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Recent episodes
EP #311 10 Requirements for Effective (Generous) Leadership
Jun 18, 2026
Unknown duration
EP #310 Building Generous Culture in Any Role
Jun 11, 2026
Unknown duration
EP #309 How to Run a Generous Meeting
Jun 5, 2026
Unknown duration
EP #308 Be a Generous (better) Negotiator
May 28, 2026
Unknown duration
EP #307 Why I Hate Loving Money
May 21, 2026
Unknown duration
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/18/26 | ![]() EP #311 10 Requirements for Effective (Generous) Leadership | How does a generous leader get stuff done without turning the workplace into a pressure cooker? This episode answers that question by showing how to direct people clearly, build trust, and keep momentum moving in a way that feels respectful and effective. Bob makes the case that generous leadership is not soft leadership. It is thoughtful leadership. When people feel supported, trusted, and clear on what matters, they move faster and do better work. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/311 | — | ||||||
| 6/11/26 | ![]() EP #310 Building Generous Culture in Any Role | You can be a generous leader in a way that attracts people regardless of your title. The point is not comfort for comfort's sake; it is doing the right thing in the moment so people feel respected, coached, supported, and eager to contribute. I will show you that generous leadership is not tied to title. Whether you are the CEO or on day one, you can build a culture that feels clearer, fairer, and more trustworthy by how you manage people, measure work, give feedback, and recognize what really matters. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/310 | — | ||||||
| 6/5/26 | ![]() EP #309 How to Run a Generous Meeting | Most meetings fail because they waste time transferring information that could have been shared another way. This episode argues for a more generous kind of meeting: one that respects people's time and energy, creates real contribution, and moves work forward with clarity and momentum. My point is simple: meetings should not feel like a necessary evil. They should be a place where people can contribute, understand the mission, and leave with a clear plan. Generous meetings are not softer or longer, they are smarter, more focused, and more human. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/309 | — | ||||||
| 5/28/26 | ![]() EP #308 Be a Generous (better) Negotiator | Negotiation is something you do all the time, not just in formal business settings. You negotiate with family, with colleagues, with clients, and sometimes even with yourself, so the way you show up in those moments says a lot about your character and your leadership. This episode is about becoming a better negotiator by thinking generously. That does not mean giving everything away or pretending value does not matter. It means understanding the other side, protecting your own value, and moving through each stage of negotiation with clarity, respect, and good faith. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/308 | — | ||||||
| 5/21/26 | ![]() EP #307 Why I Hate Loving Money | Money is powerful, interesting, and tempting, and that is exactly why I have a love-hate relationship with it. I learned in finance that the healthiest people usually have the healthiest relationship with money, not because they magically have more focus or discipline, but because they understand money as a tool that can be used for good, for harm, and for everything in between. This episode is really about how money shapes character, choices, and generosity. I want to talk honestly about why money can be such a useful tool and such a dangerous temptation at the same time, and why generosity gives money the right purpose. When money becomes status, it loses some of its value; when it becomes a tool for good, it becomes much more meaningful. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/307 | — | ||||||
| 5/14/26 | ![]() EP #306 How to Ask Questions in a Generous Way | I'm digging into the power of questions and why they matter so much in a generous culture. The way you ask something can build trust, create safety, and help people feel capable, or it can make them feel tested, guarded, and small. This episode breaks down five question styles that healthy teams need: courage, reflection, empathy, clarity, and encouragement. Each one helps you serve people better, understand them better, and lead or contribute in a way that strengthens the whole team instead of creating competition inside it. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/305 | — | ||||||
| 5/7/26 | ![]() EP #305 Don't say these things if you want to join a generous culture. | This episode is about how to join a generous workplace culture, not just build one from the top down. It helps you show up in a way that makes you easier to hire, easier to trust, and easier to work with inside a healthy team. The focus here is simple: the way you speak, the questions you ask, and the signals you send tell people a lot about how you see work, responsibility, and human interaction. I walk through the phrases and attitudes that can quietly push generous cultures away, and I show a better way to communicate so you can fit into the kind of environment that values curiosity, humility, preparation, and contribution. By the end, you'll know how to signal that you are ready to grow with a team, not just take from it. You'll also see why team-first language, thoughtful questions, and a positive attitude toward feedback create stronger opportunities in interviews, meetings, and everyday work. *Enroll in the "Feeling Generous" Email course 📧 Have a generous weekend.😀 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/305 | — | ||||||
| 4/30/26 | ![]() EP #304 5 Myths About Generous Leadership✨ | generous leadershipworkplace culture+3 | — | — | — | leadershipgenerosity+3 | — | 21m 19s | |
| 4/23/26 | ![]() EP #303 How to Be a Generous Communicator✨ | communicationgenerosity+3 | — | — | — | generous communicatorcommunication skills+3 | — | 21m 50s | |
| 4/16/26 | ![]() EP #302 Clarity for Generous Teams✨ | leadershipteam culture+3 | — | — | — | clarityteamwork+5 | — | 24m 26s | |
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| 4/9/26 | ![]() EP #301 Interview Questions that Build Culture✨ | reliabilitygenerosity+3 | — | — | — | reliabilitygenerosity+5 | — | 35m 11s | |
| 4/2/26 | ![]() EP #300 Why are people leaving your company?✨ | employee retentiongenerosity+3 | — | — | — | job securitygenerous habits+3 | — | 40m 26s | |
| 3/26/26 | ![]() EP #299 How to Be More Reliable (Generous)✨ | reliabilitygenerosity+5 | — | — | — | reliabilitygenerosity+5 | — | 24m 03s | |
| 3/19/26 | ![]() EP #298 How to Navigate Change in Your Company Culture✨ | change managementcompany culture+4 | — | G2 NewsletterYouTube+3 | — | Kübler Rosschange curve+4 | — | 36m 31s | |
| 3/12/26 | ![]() EP #297 8 Signs Your Company Culture Is a Trap✨ | company cultureworkplace environment+4 | — | G2 NewsletterYouTube+2 | — | company cultureemployee growth+4 | — | 36m 15s | |
| 3/5/26 | ![]() EP #296 People Pleasing is NOT Generosity!✨ | people pleasinggenerosity+4 | — | — | — | people pleasinggenerosity+6 | — | 21m 12s | |
| 2/26/26 | ![]() EP #295 Is Social Media Rotting Your Brain At Work?✨ | social mediabrain health+4 | — | — | — | brain rotdoom scrolling+5 | — | 31m 52s | |
| 2/19/26 | ![]() EP #294 10 Attitudes Generous Leaders MUST Have | There is a lot of talk about leaving corporate life… …quitting your job, and "betting on yourself" as the only path to freedom. In this episode, I ask a different question, is corporate life really broken, or are most workplaces just not generous enough yet to give people what they are craving. I share why we do not need every talented person to become a solo entrepreneur, and how generous workplace cultures can offer the same things people think they have to leave to find, ownership of time, presence at home, optionality, purpose, and meaningful impact. We'll walk through twelve signs that often push people toward the entrepreneurial leap, things like wanting to own your calendar, desiring more purpose than politics, seeking freedom over titles, and wanting to grow your own brand and skills. Instead of telling you to quit, I show how the best companies are building environments where you can have those things while still working with a team, with resources, and with stability. You'll also four practical solutions you can start using right now to make your organization more generous, whether you are the official leader or you are leading from within. If you have ever thought, "Maybe I need to leave corporate to feel fulfilled," this episode will help you see another path. You will learn how to build or seek out a generous culture where you can be present for your family, own more of your time, grow like an entrepreneur, and still enjoy the support of a healthy organization. *Enroll in the "Feeling Generous" Email course 📧 Have a generous week of business. 📈 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/294 | — | ||||||
| 2/12/26 | ![]() EP #293 How the Best Companies Beat Entrepreneurship | There is a lot of talk about leaving corporate life… …quitting your job, and "betting on yourself" as the only path to freedom. In this episode, I ask a different question, is corporate life really broken, or are most workplaces just not generous enough yet to give people what they are craving. I share why we do not need every talented person to become a solo entrepreneur, and how generous workplace cultures can offer the same things people think they have to leave to find, ownership of time, presence at home, optionality, purpose, and meaningful impact. We'll walk through twelve signs that often push people toward the entrepreneurial leap, things like wanting to own your calendar, desiring more purpose than politics, seeking freedom over titles, and wanting to grow your own brand and skills. Instead of telling you to quit, I show how the best companies are building environments where you can have those things while still working with a team, with resources, and with stability. You'll also four practical solutions you can start using right now to make your organization more generous, whether you are the official leader or you are leading from within. If you have ever thought, "Maybe I need to leave corporate to feel fulfilled," this episode will help you see another path. You will learn how to build or seek out a generous culture where you can be present for your family, own more of your time, grow like an entrepreneur, and still enjoy the support of a healthy organization. *Enroll in the "Feeling Generous" Email course 📧 Have a generous week of business. 📈 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/293 | — | ||||||
| 2/5/26 | ![]() EP #292 The 5 Things Wasting Most of Your Time | We say time is our most valuable resource… But most of us waste huge chunks of it without realizing it. Not because we are lazy, but because we built habits around one off situations and never stopped to ask if they still make sense. In this solo episode, I share five common time wasters that feel productive on the surface yet quietly steal time from what matters most, building a generous culture, serving people well, and doing meaningful work. From bloated meetings and inbox spirals to proposal perfectionism, over engineered replies, and long monologues where no one feels heard, I show how these patterns train your team to believe their time does not matter. I then reframe each one with a generous mindset, so you can reshape meetings, set boundaries around email, simplify proposals, communicate faster, and ask better questions that create connection instead of just more noise. If you want to stop looking busy and start investing your time in people, purpose, and real impact, this episode will help you see exactly where your habits need to change. It will also challenge you to use the time you get back not for distraction, but for generosity. *Enroll in the "Feeling Generous" Email course 📧 Have a generous week of time.⌚ ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/292 | — | ||||||
| 1/29/26 | ![]() EP #291 6 Ways to Prevent High Achiever Burnout | Some of the "best" performers on your team might be quietly falling apart. They hit every target, say "I'm fine," and get celebrated for their numbers but inside they're exhausted, anxious, and one tough week away from walking out. I have a powerful story from my financial career about a colleague who pushed so hard for production that they ended up quitting, never fully grasping their value to the team or to the clients they served. The leader focused on the bottom line, not the human being, and everyone lost in the long run. Real leadership is not just managing output; it's seeing the person behind the performance and leading with a generous mindset. Output‑only leadership is different than generous, human‑centered leadership where empathy, psychological safety, and genuine connection are strategic tools, not "soft" extras. There are six practical practices that help generous leaders notice subtle shifts, create safety, ask better questions, address the whole person, lead with humanity before productivity, and invest in inner capacity so performance becomes sustainable instead of fragile. This episode will allow you to examine how you're treating your own high performers, and yourself, and challenges you to lead in a way that protects people from breaking on the inside while still driving meaningful results. *Enroll in the "Feeling Generous" Email course 📧 Have a generous week of high performance. 📈 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/291 | — | ||||||
| 1/22/26 | ![]() EP #290 5 Quiet Laws That Will Supercharge Your Generosity | Most leaders live on autopilot and hope things work out. In this solo episode, Bob unpacks five "quiet laws" that high‑impact, generous leaders live by, often without even realizing it. When you infuse these laws with generosity, you create compounding wins: stronger teams, better systems, and a culture where people feel capable, trusted, and excited to contribute. Bob shares stories from his financial planning days, where mastering technical knowledge wasn't enough until he learned to own results, share what he knew, and build relationships through generous action. He then walks through Gilbert's, Falkland's, Wilson's, Kidlin's, and Murphy's Laws and reframes each as a practical tool for building a generous workplace culture that can handle mistakes, grow through challenges, and avoid burnout. Throughout the episode, Bob challenges you to shift from self‑protective leadership to generous leadership: owning outcomes, timing your generosity, focusing on mastery over money, giving radical clarity, and building systems that absorb chaos rather than fear it. *Enroll in the "Feeling Generous" Email course 📧 Have a generous week of laws. 😂 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/290 | — | ||||||
| 1/15/26 | ![]() EP #289 How to Change Your Company Culture in 2026 | We're stepping into 2026 and it's time to talk about real change. Resolutions come and go, but growth that lasts comes from building a consistent, generous culture at work. Forget starting over every January. Let's focus on the habits and systems that make people feel valued, productive, and excited to contribute. I break down how simple acts of generosity can shift your workplace from competitive to collaborative and from results-driven to purpose-driven. When one person feels joyful and confident in their work, it spreads through the entire team. That's how positive culture takes root. You'll also hear how to focus on daily actions instead of lucky breaks, why humble leadership matters more than flashy performance, and how giving people what they need fuels trust and success. It's not about titles or rewards. It's about people. If you want your organization to grow and feel stronger this year, this episode will show you how to make it happen. If you haven't joined my free 7-day Feeling Generous email course yet, now's the time. It's quick, practical, and a great way to live and lead generosity every day. *Enroll in the "Feeling Generous" Email course 📧 Have a generous year of change. ↗️ ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/289 | — | ||||||
| 1/8/26 | ![]() EP #288 Get a Job in 2026 with This Skill | I'm convinced companies want to hire generous communicators. Imagine flooding inboxes with vague, typo-riddled applications while your competition gifts crystal-clear, respectful emails that scream "Hire me. I'll make your team better." Job search communication seems obvious, but most miss the generosity edge: making busy recruiters' lives easier from subject line to follow-up. Here are 7 game-changing habits that reduce friction, build instant trust, and position you as the thoughtful leader companies crave. Don't just apply. serve your way to the offer. And if you already have the job. This is how you communicate with your team and prospects to build great relationships and culture. Have a generous year of communication. 🗣️ *Enroll in the "Feeling Generous" Email course 📧 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, Instagram, and Threads. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/288 | — | ||||||
| 1/1/26 | ![]() EP #287 Why is it hard to be generous during the holidays? | The holidays are supposed to be "the most generous time of the year,"… …but for ambitious professionals, they often feel rushed, performative, and exhausting. Let's get real about why even generous people struggle during December. I have four simple shifts I make now to build authentic generosity into my life and work all year. These things weren't apart of my routines throughout the year until recently and they've helped me be more intentional during the holidays. Stick around for a special invite to the new Feeling Generous email course (pre-launch now, starts Jan 6). Have a generous rest of your year. 😀 *Enroll in the "Feeling Generous" Email course 📧 ======= For in depth insight on how to attract the best talent and most loyal customers, subscribe to the G2 Newsletter. I'll send you The Generous Leader's Planner at no cost to get you started. My DMs are open on LinkedIn, X, and Substack. Find the video version of the show on my YouTube channel. See full show notes here: https://www.bobdepasquale.com/podcast/287 | — | ||||||
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