The Culture Matters Podcast

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The Culture Matters Podcast

Jay Doran

1054 episodes

1 day ago

Episode 7 of the New Year’s Eve Lollapalooza is part coaching session, part brotherhood, and part wake-up call—because this crew doesn’t just talk about growth… they talk about the cost of growth. Jay Doran and co-host Mike “Mike Drop” Calhoun are joined by Alex Rawdin, Jeff Silva, Ken Jordan, and Demetri Stakias for a fast-moving roundtable that turns into something deeper: identity, resilience, and what it takes to rebuild when the punches don’t stop. You’ll hear each guest anchor 2026 with...

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Entrepreneurship

Society & Culture

All content for The Culture Matters Podcast is the property of Jay Doran and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Episode 7 of the New Year’s Eve Lollapalooza is part coaching session, part brotherhood, and part wake-up call—because this crew doesn’t just talk about growth… they talk about the cost of growth. Jay Doran and co-host Mike “Mike Drop” Calhoun are joined by Alex Rawdin, Jeff Silva, Ken Jordan, and Demetri Stakias for a fast-moving roundtable that turns into something deeper: identity, resilience, and what it takes to rebuild when the punches don’t stop. You’ll hear each guest anchor 2026 with...

Show more...

Entrepreneurship

Society & Culture

Episodes (20/1054)

The Culture Matters Podcast

Season 88, Episode 1054: 2025 NYE Lollapalooza Episode 7: Consistency, Execution, Love, and Transformation

Episode 7 of the New Year’s Eve Lollapalooza is part coaching session, part brotherhood, and part wake-up call—because this crew doesn’t just talk about growth… they talk about the cost of growth. Jay Doran and co-host Mike “Mike Drop” Calhoun are joined by Alex Rawdin, Jeff Silva, Ken Jordan, and Demetri Stakias for a fast-moving roundtable that turns into something deeper: identity, resilience, and what it takes to rebuild when the punches don’t stop. You’ll hear each guest anchor 2026 with...

1 day ago

54 minutes

The Culture Matters Podcast

Season 88, Episode 1053: 2025 NYE Lollapalooza Episode 6: Fearless, Alignment, and Breaking the Mold

Episode 6 of the New Year’s Eve Lollapalooza is a collision of high standards and real humanity—where big goals meet even bigger intention. Jay Doran and co-host Mike “Mike Drop” Calhoun welcome a powerhouse lineup: Chris Vester, Maria Quattrone, Alan Whitman, Mike Modica, Matt McHale, with Jim Sabellico jumping in briefly to give flowers where they’re due. This episode moves fast—but it lands deep. You’ll hear Maria Quattrone share her 2026 word—Fearless—and the launch of her coaching and co...

2 days ago

51 minutes

The Culture Matters Podcast

Season 88, Episode 1052: 2025 NYE Lollapalooza Episode 5: The Room That Listens—Words, Wisdom, and What 2025 Taught Us

Episode 5 of the New Year’s Eve Lollapalooza is a masterclass in what happens when high-performing people slow down long enough to tell the truth. Jay Doran and co-host Mike “Mike Drop” Calhoun bring together a loaded room: Matt McHale, Chase Gallagher, Rob Wishnick, Bill Reiman, Bill Mervin, Jim Sabellico, and Stephen Ronald—a group with real history, real scars, and real momentum heading into 2026. The conversation starts the way the best ones do: quick intros, long relationships, and a rem...

3 days ago

49 minutes

The Culture Matters Podcast

Season 88, Episode 1051: 2025 NYE Lollapalooza Episode 4: Alignment, Stewardship, and the Power of Proximity

Episode 4 of the NYE Lollapalooza is what happens when the conversation stops being theoretical—and turns into action in real time. Jay Doran and co-host Mike “Mike Drop” Calhoun are joined by a stacked room: Robert Frehafer, Bill Mervin, Brian McNally, Chase Gallagher, and Matt McHale—a group built on years of trust, shared history, and a common obsession with growth, leadership, and doing life with intention. The episode opens with introductions that feel more like tributes: stories of disc...

4 days ago

54 minutes

The Culture Matters Podcast

Season 88, Episode 1050: 2025 NYE Lollapalooza Episode 3: Innovate: Turning Trades into a Movement

Episode 3 brings the NYE Lollapalooza deeper into the world of real assets, real operators, and real responsibility. Jay Doran is joined again by co-host Mike “Mike Drop” Calhoun, alongside Judd Burdon, Gray Wilson (Revolution Capital Group), and Robert Frehafer (Guardian Roofing) for a conversation that moves fast—but lands heavy. Gray shares how Revolution Capital thinks differently about real estate: long-duration holding, durability, and intentional value investing in core Philadelphia—av...

5 days ago

59 minutes

The Culture Matters Podcast

Season 88, Episode 1049: 2025 NYE Lollapalooza Episode 2: Change, Integration, Obedience, Accountability

In Episode 2 of the NYE Lollapalooza, Jay Doran is joined again by co-host Mike “Mike Drop” Calhoun, with guests Judd Burdon (Asphalt Kingdom), Reagan Weiss, and Andrew Berman each bringing real-time reflections on growth, relationships, leadership, and the words that will define their next year. The conversation opens with a guiding quote: “Life is not a problem to be solved, but a reality to be experienced.”From there, the group digs into the “word” tradition—what last year required, what t...

6 days ago

51 minutes

The Culture Matters Podcast

Season 88, Episode: 1048 Guest: Mike Calhoun: 2025 NYE Lollapalooza Episode 1: Be Strong. Be Different.

The NYE Lollapalooza is not about predictions or resolutions. It’s about reflection, responsibility, and deciding—consciously—who you are becoming as the calendar turns. In Episode 1, Jay Doran opens the day alongside longtime collaborator and co-host Mike Calhoun for a wide-ranging, deeply philosophical conversation on growth, transformation, and personal ownership. They explore the idea that life can only be understood backward, but must be lived forward—and why a new year isn’t a clean sla...

6 days ago

36 minutes

The Culture Matters Podcast

Season 88, Episode: 1047 Guest: David Levine: The Core of Systems

Technology doesn’t fail, systems do. In this episode, Jay sits down with David Levine to explore the core of systems through the lens of technology and how the tools we build, adopt, and rely on quietly shape behavior, culture, and outcomes inside organizations. This is not a conversation about software features or trends—it’s about how technological systems influence the way people think, communicate, and make decisions. David breaks down why most tech frustrations aren’t caused by bad tools...

1 week ago

1 hour 1 minute

The Culture Matters Podcast

Season 88, Episode 1046: Guests: Mark Richards and Danijel Velicki: How You Show Up

Danijel Velicki is a Croatian-born entrepreneur and financial educator known as the Founder and CEO of Sqwire, an online financial wellness and literacy platform. Mark Richards is the founder and a principal consultant at Cool Hollow, a business consulting and financial services firm based in Pennsylvania. Mark and Danijel have been friends for 10+ years and have been working together and best friends ever since. When Jay attended Mark's company's event a few months ago Jay met Danijel and al...

1 week ago

1 hour 7 minutes

The Culture Matters Podcast

Season 88, Episode: 1045: Guest: Jenna Silverman: The Work Behind the Culture

In this episode, Jay and Jenna sit down for an honest conversation about what culture really is — and why it matters more than ever. They unpack the heart of Culture Matters: not as a buzzword or a corporate initiative, but as the way people think, communicate, and show up in their work, relationships, and leadership. Culture isn’t something you hang on a wall, it’s something you live every day, whether you’re intentional about it or not. Jenna, Jay Doran's wife joins the show and together, t...

1 week ago

1 hour 12 minutes

The Culture Matters Podcast

Season 87, Episode 1044: Thirty Days of Thought: "Happy Birthday"

It has been a couple of months, but we are finally back with Thirty Days of Thought featuring our very own Jay Doran as he discusses excerpts from his book, Thirty Days of Thought. On today's episode, Jay is focusing on the chapter entitled "Happy Birthday". We are kicking off the episode (recorded on November 16, 2025) with a very big happy birthday shout out to our friend, returning guest, and "Tales of Giving" series collaborator, Mr. Demetri Stakias! From there, Jay goes...

2 weeks ago

22 minutes

The Culture Matters Podcast

Season 87, Episode 1043: Guest: Demetri Stakias: Tales of Giving Part 1

"Every act of creation is first of all an act of destruction." - Pablo Picasso Host of "The Relief Podcast", author of How to Get Your Life Back, and founder of Real Estate Relief Demetri Stakias is here once again and this time it is at the start of a brand new series. The "Tales of Giving" is going to be an uplifting journey we take with Demetri as we explore positivity and believing in yourself and not being afraid to be yourself. In today's discussion, which just so h...

3 weeks ago

33 minutes

The Culture Matters Podcast

Season 87, Episode 1042: Guest: Bill Reiman: Naples Lollapalooza 2026 and Beyond

"Lollapalooza effects can make you rich or they can kill you." - Charles T. Munger Real estate professional, businessman, co-owner of R.K. Reiman, and host of "The Real Build" podcast Bill Reiman is joining us on the show once again and we've got a good one in store for you today because we are jamming to some lollapalooza. No, we don't mean the Chicago-based music festival. We're talking about the Charlie Munger coined term "lollapalooza effect" which means a situation where ...

1 month ago

37 minutes

The Culture Matters Podcast

Season 87, Episode 1041: The Investor Series with Aleck Arena: An Update on the Market Part 2

"The big money is not in the buying or selling, but in the waiting." - Charles T. Munger One episode simply wasn't enough to go over everything we wanted to when it comes discussing market updates, so we had no choice but to make it a two-parter. We are happy to welcome back our co-host for the Investor Series and the founder of Arena Securities, Aleck Arena, to put a bow on our last episode. In today's discussion, Aleck and Jay are taking a look at why Aleck prefers quar...

1 month ago

1 hour 25 minutes

The Culture Matters Podcast

Season 87, Episode 1040: The Investor Series with Aleck Arena: An Update on the Market

"Soros has taught me that when you have tremendous conviction on a trade, you have to go for the jugular. It takes courage to be a pig. It takes courage to ride a profit with huge leverage." - Stanley Druckenmiller In store on today's episode of The Culture Matters Podcast, we are returning to one of our favorite areas of discussion: investing! And we couldn't think of anyone better to broach the subject with than our co-host of the Investor Series and the founder of Arena Sec...

1 month ago

42 minutes

The Culture Matters Podcast

Season 87, Episode 1039: Guest: Hector Sanchez: The Servant Leader

"Give me a lever long enough and a fulcrum on which to place it and I will move the world." - Archimedes After a brief hiatus, The Culture Matters Podcast is back with a vengeance and we are starting this thing off right with a wonderful guest making his first appearance on the show. A long-time leader in the business training space having worked with such companies as General Electric, and the founder of PCK Partners, Hector Sanchez, is joining us on the program today and we are ex...

1 month ago

1 hour 7 minutes

The Culture Matters Podcast

Season 87, Episode 1038: The Investor Series with Aleck Arena featuring Rob Millner

On a very special episode of The Culture Matters Podcast, we are bringing back The Investor Series with the founder of Arena Securities and co-host of the series, Aleck Arena, flying solo. Aleck's guest today is a man whose family has over 125 years of experience in the Australian financial market and who has been the chairman of that company, Soul Patts, for the past quarter of a century, Rob Milner. Aleck and Rob are discussing Rob's family's history and how his great grandfathe...

2 months ago

34 minutes

The Culture Matters Podcast

Season 87, Episode 1037: Guest: Mark Magarian: Make Yourself Indispensible

"Its more important to win than be right." On today's episode of The Culture Matters Podcast, we are welcoming a new guest to the program and we couldn't be more excited to have him! Senior Portfolio Manager with Pine Valley Investments, multi-asset trading aficionado, and investing expert Mark Magarian is debuting on the show and is following in a long tradition of excellent guests from Pine Valley Investments. During their conversation, Mark and Jay dig into Mark's jour...

2 months ago

1 hour 20 minutes

The Culture Matters Podcast

Season 87, Episode 1036: Jay Doran: Making it Matter

"Tough times don't last, tough teams do." - Robert Schuller On today's latest installment of The Culture Matters Podcast, our very own Jay Doran is sitting down with the show's producer, Kyle DiRaddo, to continue their discussion on the in's and out's of what drives Culture Matters. During their discussion, Jay and Kyle and chatting about what a shift in company culture means and looks like from the ground up. Company culture is an organic thing. It is going to...

2 months ago

24 minutes

The Culture Matters Podcast

Season 87, Episode 1035: Jay Doran: Getting the Work Done

On this edition of The Culture Matters Podcast, our very own Jay Doran is having another discussion with the show's producer, Kyle DiRaddo, and discussing some of the thoughts, feelings, and motivations behind Culture Matters as an organization. In today's discussion, Jay and Kyle are focusing on the work that goes into a culture shift in a company and where that work actually begins. What specifically should a coach or advisor be looking for when evaluating a company's culture? &...

2 months ago

25 minutes