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SaaS Academy Podcasts

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Get comfy. It's time for "SaaS Therapy," with industry veterans Todd Kirk and Casey Trujillo – the podcast for customer-facing teams in SaaS. Casey and Todd leverage their experience working between software vendors and their clients to help you master your SaaS customer relationships. They dig into the complexities of client relationships, offer expert insights, and share proven strategies for overcoming common challenges. It's not just a podcast—it's a masterclass in nurturing and enhancin ...
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Titans of SaaS explores the origin stories, breakthroughs, and hard-won lessons behind today’s most successful SaaS startups. Hosted by Johnny Page and created by SaaS Academy, each episode features raw, insightful conversations with founders who turned bold ideas into thriving companies - generating millions in revenue and reshaping the way we live and work. Learn how they built it, scaled it, and evolved as leaders - so you can do the same. This isn’t just about SaaS. It’s about building s ...
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You are now tuned into the SaaS Academy Podcast. Join Matt Verlaque and Johnny Page as they take you behind the scenes of what it takes to become a great SaaS Founder, addressing the challenges, victories, and essential lessons learned in the pursuit of growing a successful business!
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Welcome to the Customer Academy Playbook where we help you build online training your customers will love. This show breaks down best practices in Customer Education, featuring interviews with leaders in customer education, case studies and breakdowns of real-world projects, and explores how some of the biggest teams in the world lead growth and success with education.
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B2B Digitized Podcast

Joshua Feinberg

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Learn how to use digital transformation to differentiate, educate, build trust, improve competitive positioning, close sales faster without compromise, and scale revenue growth. Get step-by-step insights on how to build a media company for your niche that positions your brand and your team to win in today’s hypercompetitive marketplace. The primary audience is CEOs of U.S.-based B2B technology startups and scaleups that work in and around data centers, AI SaaS, and accounting and finance tec ...
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BrakeSec Education Podcast

Bryan Brake, Amanda Berlin, and Brian Boettcher

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A podcast about the world of Cybersecurity, Privacy, Compliance, and Regulatory issues that arise in today's workplace. Co-hosts Bryan Brake, Brian Boettcher, and Amanda Berlin teach concepts that aspiring Information Security professionals need to know, or refresh the memories of seasoned veterans.
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Welcome to Sidetrade Inside Out, your window into the extraordinary world of Sidetraders and what it’s like working at Sidetrade. Join host Andy Lion, Global Vice President of Talent Acquisition at Sidetrade, as he connects with brilliant minds from teams worldwide including R&D, Product, Go-to-Market, Services, and more. Explore Sidetrade’s career opportunities here or reach us at [email protected]. And follow us on LinkedIn and Twitter for the latest updates. Remember, People Make Sidet ...
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Summary In this episode of SaaS Therapy, Todd Kirk interviews Gary Yao Chan, co-founder of a startup, Clarity Inbox. They discuss the importance of customer onboarding calls, the transition from sales-led to product-led growth, and strategies for improving user experience and retention. Gary shares insights from his experience conducting hundreds o…
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In this episode of SaaS Therapy, hosts Todd Kirk and Casey Trujillo reflect on the key themes and insights from the past season. The conversation highlights memorable guests and their contributions, as well as the challenges faced by B2B SaaS companies in serving diverse customer needs. Looking ahead, they are excitement for the upcoming season and…
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In this episode of SaaS Therapy, Todd Kirk and Casey Trujillo discuss the critical importance of maintaining accurate customer contact data in B2B SaaS companies with guest Irwin Hipsman. They explore the common pitfalls organizations face regarding data management, the necessity of effective segmentation, and the role of cross-functional teams in …
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In this episode of SaaS Therapy, Kelly Hall, Chief Customer Officer at QuickBase, discusses building a customer-centric culture through emotional intelligence, vulnerability, and human connection. She emphasizes delivering real value, fostering trust, and understanding both customers and employees as individuals. Kelly also shares her journey as a …
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On this host-only episode of SaaS Therapy, Todd Kirk and Casey Trujillo discuss the challenges and opportunities within customer education in SaaS organizations, the disconnect between customer education teams and their impact on business outcomes, emphasizing the need for radical change in how customer education is approached. They understand the …
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Hosts Todd Kirk and Casey Trujillo are joined by UX and market researcher Lauren Oswald to explore the critical aspects of understanding customer needs in the SaaS industry. They discuss the importance of gathering context for data interpretation, overcoming internal biases, and the necessity of humility and trust in research. Lauren emphasizes the…
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socvel.com/quiz if you want to play along! Check out the BrakeSecEd Twitch at https://twitch.tv/brakesec join the Discord: https://bit.ly/brakesecDiscord Music: Music provided by Chillhop Music: https://chillhop.ffm.to/creatorcred "Flex" by Jeremy Blake Courtesy of Youtube media libraryBy Bryan Brake
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Join Todd Kirk and Casey Trujillo today for a conversation with Madison Hall, Director of Customer Success at RingCentral. Madison shares her journey from an individual contributor to a leadership role, emphasizing the importance of customer success in driving revenue and retaining customers. Learn more about the evolving landscape of customer succ…
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"You don’t rise to your goals; you fall to your systems." 🧠 Want to learn more SaaS growth strategies? Join our free SaaS Summit newsletter for exclusive insights and tactics from top founders. ➤ https://www.saasacademy.com/jointhesummit Join Matt Verlaque as he sits down with Dan Go, high-performance coach to entrepreneurs, to unpack why fitness i…
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This is part 2 of a conversation between Todd Kirk and Dave Derington! Find part 1 on Dave's podcast CELab: https://customer.education/podcast/episode-155-todd-kirk-brainstorm-the-two-hump-problem/ In this episode, they focus on the 'two hump problem' that represents the gap between scaled and high-touch learning with customer education. They explo…
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Join Johnny Page as he sits down with David Cristello, founder of Jetpack Workflow, to unpack how he went from hating business to scaling a multi-million dollar SaaS company for accountants. David shares the story behind his first $2,500 pre-sale, the dangers of easy funding, and how he rebuilt his business by falling back in love with solving cust…
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“Every word that leaves your mouth is helping or hurting - nothing is neutral.” 🧠 Want to learn more SaaS growth strategies? Join our free SaaS Summit newsletter for exclusive insights and tactics from top founders. ➤ https://www.saasacademy.com/jointhesummit Join Matt Verlaque in a dynamic conversation with Phil M Jones - author of Exactly What to…
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Hosts Todd Kirk and Casey Trujillo welcome Debbie Smith, president of CEdMA, to discuss the evolving landscape of customer education and the importance of certifications. Debbie shares insights on how customer education can drive business outcomes, the role of certifications in enhancing partner success, and the legal implications surrounding certi…
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Tyler Smith never planned to be a founder - but a moment of frustration led to a product that now serves over 10,000 customers. In this episode, Johnny sits down with the accidental entrepreneur behind Text in Church, a SaaS platform that turned follow-up chaos into connection at scale. From running a photography company to managing $7M in ARR and …
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Guest Info: Name: Bronwen Aker Contact Information (N/A): https://br0nw3n.com/ Time Zone(s): Pacific, Central, Eastern –Copy begins– Disclaimer: The views, information, or opinions expressed on this program are solely the views of the individuals involved and by no means represent absolute facts. Opinions expressed by the host and guests can change…
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“I didn’t have a Stanford degree. I had a garage, a beanbag, and a dream.” 🧠 Want to learn more SaaS growth strategies? Join our free SaaS Summit newsletter for exclusive insights and tactics from top founders. ➤ https://www.saasacademy.com/jointhesummit Join Matt Verlaque as he sits down with Matt Prados, founder and CEO of Review Wave (now Aloha)…
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In this episode of SaaS Therapy, Todd Kirk and substitute co-host Debra Wilson chat with Joe Di Grande, a former VP of Customer Success turned CS consultant. They explore the concept of "tech touch" in customer success, emphasizing its importance in scaling businesses and enhancing customer experiences. Joe provides practical advice on when to adop…
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What do you do when you get fired from the company you built? Cody Barbo, founder and CEO of Trust & Will, turned that moment into fuel. In this episode, Cody shares the rollercoaster path from losing his startup to building a nine-figure SaaS company that’s rewriting estate planning across the U.S. You’ll hear how a coffee chat sparked the idea, h…
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Roby Peñacastro was a broke DJ in a mariachi suit touring Europe when he stumbled into the tech world. After landing a job at Google, he started a side project in his parents’ garage to help his brother manage WhatsApp leads. That side project became Leadsales - a conversational commerce platform now doing $3.7M ARR and backed by Silicon Valley’s S…
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What would make a former Apple exec sell the only part of his business making money? In this episode, Dean Curtis, CEO of Ingage, shares how he shut down a revenue-generating agency serving Fortune 500 clients to bet everything on SaaS - before finding product-market fit. From a near-collapse in the boardroom to the client that changed it all, Dean…
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Welcome to Titans of SaaS - a show about the real stories behind software that scaled. In this trailer, our host Johnny Page shares what the podcast is all about, who it’s for, and what you’ll take away from each episode. Whether you're building your first startup or scaling your next one, this show is your behind-the-scenes pass to how great SaaS …
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"You just have to ask." 🧠 Want to learn more SaaS growth strategies? Join our free SaaS Summit newsletter for exclusive insights and tactics from top founders. ➤ https://www.saasacademy.com/jointhesummit Join Matt Verlaque as he sits down with Chris Ronzio, founder and CEO of Trainual, to discuss celebrity partnerships, Facebook ad strategies, and …
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In this episode Todd Kirk and Casey Trujillo bring on Noah Little, an experienced Customer Success Manager coach, who shares his journey and insights into the evolving role of CSMs. Noah discusses the importance of focusing on revenue generation rather than just relationship management, introducing his Revenue Impact Framework. He emphasizes the ne…
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Check out the BrakeSecEd Twitch at https://twitch.tv/brakesec or Youtube: https://youtube.com/c/BDSPodcast join the Discord: https://bit.ly/brakesecDiscord https://arxiv.org/abs/2302.14172 - EPSS whitepaper https://www.linkedin.com/posts/jayjacobs1_epss-threatintel-vulnerabiltymanagement-activity-7308146548767404032-RubN https://www.first.org/epss/…
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Check out the BrakeSecEd Twitch at https://twitch.tv/brakesec Join the Discord! https://bit.ly/brakesecDiscord Questions and topics: (please feel free to update or make comments for clarifications) * https://techoreon.com/http-flaw-in-apple-passwords-left-iphones-vulnerable/ * https://darkmarc.substack.com/p/attackers-dont-need-exploits-when * http…
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This episode contains some explicit language. Join Todd, Casey and Amanda to discuss the importance of LinkedIn for personal branding and thought leadership. Amanda is the founder of Thot Leader Labs and shares her vulnerability professional journey. Join the conversation to explore the balance between personal and company branding, best practices …
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Join us for a quick summary about channel partnerships! Be sure to listen our previous episode on channel partnerships with Max! Resources ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Connect with Casey⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Connect with Todd⁠⁠⁠⁠⁠⁠⁠…
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In this episode of SaaS Therapy, hosts Todd Kirk and Casey Trujillo have a conversation with Max Alschlager, Senior Manager of Digital Experience at CDW. They explore the dynamics of channel partnerships in the SaaS industry. They discuss the benefits of leveraging established relationships for faster scaling, share success stories of SaaS vendors,…
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Todd Kirk and Casey Trujillo chat with Lucas Lovell, VP of Product at Paddle. Listen to dive into the critical role of product management in SaaS and the importance of empathy, stakeholder relationships, and a structured prioritization framework for product development. Join us to discuss the intricacies of product prioritization, emphasizing the b…
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Join Todd Kirk and Casey Trujillo for a conversation with Roger Mendez, a leader in customer success and operations at Cisco. They discuss the implications of AI in business and education. Roger shares insights from his recent experience at Cornell University, where he explored AI strategy and its potential to enhance human capabilities. Listen to …
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In this episode of SaaS Therapy, Todd Kirk and Casey Trujillo welcome Chiraag Kapoor from Radian Capital to discuss the importance of post-sale metrics in SaaS businesses. They explore key metrics such as retention, bookings, and ARR, emphasizing the need for customer success teams to understand their impact on overall business health. The conversa…
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Youtube VOD: https://www.youtube.com/watch?v=zu_smyQGvG4 https://lcamtuf.substack.com/p/how-security-teams-fail https://cyberintel.substack.com/p/doge-exposes-once-secret-government https://x.com/SteamDB/status/1889610974484705314 – supply chain issues can crop up anywhere… are you blocking people from steam and popular software downloads online? h…
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In this episode, Todd Kirk and Casey Trujillo explore the importance of recognizing opportunities in customer experience through the metaphor of surfing. They discuss how to embrace a mindset of continuous learning, the significance of building trust with customers, and the need for cultural adaptation in business practices. Takeaways Taking time o…
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Join Casey Trujillo and Todd Kirk live from Silicon Slopes recording studio in Utah for an interview with Samantha Murray, Customer Education guru. Sam Murray discuss the critical role of customer education in SaaS organizations, drawing on Sam's extensive experience at Shopify. The conversation highlights the challenges of organizational silos and…
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In this conversation, Todd Kirk, Ed Powers, and Casey Trujillo discuss the importance of change management in driving user adoption and success in organizations. They explore the human aspects of change, effective communication strategies, and the role of customer success managers in facilitating smooth transitions. The discussion emphasizes the ne…
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References: Nexus - Yuval Noah Harrari Stolen Focus - Johann Hari Deep Work - Cal Newport Be Data Literate 2nd Edition - Jordan Morrow The AI Awakening - Dr Mazhgan Tavakolifard Mastering the Data Paradox - Nitin Seth Todd Kirk and Casey Trujillo talk with Jordan Morrow, a leading expert in data literacy and AI transformation. The conversation expl…
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Welcome to Season 4 of SaaS Therapy. In this episode of SaaS Therapy, Todd Kirk and Casey Trujillo welcome Kristen Hayer, founder and CEO of Success League. Listen to explore Kristen's entrepreneurial journey, the importance of leadership and ownership in customer success, the role of influence and accountability in leadership, and best practices f…
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In this special holiday edition of SaaS Therapy, hosts Todd Kirk and Casey Trujillo reflect on the key insights and themes from Season 3. We'll take you back to some of our favorite conversations from this season such as the analogy of the Winchester Mystery House to illustrate the complexities of learning management systems, and the significance o…
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Join us for a great conversation with Todd Kirk and Casey Trujillo and guest Marley Wagner, a digital customer success consultant, to explore the evolving role of customer success in the SaaS industry. They discuss the importance of balancing automation with human interaction, the need for cross-functional collaboration between marketing and custom…
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In this Friday check-in episode, Todd dives into the highlights of his discussion with Emilia, focusing on her unique concept of "crunchy conversations" and the importance of team alignment across sales, marketing, product, and customer success. He explores how transparent and honest discussions can break down silos, improve accountability, and ult…
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Todd Kirk and Casey Trujillo welcome Emilia D'Anzica, founder of Growth Molecules, to discuss the importance of customer success and journey mapping. Emilia shares her insights on how to effectively engage stakeholders, identify friction points in customer experiences, and reduce churn. In this conversation, Emilia discusses the importance of accou…
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Join Todd Kirk and Casey Trujillo for a conversation with guest Anthony Pierri, co-founder of Fletch PMM, to discuss the critical importance of effective positioning and messaging for SaaS companies. Explore common pitfalls in SaaS marketing, the need for clarity in communication, and the challenges of differentiating products in a crowded market. …
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In this special holiday episode of SaaS Therapy, host Todd Kirk takes a moment to reflect on the incredible journey of the podcast's first year. From insightful guest interviews to meaningful audience interactions, Todd shares his gratitude for listeners and the SaaS community. He also highlights how the show has been a source of inspiration and le…
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Happy Thanksgiving week! Host Todd Kirk and guest Tyler Rogers express gratitude for the often-overlooked role of CSMs, who bridge the gap between product and customer needs, manage renewals, and enhance the customer journey. Tyler shares insights from his 15 years of experience as a CSM, emphasizing the balance of relationship management and exper…
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Casey Trujillo discusses insights from Maria Manning-Chapman's episode that focuses on customer education and engagement metrics. The conversation highlights the importance of understanding how many users are interacting with educational resources and the impact of these interactions on software adoption and customer experience. Learn how customer …
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Todd Kirk and Casey Trujillo chat with Maria Manning-Chapman, VP of Education Services Research at TSIA. The conversation explores the challenges and misconceptions surrounding Learning Management Systems (LMS) in customer education, the importance of analytics, and the disconnect between stated objectives and actual practices in education organiza…
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Today features a conversation with Jenelle Friday, founder of LionheartCS, to explore the significance of emotional intelligence (EQ) in the SaaS industry. Jenelle shares her personal journey towards understanding EQ, emphasizing the importance of self-awareness and how it impacts both personal and professional relationships. Listen to learn practi…
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In this episode of SaaS Therapy, Todd Kirk discusses the critical aspects of customer experience that Andrew talked about in Tuesday's episode. Explore the definition of customer experience, the importance of understanding customer journeys, and the need for data-driven insights to enhance customer satisfaction. Takeaways Customer experience is the…
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Sidetrade’s annual hackathon, Sidehack, was back with a bang this year! In this special episode, Andy Lion chats with Remus Iancu, Team Lead Software Engineer & co-organizer of this year’s Sidehack, and Joy Ion, UI Designer and first time Sidehack attendee. From big “A-HA!” moments, some code explanation to a rubber duck, new friendships formed, an…
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