INspired INsider Podcast

Kwindla “Kwin” Kramer is the CEO and Co-founder of Daily, a leading real-time video platform that provides APIs for integrating audio, video, and AI into apps. Under his leadership, Daily has powered millions of video and voice minutes each month for clients like AWS, Google, Epic, and Nvidia, and is recognized as a Y Combinator Top Company. An MIT Media Lab alumnus, Kwin previously co-founded Oblong Industries, creator of the gesture-based interfaces seen in Minority Report. He is passionate about advancing distributed systems and AI to shape the future of telehealth, education, and conversational technology. In this episode… Imagine a virtual assistant that not only schedules your appointments but also remembers every detail of past interactions — across healthcare, education, and even gaming. What if seamless real-time audio, video, and AI tools could elevate these experiences for everyone, not just the tech elite? How did the journey of making this technology accessible to millions actually unfold? Kwin Kramer pioneered developer infrastructure that makes embedding real-time audio, video, and AI into products simple and scalable. Drawing on his experience at Y Combinator and Oblong Industries, he learned to bridge the gap between imagination and reality for companies such as Boeing and GE. With Daily, Kwin shifted to empowering startups in telehealth, edtech, and more with open, scalable tools. His work enables doctors, teachers, and other professionals to harness AI and real-time media, signaling a future where AI copilots transform daily life. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz interviews Kwin Kramer, CEO and Co-founder of Daily. They explore the evolution of developer tools, lessons from Y Combinator, and how open-source ecosystems are shaping healthcare, education, and more. The conversation covers how Daily powers telehealth, adaptive learning, and conversational agents; the shift from custom demos to scalable APIs; and why the future of software is voice-first and deeply personalized.

Eli Rubel is the Founder and CEO of Profit Labs, a strategic finance and bookkeeping firm exclusively for agency owners. Profit Labs provides financial clarity, profitability insights, and forecasting tools tailored for creative, marketing, and service agencies. Eli has generated over $10 million in agency profit since 2020 and is widely followed for his expertise in building high-margin, scalable service businesses. He previously founded Glider, a venture-backed SaaS company, and later launched Matter Made and NoBoringDesign, which served clients like Dropbox, Loom, and Sequoia-backed startups. In this episode… The entrepreneurial journey is rarely a straight path; more often, it is marked by missteps, hard lessons, and unexpected pivots. Even seasoned founders can launch a new venture only to see it stumble at the very beginning. When this happens, how do you regroup, refine, and rebuild into something stronger? Eli Rubel, a seasoned entrepreneur and agency finance expert, experienced this firsthand when his latest venture faltered due to misaligned messaging and poor market fit. Rather than walking away, Eli leaned on his network of fellow founders, adjusted his positioning, and revamped his sales approach. These changes quickly turned early struggles into wins, landing his first clients and building momentum. He emphasizes the power of bootstrapping for flexibility, leveraging offshore teams for efficiency, and testing pricing to uncover true profitability. His journey exemplifies how adaptability, clarity, and persistence can transform setbacks into lasting growth. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz interviews Eli Rubel, Founder and CEO of Profit Labs, about turning early failures into profitable growth. Eli shares why he chose bootstrapping over venture capital, what he learned from a failed launch and pivot, and the costly mistake of keeping staff too long in a downturn. He also discusses scaling with offshore talent, the importance of time tracking, and how price testing can transform agency profitability.  

Taylor Halliday is the Co-founder and CEO of Ravenna, an AI-powered helpdesk software company that simplifies IT support and internal operations for organizations. Under his leadership, Ravenna raised $15 million in funding from Madrona Venture Group and Khosla Ventures, gaining recognition for its innovative Slack-native platform that streamlines support for IT, HR, and revenue operations teams. Before founding Ravenna, Tylor served as Director of AI Engineering and New Products at Zapier and also completed a fellowship at Y Combinator, experiences that brought both technical depth and startup expertise to the company.  In this episode… Internal operations often struggle to keep pace with modern technology. Companies are buried in employee requests, scattered knowledge bases, and clunky help desk systems. What if AI could bring clarity and automation to that chaos — transforming Slack and other team platforms into true hubs of support? Taylor Halliday has helped shape the future of workplace operations by drawing on experience at Zapier, along with a fellowship at Y Combinator. He brings a blend of technical expertise and startup leadership to solving the challenges of modern internal support. Known for a customer-led approach to product development, Taylor focuses on intuitive design, automation, and data-driven decision-making that enable organizations to scale more effectively. His work highlights how the right mix of AI and human insight can transform team efficiency and build stronger, more resilient companies. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz sits down with Taylor Halliday, Co-founder and CEO of Ravenna, to discuss how Ravenna is reinventing internal support, co-founder dynamics, the role of customer feedback, and key decisions behind growth and fundraising. Taylor also shares stories on winning early customers and why trust and speed are vital in client relationships.

Telmo Silva is the Founder and CEO of ClicData, a cloud-based SaaS business intelligence platform that helps companies connect, visualize, and share their data. Bringing over 25 years of technology and business process improvement experience, he has held leadership roles such as General Manager and Executive VP at Skura Europe, as well as CRM Architect at Boehringer Ingelheim. Under his ownership, ClicData has expanded to serve users across 40 countries, managing thousands of daily dashboards and datasets. Telmo holds a bachelor’s degree in applied science in engineering from the University of Toronto. In this episode… Many businesses struggle to unify scattered data from multiple sources into a single, reliable system for analysis. Traditional business intelligence tools are often expensive, complex, and slow to deliver meaningful results, leaving small and medium-sized companies, in particular, at a disadvantage. How can organizations of all sizes access the same level of powerful, actionable insights that larger enterprises enjoy without breaking the bank? Telmo Silva, a technology and business intelligence expert, shares how he approached this challenge by creating an easy-to-use, scalable platform designed to democratize data access. He discusses starting with a niche market, leveraging a freemium model to attract early users, and then evolving features based on customer needs. Telmo emphasizes strategies such as prioritizing simple, effective dashboards, tailoring pricing to customer data usage, and encouraging creative applications across industries to maximize value while controlling costs. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz interviews Telmo Silva, CEO of ClicData, about building an accessible and versatile business intelligence platform. Telmo discusses scaling from a niche focus to a global user base, creative and unexpected use cases for the technology, and lessons learned from transitioning away from freemium. He also delves into inbound growth strategies, pricing models, and navigating a successful acquisition.

Patrick Stiles is the CEO of Vidalytics, a video hosting and analytics platform that helps marketers convert cold clicks into paying customers through conversion-optimized tools and world-class analytics. Under his leadership, Vidalytics has powered videos responsible for over $3 billion in sales and is trusted by top direct response marketers and eight-, nine-, and even 10-figure brands, such as Primal Labs, V Shred, iClosed, and Frank Kern.  Patrick’s entrepreneurial journey is anything but conventional — overcoming expulsion from school, addiction, and time in jail before building multiple eight-figure businesses. With a unique perspective shaped by both adversity and success, he brings a data-driven and innovative approach to video marketing and business growth. In this episode… Many businesses struggle to convert cold traffic into paying customers, often losing potential buyers due to poor video engagement, weak calls to action, or a lack of actionable data. Without clear insights into audience behavior, marketers risk wasting ad spend on underperforming creatives. How can companies use video more effectively to drive measurable sales and long-term customer relationships? Patrick Stiles, an expert in video marketing and direct response strategy, shares how to address these challenges by leveraging detailed viewer data from Vidalytics, optimizing hooks and leads, and strategically placing calls to action. He explains how segmenting data by device, traffic source, and engagement patterns can reveal high-converting behaviors. Patrick also recommends testing multiple video versions, adding interactive elements, and aligning messaging closely with audience pain points to improve conversion rates and customer acquisition efficiency. In this episode of the Inspired Insider Podcast, Jeremy Weisz interviews Patrick Stiles, Founder and CEO of Vidalytics, about mastering video marketing for conversions. Patrick discusses using Vidalytics to identify drop-off points, designing engaging video openings, and tailoring calls to action for different audiences. He also shares insights on overcoming early business struggles, creating interactive features, and building resilience through personal challenges.

Krishna Surendra is the CEO of HR Cloud, a human resources software company that offers tools for recruiting, onboarding, employee engagement, performance management, HRIS, and internal communications — all designed to automate HR processes and enhance workplace culture. He joined HR Cloud in 2016 as Director of Engineering, advanced to Chief Technology Officer in 2018, and took on the role of CEO in 2021. With a background in computer science, he brings deep technical expertise and leadership to his role. Under Krishna’s direction, HR Cloud continues to scale its offerings in employee engagement, onboarding automation, and HRIS solutions to drive productivity and retention in organizations. In this episode… Many organizations struggle to deliver a seamless and engaging employee experience from hiring to offboarding. Generic HR tools often fail to adapt to unique workflows, resulting in inefficient processes, poor communication, and disengaged staff. How can companies modernize their HR systems to be both efficient and deeply human-centered? Krishna Surendra, an expert in HR technology, shares strategies for building customizable, automated HR workflows that span the entire employee lifecycle. Krishna emphasizes the importance of gathering ongoing customer feedback, prioritizing modules based on real demand, and integrating with existing systems rather than reinventing every feature. He also outlines practical ways to increase engagement — such as two-way communication channels, spot recognition with rewards, and adapting solutions for unique use cases like deskless workers or younger staff who prefer SMS notifications — while avoiding common onboarding mistakes like failing to document processes or track task completion. In this episode of Inspired Insider, Dr. Jeremy Weisz interviews Krishna Surendra, CEO of HR Cloud, about transforming the employee journey through adaptable HR software. Krishna discusses using customer-driven product development, enhancing engagement through recognition and feedback tools, and integrating with payroll systems. He also shares insights on prioritizing new features, addressing unique client needs, and lessons learned from build vs. buy decisions.

Brandon Kordower is the Founder and CEO of Aura CFO, a firm that helps marketing agencies scale profitably through fractional CFO services and strategic financial guidance. With over 15 years of experience, Brandon empowers agency owners to make smarter, data-driven decisions. Under his leadership, Aura CFO has supported businesses from $500K startups to nine-figure companies and helped clients achieve eight-figure exits by focusing on financial clarity and growth. Daniel Simon, Executive Vice President at Aura CFO, brings 30 years of C-suite experience and a wide-ranging background across investment banking, music, fine arts, marketing, e-commerce, education, and restaurant ownership. His versatile experience adds depth to the firm’s insights and services. Together, Brandon and Daniel lead a team dedicated to helping agencies avoid common financial missteps, increase profitability, and prepare for sustainable growth or acquisition. In this episode… Many agency owners struggle with financial clarity — confused cash flow, underutilized teams, and misleading revenue growth often stand in the way of maximum profitability. So how do top-performing agencies turn these challenges into sustainable, scalable success? Brandon Kordower shares how shifting from basic bookkeeping to fractional CFO services can unlock powerful insights for growing agencies. Along with Daniel Simon, he breaks down why people costs are often the biggest lever — and the biggest risk — in agency finances. From tracking staff utilization to setting service-line margins, they emphasize the importance of moving to accrual accounting, avoiding the trap of revenue obsession, and following key benchmarks like 60% gross margin and keeping people costs below 55%. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz sits down with Brandon Kordower, Founder and CEO of Aura CFO, a firm that helps marketing agencies scale profitably through fractional CFO services and strategic financial guidance, and Daniel Simon, Executive Vice President, to discuss how agency leaders can take control of their finances, scale smarter, and prepare for eight-figure exits. They share real-world stories, actionable metrics, and insights into the financial visibility every creative business needs to thrive.

Josh Payne is the Founder and CEO of Coframe, an AI‑powered platform that optimizes website copy, UI, and conversion performance through machine learning. A serial entrepreneur, he previously co‑founded Autograph, a fan‑experience unicorn backed by a16z and Kleiner Perkins, and AccessBell, a video‑conferencing startup acquired by Tata Group. A Stanford graduate with BS, MS, and MBA degrees, Josh has authored over 20 papers and patents in AI and frequently guest lectures on generative AI. He is passionate about advancing AI‑driven tools that help businesses scale through personalization and intelligent automation. In this episode… Many companies struggle to turn website visitors into paying customers. Conversion rate optimization often feels slow, costly, and dependent on endless iterations, leaving teams unsure how to test the right elements efficiently. How can businesses rapidly identify what truly drives user engagement and lift conversions without exhausting their resources? Josh Payne, an AI innovator and serial entrepreneur with experience building self-improving digital systems, shares how his AI-powered approach solves this challenge by automating and accelerating conversion rate optimization. Drawing on lessons from CRO expert Justin Christianson, Josh explains the importance of systematically testing site elements, understanding visitor intent, and leveraging data-driven iteration. He also details how companies can scale experiments, reduce engineering and design burden, and uncover winning website variations faster to drive significant revenue growth. In this episode of the Inspired Insider podcast, Dr. Jeremy Weisz interviews Josh Payne, Founder and CEO of Coframe, about using AI to transform website conversion optimization. Josh discusses the power of iterative testing, lessons from raising capital for multiple startups, and the role of hackathons in building high-performing teams. He also shares insights on partnering with major brands, scaling experiments efficiently, and leveraging AI for competitive advantage.

Brett Browman is the Growth Operating Partner at Khosla Ventures, where he helps scale transformative tech companies through hands-on growth strategy and marketing. As the first growth hire at both Square and Opendoor and a former operating partner at Andreessen Horowitz, Brett brings deep experience driving customer acquisition and business growth. He’s worked closely with top startups like OpenAI, Stripe, DoorDash, and Ramp, and is known for his tactical, team-focused approach. Beyond tech, he has snowboarded on all seven continents and brings a global, adventurous mindset to company building and culture. In this episode… Today’s fastest-growing startups thrive by cutting through noise and building real trust across teams. But what makes a venture partner more than just an advisor — and truly hands-on in the trenches? And in an AI-driven world, do old-school tactics like direct mail still have a place? Brett Browman has helped scale some of the world’s fastest-growing startups, from Square to Opendoor, by going beyond boardroom advice and working directly with teams. He partners with companies at every stage — building marketing teams, refining strategies, and driving execution. Known for his hands-on, no-ego approach, Brett empowers teams, builds trust, and focuses on fundamentals like ideal customer profiles, key metrics, and product differentiation. His work, including unconventional tactics like direct mail, shows how grounded strategies and strong teams fuel lasting growth — even in a tech world racing toward AI. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz sits down with Brett Browman, Growth Operating Partner at Khosla Ventures, to talk about scaling startups, hands-on leadership, and what it really takes to drive sustainable growth. They discuss Brett’s “ER-style” triage approach to diagnosing bottlenecks, the role of trust and autonomy in building high-performing teams, and why direct mail still has a surprising impact in today’s digital world. Brett also shares insights on the rise of Generative Engine Optimization, and why mastering the fundamentals beats chasing growth hacks every time.

Scott McKibben is the CEO and Co-founder of Matterhorn Venture Partners, a Chicago-based firm that specializes in acquiring, developing, and managing value-added industrial real estate across the US. With a career spanning over 30 years, Scott has overseen more than $10.6 billion in transactions and has developed and acquired more than 80 million square feet of industrial and office properties — making a significant impact on the commercial real estate industry. A former NCAA Division I tennis player at DePaul University and a graduate of the University of Wisconsin, Scott brings a competitive and disciplined approach to deal-making and team building. In this episode… Many real estate professionals face the challenge of scaling profitably while adapting to unpredictable market cycles. With rising interest rates, fierce competition, and shifting project economics, building a resilient investment firm requires more than capital — it demands vision, adaptability, and the ability to attract top-tier talent. How can today’s dealmakers structure firms that weather downturns and still deliver strong returns? Scott McKibben, a seasoned commercial real estate executive, shares how he launched his firm with a lean, MVP-style approach — assembling a team of trusted colleagues and offering shared ownership to create true alignment. With over $10 billion in transactions and 80 million square feet of industrial and office projects under his belt, Scott reflects on lessons from both legacy deals and new ventures. He explains why backing local partners as 50-50 co-owners leads to entrepreneurial agility, how persistence and adaptability helped him navigate projects like the Citadel Center pivot, and why securing equity before chasing deals is a discipline he swears by. In this episode of the Inspired Insider Podcast, Dr. Jeremy Weisz interviews Scott McKibben, Co-founder and CEO of Matterhorn Venture Partners, about building high-impact real estate ventures. Scott shares his journey from leadership at Brennan Investment Group to launching MVP, strategies for recruiting top talent, and the importance of transparency and trust with investors. He also dives into the mindset that fuels long-term success, the role of relationships in sourcing deals, and how sports taught him the grit and discipline needed to thrive in real estate.