes to place leaders who can thrive in uncertaint...

The Power of Courageous Career Moves: Building Gig Talent With Purpose with Jamie Latiano Jacobs of Gig Talent
The Courageous ChoiceJanuary 14, 2026x
16
00:24:40

The Power of Courageous Career Moves: Building Gig Talent With Purpose with Jamie Latiano Jacobs of Gig Talent

There comes a moment when success looks right on paper but feels wrong in practice. In this episode, we sit down with Jamie Jacobs, Founder and CEO of Gig Talent, for a candid conversation about ambition, fear, alignment and what it truly means to make a courageous choice. Jamie reflects on her pers...

Building a Human-Centered Workforce in the Age of AI with Edie Goldberg of E. L. Goldberg & Associates
The Courageous ChoiceDecember 17, 2025x
15
00:36:43

Building a Human-Centered Workforce in the Age of AI with Edie Goldberg of E. L. Goldberg & Associates

As the world of work rapidly evolves, it demands new approaches to talent, performance and career growth. In this episode, we speak with Edie Goldberg, President and Founder of E. L. Goldberg & Associates, to explore how organizations can adapt to evolving employee expectations, leverage AI for tale...