The Culture Matters Podcast

In this episode of the Culture Matters Podcast , Jay Doran sits down with Jay Stoll , founder of All Things Retirement Group , for a powerful conversation about reinvention, discipline, service, and purpose. All Things Retirement Group operates within the ecosystem of All Things Insurance Group , founded by longtime friend of the Culture Matters Podcast and frequent guest, Pete Fournier . Jay Stol...

"Nothing captures human interest more than human tragedy." - Dan Brown Host of "The Relief Podcast", author of How to Get Your Life Back , and founder of Real Estate Relief Demetri Stakias is joining us once again for a second round of "Tales of Giving".  The conversation got started before anyone hit record, but as all of our loyal listeners know, we're always i...

"There are, first of all, two kinds of authors: those who write for the subject's sake and those who write for writing's sake. The truth is, that when an author begins to write for the sake of covering paper, he is cheating the reader because he writes under the pretext that he has something to say." - Arthur Schopenhauer Today, on The Culture Matters Podcast, we are back with...

"It's hard, it's hard to be consistent in anything and that's why so few people can do it successfully. But when you do, when you are consistent in whatever goal you're trying to get to, typically you get the results you want." Scotsman Guide Top 500 in the Country Loan Officer, Mortgage Executive Magazine Top One Percent Mortgage Originator, Philadelphia Magazine Fiv...

Episode 21 marks Part 1 of a reflection on the impact of the 2025 NYE Lollapalooza series. In this episode, Jay begins revisiting select words of the year shared by guests throughout the Lollapalooza , unpacking what those words represent and why they mattered — not only to the individuals who shared them, but to the broader Culture Matters community. Rather than recapping conversations, this epis...

2025 NYE Lollapalooza Episode 20: The Impact This Series Has Made Episode 20 serves as the reflection point of the 2025 NYE Lollapalooza, a moment to pause, look back, and name the impact this series has already had. In this episode, Jay Doran discusses why the Lollapalooza exists in the first place, how it has evolved year over year, and what happens when long-form, values-driven conversations ar...

Jay Doran’s Word for 2026: LOVE In Episode 19 , Jay Doran closes the NYE Lollapalooza series by sharing his personal word for 2026: LOVE — and redefining it far beyond how the word is commonly used. This episode is not about romance alone, and it’s not about sentiment. It’s about love as a discipline, a standard, and a responsibility . Jay breaks down what love actually looks like when it’s lived...

In Episode 18 , Jay Doran and Jenna Silverman step back and reflect on the full scope of the NYE Lollapalooza — a day-long series of conversations designed to help people close one year with intention and step into the next with clarity. Jenna, who joined as co-host for the final stretch of the day, brings a fresh lens to the recap as they unpack the patterns, themes, and through-lines that emerge...

Episode 17 closes out the NYE Lollapalooza with a conversation that feels like a final reset before the calendar turns — not just on goals, but on identity, leadership, and what actually drives people to change. Jay Doran is joined by Jenna Silverman, Bill Reiman, Glenn Llopis, and Mark Perkins for a New Year’s Eve roundtable on the words that shaped 2025 and the words they’re carrying into 2026....

Episode 16 of the NYE Lollapalooza is one of the most grounded, emotional, and necessary conversations of the entire day. Jay Doran is joined by Jenna Silverman , Bill Reiman , Jonathon Haddad , and Joe Silva for a raw discussion on the words that shaped 2025—and the ones guiding 2026. What begins as a simple reflection on annual themes quickly evolves into something deeper: fatherhood, responsibi...

Episode 15 is a different kind of New Year’s Eve conversation—less “resolution energy,” more real life, real leadership, real presence . Jay Doran and Jenna Silverman sit down with Michael Allosso and Joseph Iredell during the 2025 Lollapalooza to unpack the theme: “Life is not a problem to be solved, but a reality to be experienced.” From the jump, it’s personal—Mike Calhoun has officially tapped...

Episode 14 of the New Year’s Eve Lollapalooza gets loud—in the best way. Jay Doran and co-host Mike Calhoun are joined by Brad Lea, Jenna Silverman, Anthony Mirarchi, Benny Fisher, and Fobby Naghmi for a rapid-fire, high-trust conversation about the words that will define 2026—and the decisions that will shape everything that follows. The theme that keeps surfacing: you don’t change your life by w...

Episode 13 of the New Year’s Eve Lollapalooza is one of the most personal—and most powerful—conversations of the day. Jay Doran and co-host Mike Calhoun are joined by Jenna Silverman, Tom Bove, Hector Sanchez, Glenn Campbell, and David Yerkes for a roundtable on the words shaping their year, the lessons they’re carrying forward, and what it really looks like to grow without gripping life so tightl...

Episode 12 of the New Year’s Eve Lollapalooza is a masterclass in what actually scales: preparation, consistency, and focus — with zero fluff. Jay Doran and co-host Mike Calhoun are joined by Armand Pinoci, Aaron Scott Young, Michele Schina, Nick Lampone, Yuri Mitchell, and Nathan Knottingham for a fast-moving roundtable on their words for 2026, the lessons they’re taking from 2025, and the real p...

Episode 11 of the New Year’s Eve Lollapalooza is a brotherhood conversation — the kind that doesn’t posture, doesn’t perform, and doesn’t pretend. Jay Doran and co-host Mike Calhoun are joined by Eddy Perez Jr., Brett Grossman, John New, and Darwin Roman to talk words for 2026, the cost of leadership, and what it really looks like to keep showing up when life gets heavy. The words on the table set...

Episode 10 of the New Year’s Eve Lollapalooza feels like a collective “second wind” — the kind you get when a conversation becomes less about performance and more about presence. Jay Doran and co-host Mike Calhoun are joined by Morgan DeNicola, Ruth Lee, David Levine, and John Duffin for a deeply human dialogue centered on the words each person is carrying into 2026: Morgan: Leadership Ruth: Amity...

Episode 9 of the New Year’s Eve Lollapalooza is one of those conversations that doesn’t stay in “business talk.” It goes straight into what leadership actually costs—and what it gives back—when you’re building companies while trying to build a life you’re proud of. Jay Doran and co-host Mike Calhoun are joined by Steve Wilmer, Carl Eppolito, Pete Fournier, and Chris Tighe for a roundtable that ble...

Episode 8 of the New Year’s Eve Lollapalooza is a fast-moving mix of real talk, hard lessons, and the kind of “in-the-trenches” clarity you only get when builders stop pretending everything is polished. Jay Doran and co-host Mike Calhoun are joined by Vinnie Candelore Jr., Jeff Winnick, Jake Penny, Kayvon Kay, and returning guest Demetri Stakias for a conversation centered on two themes: what 2025...

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,...

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 de...

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 2...

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...

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...

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...

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 lif...