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SaaS Builder Podcast
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SaaS Builder Podcast

Author: Randy Wootton, Maxio CEO

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Being a SaaS founder is hard.

Product-market fit. Customer acquisition. Culture. Cash flow. Scaling… It’s a lot!

There’s no roadmap, no magic formula—just hard-earned lessons from those who’ve been there.

The SaaS Builder Podcast cuts through the noise to bring you actionable tactics and fresh perspectives from SaaS founders, growth strategists, and finance leaders.

Join Randy Wootton—CEO of Maxio and seasoned SaaS leader—as he hosts conversations with the voices shaping the SaaS industry. From founders scaling startups to CFOs mastering financial growth, Randy & his guests unpack the decisions, strategies, and challenges that define success in SaaS.

No fluff. No filler. Just the conversations that move your SaaS business forward.

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P.S. We're always on the lookout for SaaS experts. For speaking inquiries, fill out this form. For all other inquiries, email podcast@saasbuilderpod.com.






Produced by I Hear Everything


78 Episodes
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In this week's final Lightning Round on the SaaS Builder Podcast, host Randy Wootton and guest Glenn Gow, CEO Success Coach, shine a spotlight on standout leadership in the SaaS industry. Key highlights include: Glenn’s pick for a remarkable SaaS leader: Samir Huja of GameChanger, a company revolutionizing youth sports.Lessons in leadership from Samir’s journey, including his ability to inspire a shared vision and foster aspirational growth within his team.Insights into how great leaders motivate their organizations to exceed expectations while navigating challenges.This episode underscores the power of visionary leadership and the impact it has on driving exceptional performance and innovation.Connect with:Glenn Gow: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Lightning Rounds continue on the SaaS Builder Podcast, as host Randy Wootton talks with Glenn Gow, CEO Success Coach and seasoned executive, about influential SaaS leaders and the traits that set them apart. Key discussion points include: Glenn’s pick for a top SaaS business influencer, AJ Bruno, CEO of QuotaPath and host of the Top Line podcast.Insights into AJ’s exceptional ability to motivate teams, even during challenging times, and drive top-tier performance.Why the CEO must take ultimate responsibility for their company’s success or failure.This segment highlights the importance of leadership accountability and offers inspiration from one of the SaaS industry’s standout executives.Connect with:Glenn Gow: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
In today's Lightning Round segment of the SaaS Builder Podcast, host Randy Wootton and Glenn Gow, CEO Success Coach and seasoned leader, explore practical strategies for time management and effective leadership drawn from Glenn’s favorite leadership book, The 7 Habits of Highly Effective People by Stephen Covey. Key topics include: Using the "Four Quadrants" framework to balance urgent versus important tasks and avoid burnout.Tips for CEOs to protect time for strategic thinking and relationship building, including time-blocking and email responsiveness strategies.The power of leading with curiosity to foster open dialogue and improve decision-making.Leveraging techniques like the "Ladder of Inference" to empower teams and clarify assumptions.This episode delivers actionable advice to help SaaS leaders prioritize their time, build stronger relationships, and make more informed decisions.Connect with:Glenn Gow: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
In this first of four lightning round episodes this week, host Randy Wootton and guest Glenn Gow, seasoned CEO, venture capitalist, and AI leadership expert, dive into the heart of SaaS leadership success metrics. Glenn highlights his favorite metric, Net Revenue Retention (NRR), explaining why it’s a key indicator of organizational health, product-market fit, and customer commitment.Key takeaways include:The importance of NRR in measuring business health and reducing churn.How NRR reflects customer satisfaction and the potential for future profits.The nuances of different pricing models and their impact on NRR.Strategies to align teams around customer success and incremental revenue growth.Gain actionable insights into driving SaaS growth by keeping your customers happy and investing in long-term success.Connect with:Glenn Gow: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Host Randy Wootton, CEO at Maxio, sits down with Glenn Gow, an experienced CEO, venture capitalist, and AI leadership expert, to discuss the critical success factors for SaaS CEOs. With over 25 years of leadership experience and a Harvard MBA, Glenn shares valuable insights into scaling teams, recognizing inflection points, and building sustainable systems for growth.  Key topics include:  - What it truly means to scale a SaaS company.  - Building and leading a high-performing leadership team.  - The importance of OKRs and quarterly planning for strategic clarity.  - Practical advice on integrating AI into your team's processes.  - Using personality profiling tools like Myers-Briggs with AI to improve team dynamics and decision-making.  Whether you're navigating the challenges of startup growth or preparing for the next big leap in your SaaS journey, this episode is packed with actionable advice to help you lead confidently and effectively.Connect with:Glenn Gow: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, delves into the significance of exclusive executive networks and peer events for building meaningful relationships. He shares insights on how to navigate the surge in industry-specific gatherings and offers strategies to stand out amidst numerous event invitations. Jay discusses best practices for maximizing engagement by hosting niche, authentic gatherings and leveraging larger events to facilitate valuable connections.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, shares his secret sauce for creating executive engagement programs that build loyalty and drive growth. Jay emphasizes the importance of relevance and understanding what's in it for the executives, offering practical advice on how to lead versus facilitate conversations. He also highlights the value of creating organic opportunities for connection, ensuring meaningful peer-to-peer interactions. Join Jay for insights rooted in his extensive experience working with high-profile personalities and executives.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, explores the nuanced role of AI in personalizing executive interactions, emphasizing its utility in research while cautioning against over-reliance. Highlighting examples, Jay brings attention to the importance of maintaining human connection, labeling it as a key luxury in client relations. Additionally, he recommends the insightful book "The Last Human Job" by Allison Pugh, which explores the irreplaceable value of human touch in an increasingly digital world.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, explores the future of executive engagement, predicting a significant shift back towards meaningful human interaction. He emphasizes the importance of balancing automation with genuine social intimacy to foster authentic relationships in an increasingly automated world. Discover how these insights can help navigate business chaos and cultivate stronger connections at the leadership level.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, dives into the critical choice between personalized engagement and scalable solutions for executive programs. He explains why personalized experiences are essential for fostering authentic relationships and shares tactics for transforming insights from these high-touch interactions into valuable knowledge for a broader audience. Listen to his expert advice on leveraging executive engagements to drive growth and insights within an organization.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Jay Thayer, founder of Jay Thayer Consulting, dives into the intricacies of building strategic executive relationships and their critical role in driving business success. With a backdrop of experiences ranging from Salesforce to working with high-profile leaders like Mark Benioff and George W. Bush, Jay shares his insights on the importance of authentic human connections in an increasingly automated world. Learn how to navigate the balance between scaling operations and maintaining meaningful engagements, transforming customers into passionate advocates, and embracing hard truths to foster long-term growth and loyalty.Connect with:Jay Thayer: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Joel Trammell, Chairman and Founder of the Chief Executive Operating System (CEO-S), delves into the transformative role of AI in SaaS operations over the next decade. Gain insights into how personal productivity tools can redefine efficiency and why adopting AI is essential for staying competitive. Joel addresses common fears around job displacement and emphasizes the commodity nature of AI technology in today’s market.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Joel Trammell, Chairman and Founder of the Chief Executive Operating System (CEO-S) Company, discusses how AI will shape the future of SaaS operations over the next decade. He highlights the critical role AI plays in boosting personal productivity and why it's more about augmentation than replacement of jobs. Joel provides insights into why adopting AI is essential for maintaining a competitive edge and how its commoditization levels the playing field for all businesses. Learn how embracing AI-driven efficiencies can make or break a company's success, offering actionable advice on incorporating these tools to avoid obsolescence in an evolving market.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Joel Trammell, chairman and founder of the Chief Executive Operating System (CEO-S), delves into the dilemma SaaS CEOs face when choosing between niche markets and horizontal growth. Joel emphasizes the importance of staying flexible and gathering market information before committing to a specific path. He also shares insights on aligning with investor visions and the critical role of the board in a company's strategic direction.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Joel Trammell, chairman and founder of the Chief Executive Operating System (CEO-S), underscores the importance of an unyielding pursuit of truth for scaling a SaaS company. He discusses basing strategies on reality over optimism and shares actionable tips for CEOs to set high standards and foster accountability within their teams.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Joel Trammell, chairman and founder of the Chief Executive Operating System (CEO-S), explores why the trend of product-led growth may be overhyped for SaaS companies. He argues that sales teams play a crucial role in maximizing perceived customer value, which can't always be achieved through the product alone. Learn how blending PLG with sales strategies can unlock greater growth and create deeper customer engagement.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Building your CEO OS

Building your CEO OS

2025-01-1322:20

Joel Trammell, Chairman and Founder of The Chief Executive Operating System (CEO-S), offers strategic insights on transitioning from project-based to enterprise-level CEO. Learn how to enhance decision-making, align your team with clear targets, and balance shareholder, customer, and employee demands. This episode provides actionable strategies for developing predictable performance and meaningful internal communication, vital for scaling a business.Connect with:Joel Trammell: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
In this week's final lightning round on the SaaS Builder Podcast, Brian, CEO and co-founder of Bigfoot Capital, examines the power of alternative financing in enabling SaaS companies to achieve scalable growth without sacrificing control. Highlighting success stories like MailChimp and ServiceNow, Brian underscores the importance of balancing profitability and growth while maintaining flexibility in capital structure. With practical advice for navigating financial risk and crafting a deliberate growth strategy, this episode is a must-listen for SaaS leaders seeking to align their business trajectory with their long-term vision.Connect with:Brian Parks: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Brian Parks, CEO and co-founder of Bigfoot Capital, continues the conversation with Randy sharing his nuanced perspective on the key decisions SaaS founders face when scaling their businesses. This episode explores the interplay between debt and equity funding, emphasizing how a CEO's long-term vision and company architecture influence the optimal capital structure. Brian highlights the importance of authenticity in leadership and decision-making, offering insights from his own fundraising experiences. For SaaS CEOs navigating the challenges of financial growth, this episode provides essential strategies to balance risk, performance, and opportunity.Connect with:Brian Parks: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Brian Parks, CEO and co-founder of Bigfoot Capital, returns to the SaaS Builder Podcast to discuss the evolving landscape of capital structure for SaaS founders. In this episode, Brian explores the growing trend of diversifying funding strategies with debt financing alongside equity. He shares practical advice on building a peer network, finding mentors, and assembling an advisor bench to navigate complex financial decisions. Whether you're considering non-dilutive growth options or seeking insights on balancing debt and equity, this episode offers actionable guidance for early-stage founders aiming to make informed fundraising choices.Connect with:Brian Parks: Website // LinkedInRandy Wootton: Website // LinkedInSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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