Shows / Leaders & Legacies
Leaders & Legacies
The Leaders & Legacies Podcast celebrates leaders who are making a difference beyond themselves. It was inspired from events in 2021 when the host, Craig Andrews went into a 6-week coma. Even after waking up, his brain was scrambled for another two weeks. When his mind cleared, his wife started telling him how his team stepped up and ran the company without him. Freelancers reached out to his team and offered to do whatever was necessary while he was in the hospital. Craig believes we all make…
Episodes
- Leaders & Legacies
237 - Ashley Connell on Unlocking Hidden Ops Talent for Scalable Leadership
Ashley Connell, CEO of Prowess Project, joins Leaders and Legacies to unpack a bold truth: leaders don’t need another version of themselves. They need a “not…
- Leaders & Legacies
236 - Why Justin Dixon Quit a Six-Figure Job to Build a Recruiting Firm During a Crisis
Justin Dixon walked away from a comfortable six-figure job and launched a recruiting firm—just weeks before the world shut down. In this episode, he joins…
- Leaders & Legacies
235 - Why “Scared Money Doesn’t Make Money” - Sonny Grappone’s Leadership Mindset
Sonny Grappone didn’t follow a straight path to success. Raised by a single mother from Guyana and a hardworking Italian-American stepfather, Sonny grew up in…
- Leaders & Legacies
234 - Why Transparency in Pharmacy Benefits is a Leadership Imperative with Justin Jasniewski
Justin Jasniewski, CEO of Serve You Rx, breaks down one of healthcare’s murkiest corners—pharmacy benefit managers (PBMs). In this episode, he exposes how PBMs…
- Leaders & Legacies
233 - The ABCs of Charisma - Leadership Lessons from Milam Miller
Milam Miller, founder of Be Confident and Kind and author of The Charisma Craft, joins Craig Andrews to challenge everything we think we know about charisma. A…
- Leaders & Legacies
232 - Reinventing Voice of the Customer with AI - Eli Portnoy's Leadership Playbook
Eli Portnoy, CEO and co-founder of BackEngine, joins Craig Andrews to expose the flaws in traditional customer feedback systems—and why leadership demands…
- Leaders & Legacies
231 - 25% of Waste Hiding in Your P&L with Donovan Pyle
Donovan Pyle pulls back the curtain on an industry most business leaders misunderstand: employer-sponsored health care. In this episode, Donovan explains how…
- Leaders & Legacies
230 - From Solo Act to Sustainable Business - William Bissett on Leadership
William Bissett, founder of Portus Wealth Advisors, joins Craig Andrews to unpack what it really takes to lead a company that survives and thrives beyond its…
- Leaders & Legacies
229 - The Ezra Principle - Leadership Lessons That Scaled a Referral Empire with Brian McRae
Brian McRae walked away from a comfortable W-2 job to chase something more fulfilling—control, freedom, and impact. What followed was a leadership journey…
- Leaders & Legacies
228 - Why Leadership Isn’t Taught - It’s Lived - Lessons from Kyle Schwarz
Kyle Schwarz brings clarity to what leadership really looks like. A U.S. Naval Academy graduate and surface warfare officer, Kyle shares how a blunt rejection…
- Leaders & Legacies
227 - The Wisdom of Ignorance - Why Not Knowing Can Be the Key to Innovation with Alan Gregerman
Alan Gregerman nearly lost everything after a stroke robbed him of his ability to speak and see. But instead of giving in, he turned that moment into one of…
- Leaders & Legacies
226 - From Hospice to High Impact - How Emily Erstad Builds Resilient Teams
Emily Erstad joins Craig Andrews for a candid conversation about the real heart of leadership—emotional intelligence. A former speech-language pathologist…
- Leaders & Legacies
225 - Why Great Leaders Set the Strategy - Then Get Out of the Way with Lee Pepper
Lee Pepper brings battlefield-tested leadership into the boardroom. In this episode, Lee breaks down how military strategies—some dating back to the Romans—can…
- Leaders & Legacies
224 - From Moscow to Main Street - How Stan Sukhinin Helps Clinics Thrive
Stan Sukhinin knows what it’s like to rebuild from scratch. After a meteoric rise in Eastern Europe’s finance world—managing a $450M mezzanine loan…
- Leaders & Legacies
223 - From Iraq to EOS - Why Every Leader Needs a Coaching Team with Hark Herold
Hark Herold brings three decades of military precision to the entrepreneurial world. As a retired U.S. Air Force colonel turned EOS implementer, Hark shares…
- Leaders & Legacies
222 - Copy that Persuades for Leaders with Hillary Gale
Hillary Gale didn’t just pivot careers—she rewrote the script entirely. A former college writing teacher, she stepped away from academia, launched a one-woman…
- Leaders & Legacies
221 - From Financial Advisor to Healthcare Disruptor -The Donovan Ryckis Story
Donovan Ryckis is leading a healthcare revolution—one grounded in leadership, accountability, and total transparency. As CEO of Ethos Benefits, he exposes the…
- Leaders & Legacies
220 - From Dyslexic Kid to Podcasting Visionary - The Leadership Journey of Alex Sanfilippo
Alex Sanfilippo shares how a childhood marked by dyslexia and self-doubt evolved into a leadership platform spanning podcasting, public speaking, and…
- Leaders & Legacies
219 - Chris Hurn on Why Entrepreneurs Need Courage - and Cash Flow
Chris Hurn, CEO of Community Bankshares, joined the show to talk straight about entrepreneurial leadership in high-stakes environments. He traces his roots to…
- Leaders & Legacies
218 - From Budget Buster to Loyalty Builder - Rethinking Employer Health Plans with Allison De Paoli
Allison De Paoli joins Craig Andrews to break down how employers can lead through one of the most neglected aspects of their business—health insurance. Drawing…
- Leaders & Legacies
217 - Why Every Leader Should Write a Book - Insights from Everett O’Keefe
Everett O’Keefe shares the origin story of Ignite Press, from a chance reconnection to a publishing powerhouse. His leadership was tested early when co-founder…
- Leaders & Legacies
216 - Empowering Business Owners - Tax Strategies with Mike Jesowshek
Mike Jesowshek, founder of TaxElm, delivers a masterclass on leadership by eliminating one of the biggest pain points for entrepreneurs: tax confusion. His…
- Leaders & Legacies
215 - Building a Workforce from Scratch - Michael Cole’s Leadership in the Trades
Michael Cole, President of Next Level Technician, shares how he turned a failed Subway franchise and a few unlikely training classes into a thriving staffing…
- Leaders & Legacies
214 - Bring the Magic of Disney to Any Business with Vance Morris
Vance Morris doesn’t just deliver services—he designs unforgettable experiences. In this episode, he shares how Disney’s obsession with systems shaped his…
- Leaders & Legacies
213 - How Data-Driven Decisions Fuel Confident Leadership with Tom Dillon
Tom Dillon, founder of Frak Finance, joins Craig Andrews to break down how smart financial leadership unlocks business growth. As a fractional CFO, Tom helps…
- Leaders & Legacies
212 - Leadership Through Purpose - How Kirk Spahn Helps Students Excel On and Off the Court
Kirk Spahn brings leadership to life at ICL Academy, a school built for students who aim higher—on the court, on the stage, or in their communities. In this…
- Leaders & Legacies
211 - Own Your Lane - Michelle Griffin's Framework for Leading with Clarity
Michelle Griffin joins Craig Andrews to deliver a sharp message for leaders flying under the radar—visibility is not vanity, it's your responsibility. As…
- Leaders & Legacies
210 - Building Systems That Set You & Your Business Free - Lessons from David Forster
David Forster joins Craig Andrews to dismantle one of the most persistent myths in business: that people are the problem. With eight businesses under his belt…
- Leaders & Legacies
209 - From Green Beret to Cybersecurity Leader - Josh Wathen on Business Resilience
Josh Wathen, COO of Triad InfoSec and former Green Beret, joins Craig Andrews to sound the alarm on a growing leadership challenge: cyber resilience. In a…
- Leaders & Legacies
208 - The Three Keys to Success - Philip Portman's Formula for Leading Growth
Philip Portman, founder of Textdrip and author of Three Keys to Success, shares his raw journey through entrepreneurship and leadership. At his lowest…
- Leaders & Legacies
207 - Leadership in Action - How Dr. Cristin Dickerson Makes Healthcare Work for Everyone
Dr. Cristin Dickerson isn’t waiting for the healthcare system to fix itself—she’s leading the charge. As founder of Green Imaging, Dr. Dickerson cuts through…
- Leaders & Legacies
206 - Leading Through Numbers - Why Smart CFOs Predict the Future with Ken LaCroix
Ken LaCroix, Chief Insight Officer at Insightful Partners, brings a sharp leadership lens to financial strategy. In this episode, he explains why a good CFO…
- Leaders & Legacies
205 - Owning the Dirt - Jeff Peterson’s Leadership Lessons from Business & Real Estate
Jeff Peterson didn’t start with investors, privilege, or a fallback plan. At 17, he jumped into business and never looked back. On this episode of Leaders and…
- Leaders & Legacies
204 - From Ghana to California - A Spine Surgeon’s Global View on Leadership with Dr. Kushagra Verma
Dr. Kushagra Verma doesn’t just run a spine care practice—he leads it with intention, integrity, and data. In this episode, Dr. Verma lays out a clear…
- Leaders & Legacies
203 - Turn Your Voice Into Authority - The Leadership Power of Publishing with Aurora Winter
Aurora Winter joins Craig Andrews to explore how leaders can use books to amplify authority, build trust, and accelerate business growth. As the founder of…
- Leaders & Legacies
202 - Secrets Your CPA Isn't Telling You - The Legal Art of Tax Strategy with Peter Culver
Peter Culver doesn’t just save clients money—he helps them rewrite their financial future. In this episode, Peter breaks down how tax strategy, not tax filing…
- Leaders & Legacies
201 - Fixing What's Broken with B2B Networking with Donnie Boivin
Donnie Boivin didn’t launch his company until he was 40. Six months later, he nearly lost everything. His wife’s car was repossessed. Their farm almost went…
- Leaders & Legacies
200 - The Secrets of Building Community with Norm Farrar
Norman Farrar doesn’t lead by barking orders—he leads by building trust. In this episode, he explains how strong leadership isn’t about being the loudest voice…
- Leaders & Legacies
199 - The Leadership Systems That Scale - Insights from Steve Thornton
Steve Thornton, Managing Partner at Apex Management, doesn’t just coach leaders—he builds leadership systems. In this episode, Steve walks through what most…
- Leaders & Legacies
198 - Matt Ohrt's Everything is Bigger in Texas Healthcare Revolution
Matt Ohrt returns to the podcast with a bold mission: dismantle the bloated, broken health care system and replace it with a transparent, people-first model…
- Leaders & Legacies
197 - Green Beret Lessons for Founders - Leadership That Scales with Otis McGregor
Otis McGregor doesn't just teach leadership—he’s lived it. A retired Green Beret Lieutenant Colonel turned entrepreneur, Otis shares hard-earned lessons on how…
- Leaders & Legacies
196 - From Time Magazine to Tech Strategy - Matt Dorman’s Digital Leadership Lessons
Matt Dorman has been building digital platforms since 1995. On this episode of Leaders and Legacies, he shares how his experience coding for major brands like…
- Leaders & Legacies
195: Testing Beats Guessing: A Scientist's Approach to Marketing with Brian Massey
Brian Massey, founder of Conversion Sciences, joins Craig Andrews to unpack the power of leadership through rigorous experimentation. Known as the "Conversion…
- Leaders & Legacies
194 - From Deadliest Catch to Killer Sales - Sales Leadership with Chris Szado
Chris Szado learned leadership the hard way—dodging lightning strikes and supertankers on commercial fishing boats off Canada’s Pacific coast. Now, he brings…
- Leaders & Legacies
193 - Leadership Is Systems - How Sree Kaluva Helps Small Teams Run Like Enterprises
Sree Kaluva built his career designing enterprise systems for global Fortune 500s. But what drives him now is helping small business owners thrive with the…
- Leaders & Legacies
192 - From Dyslexia to Business Powerhouse - Claire Ansell on Leading with Strength
Claire Ansell didn’t just build a business—she built a movement. As the founder and CEO of Business Powerhouse, Claire helps entrepreneurs escape overwhelm and…
- Leaders & Legacies
191 - How Curiosity, Grit, and Frameworks Drive Lasting Leadership with Jack Cohen
Jack Cohen, CEO of Dark Knight Ventures, joins Craig Andrews to explore the leadership tools that shaped his 40+ year career in commercial real estate and…
- Leaders & Legacies
190 - Leading Through Technology - Ken Cox’s Mission to Empower Small Business
Ken Cox doesn’t just talk about leadership—he builds systems that enable it. In this episode, Ken shares how a turbulent upbringing and early tech exposure…
- Leaders & Legacies
189 - Leading with Vision and Grit - Steve Duddy on Building Culture and Driving Results
Steve Duddy doesn’t just lead companies—he shapes cultures, mentors future leaders, and makes bold moves under pressure. In this episode, he shares hard-earned…
- Leaders & Legacies
188 - From Martial Arts to Franchises - How Devan Gonzalez Builds Leaders
Devan Gonzalez didn’t stumble into leadership—he forged it in the fire of martial arts mats and business mistakes. In this episode, Devan unpacks how…
- Leaders & Legacies
187 - Napoleon, Data, and Leadership - Why First Principles Matter with Ritavan
Leadership isn’t about titles—it’s about impact. In this episode of Leaders and Legacies, Craig Andrews sits down with Ritavan, founder of Bavarian Tiger…
- Leaders & Legacies
186 - How Leaders Can Fix Healthcare for Employees with Lester Morales
Leadership isn’t about maintaining the status quo—it’s about seeing problems, rallying people, and creating solutions. In this episode, Lester Morales, founder…
- Leaders & Legacies
185 - Lead Smarter, Not Harder: James Robbins on the 20% That Drives 80% of Results
Leadership isn’t about doing more—it’s about doing the right things. In this episode, James Robbins, leadership expert and author of Nine Minutes on Monday…
- Leaders & Legacies
184 - Marketing in Tough Markets - Dennis Meador’s Leadership Lessons from the Legal World
Leadership isn’t about making noise—it’s about making an impact. In this episode of Leaders and Legacies, host Craig Andrews talks with Dennis Meador, founder…
- Leaders & Legacies
183 - Leadership Through Connection - Michael Morgan on the Power of Networking
Leadership isn’t just about titles—it’s about relationships. In this episode of Leaders and Legacies, Michael Morgan shares how networking has been the…
- Leaders & Legacies
182 - Pitch Perfect - How Leaders Win Buy-In and Influence Decision-Makers
Great leaders aren’t just visionaries—they’re persuasive communicators. In this episode of Leaders and Legacies, Scott Nichols, CEO of Velocity Pitch Decks…
- Leaders & Legacies
181 - Beyond Compliance - How Leaders Can Fix HR and Elevate Teams with Scott Morris
Scott Morris, former police officer, actor, and now CEO of PropulsionAI, joins Leaders and Legacies to share powerful insights on leadership, trust, and…
- Leaders & Legacies
180 - Scaling Leadership - How Kevin Wilkins Made His Company Bigger Than Himself
Kevin Wilkins built a successful corporate career with Fortune 100 companies like Procter & Gamble and Fidelity Investments. But when he sold his company and…
- Leaders & Legacies
179 - How AI is Revolutionizing Leadership and Finance with Albert Ramos
Albert Ramos joins the "Leaders and Legacies" podcast to unpack transformative leadership strategies. Through personal anecdotes and professional insights…
- Leaders & Legacies
178 - Kerim Kfuri Unpacks Leadership Through Global Supply Chain Innovation
Kerim Kfuri is the CEO of the Atlas Network and an expert in global supply chain management. From his roots in Baltimore to his work with Damon John's CEO…