079: What Podcasting Teaches Us About Learning, Listening, and Human Connection with Kendall Breitman
What if the most powerful way to learn… isn’t speaking, but listening?
In this episode of The People Teaching People Podcast, I sit down with Kendall Breitman, Community Lead at Riverside, to explore how podcasting has become one of the most dynamic spaces for teaching, learning, and human connection.
Kendall’s journey from political journalism to leading a global creator community offers a unique perspective on how we absorb information, share stories, and grow through conversation. From interviewing voters across the U.S. to now supporting thousands of creators, she has built her career around one core principle, learning begins with curiosity, and deepens through listening.
This episode reframes podcasting as more than content creation. It’s a living classroom. It is a space where ideas are exchanged, perspectives are challenged, and people evolve in real time.
We explore how storytelling becomes a teaching tool, how community becomes a feedback loop for learning, and why the ability to truly listen is becoming one of the most valuable skills in a world full of noise.
Listen in as we talk about:
01:00 Kendall’s story
03:00 Finding the thread that connects us
07:00 From question to connection
10:00 Listening that leads to acton
16:18 Teaching creators through community at Riverside
20:14 Learning how to podcast
24:19 How experience changes things
26:20 Ways to grow a podcast
29:55 Using tools in new ways
35:10 How AI supports creators
37:49 Podcasting as a modern learning ecosystem
40:43 Learning through life changes
47:15 The impact of mentorship
49:38 Taking a chance on yourself
50:20 Leading with human connection
Connect with Kendall and learn more about Riverside:
* LinkedIn: Kendall Breitman [https://www.linkedin.com/in/kbreitman/]
* Website: Riverside https://riverside.com/ [https://riverside.com/]
* Instagram: @riverside.fm [https://www.instagram.com/riverside.fm/]
* Facebook: @riversidedotfm [https://www.facebook.com/riversidedotfm]
* Facebook group: Conversation Creators by Riverside [https://www.facebook.com/groups/riversideconversationcreators]
* YouTube: Riverside [https://www.youtube.com/@Riversidefm]
Connect with Tiana:
* Website: https://tianafech.com [https://tianafech.com/]
* LinkedIn: Tiana Fech [https://www.linkedin.com/in/tianafech/]
* Instagram: @tianafech [https://www.instagram.com/tianafech/]
* Facebook: @tianafech [https://www.facebook.com/tianafech]
* Book: Online Course Creation 101: A step-by-step guide to creating your first online course [https://amzn.to/3BujR21]
* NEW Workbook: Your Expertise Ready to Download – Turn what you know into an impactful downloadable resource [https://tianafech.com/courses/your-expertise-ready-to-download/]
Kendall Breitman says “How are we all connected? What common ground can we find?" [https://tianafech.com/wp-content/uploads/2026/04/e079_Quote_Kendall-819x1024.png]
FINDING THE THREAD THAT CONNECTS US
“How are we all connected? What common ground can we find?”
Kendall reflects on her early days in journalism, where instead of focusing on what candidates were saying, she chose to spend time with the people in the crowd, asking what mattered to them and why they were there. Through those conversations, she began to notice something deeper. Even when people held different views, there was often a shared feeling underneath, whether it was hope, fear, or something in between. Her role became less about reporting isolated stories and more about noticing patterns, asking better questions, and finding the thread that connected them. That experience shaped how she understands people and storytelling today. It also grounded her in the idea that learning about others starts by being present, curious, and willing to look beyond the surface to see what we might have in common.
FROM QUESTION TO CONNECTION
Kendall shares how her background in journalism and television shaped the way she approaches podcasting and community building today. From learning how to distill a story into just a few seconds of video, to understanding how to ask questions that invite both depth and clarity, those early experiences taught her how to hold someone’s attention while still honouring what matters. That same approach carries into how she builds community, where her focus is less about broadcasting and more about genuinely understanding people. She describes it almost like being back at a rally, moving through conversations with curiosity, asking what people care about, what drives them, and what they’re navigating. It’s a reminder that whether you’re creating content or building something with others, it starts by slowing down, asking thoughtful questions, and being willing to truly hear what comes back.
Kendall Breitman is the Community Lead at Riverside. [https://tianafech.com/wp-content/uploads/2026/04/Clip-1-Cover_e079_Kendall-819x1024.png]
LISTENING THAT LEADS TO ACTION
“Listening leads to understanding.”
Kendall shares how listening within a community goes far beyond simply hearing what people say. For her, it is about understanding what is underneath the question, noticing what someone is really struggling with, and using that insight to respond in a meaningful way. Whether it is passing along feature requests, remembering who asked for what, or following up when something has been implemented, she sees listening as something active and ongoing. It is not just about gathering feedback, but about showing people that their voices matter and that what they share leads to real change. She also reflects on how easy it is for feedback to feel uncomfortable on both sides, yet when it is welcomed and applied, it builds trust, connection, and a sense of belonging. When people feel seen, heard, and respected, they do not just engage, they stay, contribute, and become part of something bigger.
TEACHING CREATORS THROUGH COMMUNITY AT RIVERSIDE
Kendall describes her role as the Community Lead at Riverside as standing right in the middle, acting as a bridge between the people using the platform and the team building it. On one side, she helps creators understand the tools, offering guidance, education, and support so they can create something they are proud of. On the other, she brings their voices back to the product team, sharing feedback, identifying needs, and even connecting specific users to new features so what gets built is actually useful. At the heart of it, her work is about understanding people, what they are trying to create, what they struggle with, and what matters to them, and making sure that understanding shapes both the tools and the experience. It is a reminder that when you truly pay attention to the people you are serving, the work becomes less about delivering something and more about building it together.
LEARNING HOW TO PODCAST
Kendall reflects on the reality that starting a podcast often comes with two very different kinds of challenges. On one side, there is the technical learning curve, figuring out equipment, setup, editing, and all the details that can feel overwhelming when you are new. On the other, and often even more present, is the vulnerability that comes with putting something out into the world. Questions start to surface around whether anyone will listen, whether you have something worth saying, and what it means for others to see and hear you. She shares that while some people lean more toward one side than the other, most experience a mix of both, and even as you gain skills, that sense of vulnerability does not completely disappear. What shifts over time is how you hold it, learning to give yourself a bit more grace and recognizing that the discomfort is part of the process. It is a reminder that growth rarely happens without a little uncertainty, and that showing up anyway is often where the real learning begins.
HOW EXPERIENCE CHANGES THINGS
Kendall shares that while the technical side of podcasting tends to settle as people gain experience, the vulnerability side does not fully go away. As creators become more comfortable, they often build confidence in their voice and style, and the process begins to feel more natural. At the same time, that feeling of putting something out into the world, wondering how it will be received, and hoping it resonates with someone continues to be part of the experience. She notes that even seasoned podcasters still look for those moments of connection and validation, whether it is hearing from a listener or seeing the impact of their work in unexpected ways. Over time, it becomes less about eliminating the uncertainty and more about learning how to move forward with it, trusting that confidence can grow alongside it rather than replace it.
WAYS TO GROW A PODCAST
Kendall shares that one of the most overlooked ways to grow a podcast is by being a guest on other shows, where listeners are already in the mindset of tuning in and are more open to discovering new voices. She contrasts this with social media, where it can be harder to move someone from scrolling to fully listening. She also highlights the value of using video, especially on YouTube, and thinking beyond just short clips or full episodes. By pulling out a focused, searchable segment from a conversation and shaping it around a clear question, creators can make their content easier to find and more engaging for new audiences. Her approach is less about doing more and more about being intentional with where and how your voice shows up, meeting people in spaces where they are already ready to listen.
USING TOOLS IN NEW WAYS
Kendall expands the idea of what a platform like Riverside can be used for, moving beyond podcast recording into a wider space of creation, learning, and sharing. She describes how people are using it to build courses, capture coaching conversations, create thought leadership content, and gather authentic testimonials, all by repurposing real conversations into meaningful outputs. What stands out is how these tools lower the barrier for people who may not have technical expertise, making it easier to edit, refine, and share their ideas without needing to be an expert. When she talks about AI, she frames it not as a replacement for the creator, but as support, helping people bring their voice forward with more ease while still holding onto what makes their perspective unique. It becomes less about mastering every technical detail and more about having something to say and the confidence to share it, knowing there are tools that can help you along the way.
HOW AI SUPPORTS CREATORS
Kendall shares how AI within Riverside is designed to make creating more accessible, not by replacing the creator, but by supporting them. She describes how tools like automated editing, captions, and audio enhancements remove some of the technical barriers that can hold people back, allowing more individuals to share their stories without needing specialized skills or equipment. For her, this opens the door to more voices, more perspectives, and more opportunities for connection. Rather than taking away from the authenticity of what people create, these tools help bring it forward with greater ease and confidence. It becomes less about mastering every detail behind the scenes and more about focusing on the ideas, conversations, and stories that matter, making it easier for more people to show up and share what they have to offer.
PODCASTING AS A MODERN LEARNING ECOSYSTEM
Kendall reflects on how podcasting naturally becomes a space for learning, no matter the topic. Whether someone is tuning in to understand how a business was built, to follow a story, or simply to hear different perspectives, there is always something being learned along the way. She sees podcasting as rooted in curiosity, where listening becomes a way to explore ideas, understand people, and make sense of the world. What stands out to her is how accessible this kind of learning is, something you can carry with you, whether you are commuting, doing daily tasks, or just looking to hear a new perspective. It opens the door to voices, stories, and insights that might not come through in more traditional formats, making learning feel more conversational and connected. It is a reminder that learning does not always have to look structured or formal, sometimes it happens simply by listening, staying curious, and being open to what others have to share.
LEARNING THROUGH LIFE CHANGES
Kendall reflects on how some of her biggest learning has come through major life transitions, from leaving a successful career to move to a new country, to becoming a parent. She shares how stepping away from what once defined success pushed her to rethink what that word could mean, opening the door to growth in new and unexpected ways. Alongside that, becoming a parent has given her a completely different perspective on learning, watching it unfold in real time through her child’s development, from movement to language to everyday discovery. These experiences have deepened her understanding of adaptability and helped her see learning as something that is constantly evolving, shaped by where you are and what you are moving through. It is a reminder that growth does not always follow a clear path, and sometimes the moments that ask the most of you end up teaching you the most.
THE IMPACT OF MENTORSHIP
Kendall shares how one of the most influential people in her journey was a mentor, Paul Singer, who believed in her early on and actively helped her open doors. He encouraged her to reach out, make connections, and learn from others, even giving her a simple subject line, “Singer sent me,” that became the start of many conversations and opportunities. What stayed with her most was not just the practical support, but the feeling that someone genuinely saw her potential and wanted to help her move forward. That experience shaped how she thinks about mentorship and connection, showing her the lasting impact of taking the time to support someone else’s path. It is a reminder that when you choose to invest in someone, even in small ways, you can influence their journey in ways that continue long after that moment.
TAKING A CHANCE ON YOURSELF
Kendall reflects on the decision she is most proud of, choosing to take a chance on herself by leaving behind what felt like success and stepping into something unknown. It was not an easy move, and it came with uncertainty and discomfort, but it ultimately led her to a life that feels more aligned with what happiness means to her. Looking back, she recognizes how much courage it took to make that choice and how defining that moment has been in shaping her path. It is a reminder that the decisions that feel the most uncertain are often the ones that ask you to trust yourself the most, and that sometimes the hardest step is giving yourself permission to choose what truly feels right.
LEADING WITH HUMAN CONNECTION
Kendall shares that, for her, everything comes back to human connection. While learning and curiosity play a big role, it is the relationships built through those moments that give them meaning. She reflects on how making the effort to connect, even in small ways, has shaped her experiences and guided her path, whether that is learning from someone, feeling inspired, or simply sharing a moment of understanding. She also offers a simple practice that has stayed with her, approaching new spaces with the intention of making one genuine connection. It is a way of showing up with openness, kindness, and authenticity, and letting that guide what happens next. It is a reminder that even in a world that can feel busy and disconnected, taking the time to connect with one person can change how an experience feels and what you take from it.
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Today’s episode is produced by VOLT Productions, a full-service podcast production agency helping creators and entrepreneurs launch, grow and monetize their shows. You can learn more about the agency’s founder Simona, their work and their team by going to www.voltproductions.co [http://www.voltproductions.co/].