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No need for alarm! We're Pros here.
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A bootstrapped business mastermind with Craig Hewitt and Ken Wallace
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Deep dives with founders about their highs, lows, lessons learned and stories they haven't shared elsewhere
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The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.
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An interview style video and audio podcast where business and sporting leaders share their knowledge & experience to help create confident leaders. I also take the opportunity to offer my perspective on the guests' ideas by closing each episode with 3 key takeaways to create confident leaders based on my reflection from the interview. If you are a business owner who wants to lead with confidence so that you can maximise your performance, your team's performance and your business's performanc ...
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Travel writer Stephanie Craig chats about episodes of the classic travel tv show, Rick Steves' Europe.
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“Be Who You Want To Be” is a new series of conversations with Kristen Hewitt, an Emmy-Award winning South Florida Television Reporter, host, writer, and mom of two. Each episode features a fun and candid discussion with people who are living their best, and most authentic lives. The goal is to learn about their journey, share their message, and inspire others to be who they truly want to be.
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Exploring the practical and exciting alternate realities that can be unleashed through cloud driven transformation and cloud native living and working. Each episode, our hosts Dave, Esmee & Rob talk to Cloud leaders and practitioners to understand how previously untapped business value can be released, how to deal with the challenges and risks that come with bold ventures and how does human experience factor into all of this? They cover Intelligent Industry, Customer Experience, Sustainabili ...
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Craig Hewitt, Founder of Castos on scaling service, lessons learned in SaaS and his dream exit multiple
1:17:20
1:17:20
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Welcome to Where Are They Now, a mini-series where I talk to former coaching clients to learn about their progress since we last worked together five years ago. I'm joined by Craig Hewitt, the experienced campaigner behind Castos, as he unpacks his journey from France back to the U.S. and through the ever-shifting podcasting landscape. Swapping Eur…
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Episode 771 | What Changes As You Grow, AI Agents, Patents, and More Listener Questions (with Craig Hewitt)
38:48
38:48
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Can SaaS companies survive the rise of AI Agents? In episode 771, Rob Walling is joined by Craig Hewitt to answer listener questions. They discuss the changes that happen while transitioning from a small startup to a multi-million dollar SaaS, competing against larger competitors, and maintaining startup culture as teams grow. They also share thoug…
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CR099: UK Government sustainability & AI with Liam Walsh and Paul Mukherjee, Defra
40:22
40:22
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Understanding the true environmental cost of digital innovation is crucial for governments aiming to embed sustainability into their digital delivery processes. Governments are embedding sustainability into the heart of digital delivery. Can governments ensure that their digital advancements contribute positively to the environment while maintainin…
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Jake Jorgovan: my all-time favourite client on scaling from consultant to owning multiple companies
55:18
55:18
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My old pal and long-time former client, Jake Jorgovan, joins me to explore his journey of entrepreneurship, self-promotion, and the evolution of his business ventures in this episode of Where Are They Now? We discuss the importance of personal branding, understanding customer needs, and the challenges of leadership in a growing business. We examine…
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Episode 774 | How a Non-Technical Founder Bootstrapped to Millions in Revenue
37:09
37:09
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In this episode, Rob Walling sits down with Noah Tucker, the non-technical founder behind Social Snowball, an affiliate marketing SaaS built for Shopify. Noah bootstrapped the company to $5M+ in ARR, navigating technical roadblocks, team-building hurdles, and a crumbling codebase, while leveraging bold growth tactics like influencer partnerships to…
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Ray Corcoran: 10+ years of lessons learned from building his marketing agency Groe
53:40
53:40
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53:40
Welcome to Where Are They Now, a mini-series where I talk to former clients and friends from yesteryear to learn about their progress since we last talked business five years ago. In this conversation, Ray Corcoran shares his journey from working in customer service to becoming a successful marketing agency owner. He discusses the importance of lea…
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CR098 Knowledge 2025 special, part 2: Key ServiceNow announcements with Amanda Joslin, ServiceNow
1:00:55
1:00:55
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At Knowledge 2025, the spotlight is on big announcements and bold innovations—but we’re taking you behind the scene!. In this two-part special, we dive into the engine driving ServiceNow’s evolution, with exclusive conversations you won’t hear on the main stage. In Part 2, Dave, Esmee, and Rob speak with Amanda Joslin, Senior Director of Platform a…
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CR097 Knowledge 2025 special, part 1: How to drive successful innovation at scale with Karel van der Poel, ServiceNow
1:02:06
1:02:06
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1:02:06
At Knowledge 2025, the spotlight is on big announcements and bold innovations—but we’re taking you behind the scene!. In this two-part special, we dive into the engine driving ServiceNow’s evolution, with exclusive conversations you won’t hear on the main stage. In Part 1, Dave, Esmee, and Rob sit down with Karel van der Poel, SVP of Products at Se…
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Episode 773 | How to Find Your Early Customer Profile (ECP)
30:15
30:15
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In this episode, Rob Walling and Maja Voje, author of Go to Market Strategist, dive into early customer profiles (ECPs) and why they matter more than ideal customer profiles (ICPs) early on. They explore practical, scrappy marketing tactics for B2B SaaS founders and share real-world advice on customer acquisition, community building, and staying au…
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EP 142: Imposter Syndrome vs. Self-Doubt: How to Push Through & Succeed
43:26
43:26
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In this episode, host Brendan Rogers sits down with Damon Lembi, CEO of LearnIt, to discuss imposter syndrome, self-doubt, and leadership growth. Damon shares his journey from aspiring professional baseball player to leading a successful learning company. He reveals the four-step framework he developed to conquer imposter syndrome and offers practi…
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Justin Tan from Video Husky on hiring a GM, scaling to 40+ people and life goals
1:00:52
1:00:52
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In this episode of Where are they now, Justin shares the journey of founding Video Husky, a video editing service, and the challenges faced during its growth, particularly during the COVID pandemic. He discusses the importance of branding, customer relationships, and the dynamics of managing a growing team. Justin reflects on his personal growth, t…
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CR096 TechnoVision 2025: Your gateway to cutting-edge innovation with Data-Powered Innovation Jam podcast
1:31:45
1:31:45
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TechnoVision 2025 by Capgemini helps business leaders and technologists understand and prioritize emerging technologies. It provides a clear view of tech trends, guiding decision-makers to enhance organizational effectiveness. TechnoVision acts as a beacon in the evolving technology landscape. In this very special episode, Dave, Esmee, and Rob talk…
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Episode 772 | A Highly Effective Framework for SaaS Positioning
35:24
35:24
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How do you position your SaaS for success? In episode 772, Rob Walling talks with Anthony Pierri of Fletch about a proven approach to product positioning. They discuss key lessons from 400+ startups, focusing on workflows, competitive alternatives, and why narrowing your audience matters. Topics we cover: (6:59) – What is positioning, really? (11:1…
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Republished: EP27 - The Key To Unlocking Potential
45:12
45:12
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What is the key to unlocking potential? Mark Bragg is a Performance and Leadership Coach who has been coaching in one form or another for 40 years. In his early career, Mark played and coached basketball professionally, in Australia’s National Basketball League. Over the past two decades, Mark has worked as an Executive Coach in multiple business d…
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CR095: The gap between humanity and AI with Anders Indset, Philosopher & Author
1:01:18
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This year is the year that AI moves from the individual assistant to the collective and autonomous - from co-pilots to agent to agent integration. But what do we know of its collective impact and how does humanity fit in? This week’s Easter Special, Dave, Esmee and Rob talk to Anders Indset, about his work (Ex Machina and the Singularity Paradox), …
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Episode 770 | Revenue vs. Profit, Asking for Permission, and Mike Tyson (A Rob Solo Adventure)
25:05
25:05
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Is it more important for entrepreneurs to focus on revenue or profit? In episode 770, Rob Walling goes solo to explore the relationship between revenue and profit in SaaS, and the dangers of waiting for permission. He also draws inspiration from Mike Tyson’s work ethic and George Lucas’ visionary mindset to encourage entrepreneurs to push through o…
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CRLIVE46 Google Cloud Next 2025: Leading Cloud Transformation with Strategic Vision with Lee Moore, Google Cloud
42:10
42:10
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42:10
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE45 Google Cloud Next 2025: Evolving Digital and AI Landscape for Fortune 500 companies with Gina Fratarcangeli, Google Cloud
24:44
24:44
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Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE44 Google Cloud Next 2025: Accelerating Innovation in Telecom with AI, Jen Hawes-Hewitt, Google Cloud
35:03
35:03
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35:03
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’re bringing 8 incredible conversations in the coming days with inspiring guests who are shaping the f…
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CRLIVE43 Google Cloud Next 2025: Unlocking Retail Potential with Kapil Dabi, Google Cloud
28:45
28:45
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28:45
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE42 Google Cloud Next 2025: AI Fueling Insurance Evolution with Meg Tucker, Google Cloud
32:20
32:20
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32:20
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE41 Google Cloud Next 2025: Driving Digital Transformation with customers with Jim Anderson, Google Cloud
26:38
26:38
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26:38
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE40 Google Cloud Next 2025: Strategic Thinking and Visioning in AI with Charlotte Gistelinck, Google Cloud
36:09
36:09
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36:09
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The Cloud Realities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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CRLIVE39 Google Cloud Next 2025: Leading AI Innovation with Saurabh Tiwary, Google Cloud
40:33
40:33
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40:33
Hello Las Vegas — we’ve arrived for Google Cloud Next 2025! Arthur C. Clarke's third law, "Any sufficiently advanced technology is indistinguishable from magic" Hot drop coming through! The #CloudRealities podcast team has landed in electric Las Vegas—and you know what they say: what happens in Vegas normally stays in Vegas... but in this case, we’…
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1
Episode 769 | Key Insights from MicroConf 2025 in New Orleans
30:53
30:53
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Did you miss out on MicroConf US in New Orleans? In episode 769, Rob Walling welcomes Derrick Reimer back to share highlights from MicroConf New Orleans. They dive into the event's vibrant atmosphere, standout founder talks, and the energizing mix of new and familiar faces that made this gathering in the Big Easy truly special. Topics we cover: (1:…
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EP 141: Craig Hewitt on Leadership, Tough Decisions, and Scaling a Business
53:53
53:53
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In this episode, host Brendan Rogers sits down with Craig Hewitt, founder of Castos, to discuss his journey from podcaster to SaaS entrepreneur. Craig shares the challenges of building a podcast hosting platform, the struggles of leading a growing business, and the lessons he’s learned along the way. They dive into podcasting trends, personal brand…
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